diff --git a/src/compiler/moduleNameResolver.ts b/src/compiler/moduleNameResolver.ts
index 1c5f22e25bd9c..d89b7597014cc 100644
--- a/src/compiler/moduleNameResolver.ts
+++ b/src/compiler/moduleNameResolver.ts
@@ -2646,7 +2646,7 @@ function loadModuleFromExports(scope: PackageJsonInfo, extensions: Extensions, s
 }
 
 function loadModuleFromImports(extensions: Extensions, moduleName: string, directory: string, state: ModuleResolutionState, cache: ModuleResolutionCache | undefined, redirectedReference: ResolvedProjectReference | undefined): SearchResult<Resolved> {
-    if (moduleName === "#" || startsWith(moduleName, "#/")) {
+    if (moduleName === "#") {
         if (state.traceEnabled) {
             trace(state.host, Diagnostics.Invalid_import_specifier_0_has_no_possible_resolutions, moduleName);
         }
diff --git a/tests/baselines/reference/nodeModulesPackageImportsRootWildcard(module=node16).errors.txt b/tests/baselines/reference/nodeModulesPackageImportsRootWildcard(module=node16).errors.txt
new file mode 100644
index 0000000000000..011bfd053655f
--- /dev/null
+++ b/tests/baselines/reference/nodeModulesPackageImportsRootWildcard(module=node16).errors.txt
@@ -0,0 +1,51 @@
+index.cts(2,21): error TS1479: The current file is a CommonJS module whose imports will produce 'require' calls; however, the referenced file is an ECMAScript module and cannot be imported with 'require'. Consider writing a dynamic 'import("#/foo.js")' call instead.
+index.cts(3,21): error TS1479: The current file is a CommonJS module whose imports will produce 'require' calls; however, the referenced file is an ECMAScript module and cannot be imported with 'require'. Consider writing a dynamic 'import("#/features/bar.js")' call instead.
+index.cts(4,21): error TS1479: The current file is a CommonJS module whose imports will produce 'require' calls; however, the referenced file is an ECMAScript module and cannot be imported with 'require'. Consider writing a dynamic 'import("#/nested/deep/baz.js")' call instead.
+
+
+==== package.json (0 errors) ====
+    {
+        "name": "package",
+        "private": true,
+        "type": "module",
+        "imports": {
+            "#/*": "./src/*"
+        }
+    }
+==== src/foo.ts (0 errors) ====
+    export const foo = "foo";
+==== src/features/bar.ts (0 errors) ====
+    export const bar = "bar";
+==== src/nested/deep/baz.ts (0 errors) ====
+    export const baz = "baz";
+==== index.ts (0 errors) ====
+    // esm format file
+    import { foo } from "#/foo.js";
+    import { bar } from "#/features/bar.js";
+    import { baz } from "#/nested/deep/baz.js";
+    foo;
+    bar;
+    baz;
+==== index.mts (0 errors) ====
+    // esm format file
+    import { foo } from "#/foo.js";
+    import { bar } from "#/features/bar.js";
+    import { baz } from "#/nested/deep/baz.js";
+    foo;
+    bar;
+    baz;
+==== index.cts (3 errors) ====
+    // cjs format file
+    import { foo } from "#/foo.js";
+                        ~~~~~~~~~~
+!!! error TS1479: The current file is a CommonJS module whose imports will produce 'require' calls; however, the referenced file is an ECMAScript module and cannot be imported with 'require'. Consider writing a dynamic 'import("#/foo.js")' call instead.
+    import { bar } from "#/features/bar.js";
+                        ~~~~~~~~~~~~~~~~~~~
+!!! error TS1479: The current file is a CommonJS module whose imports will produce 'require' calls; however, the referenced file is an ECMAScript module and cannot be imported with 'require'. Consider writing a dynamic 'import("#/features/bar.js")' call instead.
+    import { baz } from "#/nested/deep/baz.js";
+                        ~~~~~~~~~~~~~~~~~~~~~~
+!!! error TS1479: The current file is a CommonJS module whose imports will produce 'require' calls; however, the referenced file is an ECMAScript module and cannot be imported with 'require'. Consider writing a dynamic 'import("#/nested/deep/baz.js")' call instead.
+    foo;
+    bar;
+    baz;
+    
\ No newline at end of file
diff --git a/tests/baselines/reference/nodeModulesPackageImportsRootWildcard(module=node16).js b/tests/baselines/reference/nodeModulesPackageImportsRootWildcard(module=node16).js
new file mode 100644
index 0000000000000..bcf39b25bc97d
--- /dev/null
+++ b/tests/baselines/reference/nodeModulesPackageImportsRootWildcard(module=node16).js
@@ -0,0 +1,89 @@
+//// [tests/cases/conformance/node/nodeModulesPackageImportsRootWildcard.ts] ////
+
+//// [package.json]
+{
+    "name": "package",
+    "private": true,
+    "type": "module",
+    "imports": {
+        "#/*": "./src/*"
+    }
+}
+//// [foo.ts]
+export const foo = "foo";
+//// [bar.ts]
+export const bar = "bar";
+//// [baz.ts]
+export const baz = "baz";
+//// [index.ts]
+// esm format file
+import { foo } from "#/foo.js";
+import { bar } from "#/features/bar.js";
+import { baz } from "#/nested/deep/baz.js";
+foo;
+bar;
+baz;
+//// [index.mts]
+// esm format file
+import { foo } from "#/foo.js";
+import { bar } from "#/features/bar.js";
+import { baz } from "#/nested/deep/baz.js";
+foo;
+bar;
+baz;
+//// [index.cts]
+// cjs format file
+import { foo } from "#/foo.js";
+import { bar } from "#/features/bar.js";
+import { baz } from "#/nested/deep/baz.js";
+foo;
+bar;
+baz;
+
+
+//// [foo.js]
+export const foo = "foo";
+//// [bar.js]
+export const bar = "bar";
+//// [baz.js]
+export const baz = "baz";
+//// [index.js]
+// esm format file
+import { foo } from "#/foo.js";
+import { bar } from "#/features/bar.js";
+import { baz } from "#/nested/deep/baz.js";
+foo;
+bar;
+baz;
+//// [index.mjs]
+// esm format file
+import { foo } from "#/foo.js";
+import { bar } from "#/features/bar.js";
+import { baz } from "#/nested/deep/baz.js";
+foo;
+bar;
+baz;
+//// [index.cjs]
+"use strict";
+Object.defineProperty(exports, "__esModule", { value: true });
+// cjs format file
+const foo_js_1 = require("#/foo.js");
+const bar_js_1 = require("#/features/bar.js");
+const baz_js_1 = require("#/nested/deep/baz.js");
+foo_js_1.foo;
+bar_js_1.bar;
+baz_js_1.baz;
+
+
+//// [foo.d.ts]
+export declare const foo = "foo";
+//// [bar.d.ts]
+export declare const bar = "bar";
+//// [baz.d.ts]
+export declare const baz = "baz";
+//// [index.d.ts]
+export {};
+//// [index.d.mts]
+export {};
+//// [index.d.cts]
+export {};
diff --git a/tests/baselines/reference/nodeModulesPackageImportsRootWildcard(module=node16).symbols b/tests/baselines/reference/nodeModulesPackageImportsRootWildcard(module=node16).symbols
new file mode 100644
index 0000000000000..e4aebad35fd9e
--- /dev/null
+++ b/tests/baselines/reference/nodeModulesPackageImportsRootWildcard(module=node16).symbols
@@ -0,0 +1,74 @@
+//// [tests/cases/conformance/node/nodeModulesPackageImportsRootWildcard.ts] ////
+
+=== src/foo.ts ===
+export const foo = "foo";
+>foo : Symbol(foo, Decl(foo.ts, 0, 12))
+
+=== src/features/bar.ts ===
+export const bar = "bar";
+>bar : Symbol(bar, Decl(bar.ts, 0, 12))
+
+=== src/nested/deep/baz.ts ===
+export const baz = "baz";
+>baz : Symbol(baz, Decl(baz.ts, 0, 12))
+
+=== index.ts ===
+// esm format file
+import { foo } from "#/foo.js";
+>foo : Symbol(foo, Decl(index.ts, 1, 8))
+
+import { bar } from "#/features/bar.js";
+>bar : Symbol(bar, Decl(index.ts, 2, 8))
+
+import { baz } from "#/nested/deep/baz.js";
+>baz : Symbol(baz, Decl(index.ts, 3, 8))
+
+foo;
+>foo : Symbol(foo, Decl(index.ts, 1, 8))
+
+bar;
+>bar : Symbol(bar, Decl(index.ts, 2, 8))
+
+baz;
+>baz : Symbol(baz, Decl(index.ts, 3, 8))
+
+=== index.mts ===
+// esm format file
+import { foo } from "#/foo.js";
+>foo : Symbol(foo, Decl(index.mts, 1, 8))
+
+import { bar } from "#/features/bar.js";
+>bar : Symbol(bar, Decl(index.mts, 2, 8))
+
+import { baz } from "#/nested/deep/baz.js";
+>baz : Symbol(baz, Decl(index.mts, 3, 8))
+
+foo;
+>foo : Symbol(foo, Decl(index.mts, 1, 8))
+
+bar;
+>bar : Symbol(bar, Decl(index.mts, 2, 8))
+
+baz;
+>baz : Symbol(baz, Decl(index.mts, 3, 8))
+
+=== index.cts ===
+// cjs format file
+import { foo } from "#/foo.js";
+>foo : Symbol(foo, Decl(index.cts, 1, 8))
+
+import { bar } from "#/features/bar.js";
+>bar : Symbol(bar, Decl(index.cts, 2, 8))
+
+import { baz } from "#/nested/deep/baz.js";
+>baz : Symbol(baz, Decl(index.cts, 3, 8))
+
+foo;
+>foo : Symbol(foo, Decl(index.cts, 1, 8))
+
+bar;
+>bar : Symbol(bar, Decl(index.cts, 2, 8))
+
+baz;
+>baz : Symbol(baz, Decl(index.cts, 3, 8))
+
diff --git a/tests/baselines/reference/nodeModulesPackageImportsRootWildcard(module=node16).trace.json b/tests/baselines/reference/nodeModulesPackageImportsRootWildcard(module=node16).trace.json
new file mode 100644
index 0000000000000..ce2392cc8ed1f
--- /dev/null
+++ b/tests/baselines/reference/nodeModulesPackageImportsRootWildcard(module=node16).trace.json
@@ -0,0 +1,195 @@
+[
+    "File '/.src/src/package.json' does not exist.",
+    "Found 'package.json' at '/.src/package.json'.",
+    "File '/.src/src/features/package.json' does not exist.",
+    "File '/.src/src/package.json' does not exist according to earlier cached lookups.",
+    "File '/.src/package.json' exists according to earlier cached lookups.",
+    "File '/.src/src/nested/deep/package.json' does not exist.",
+    "File '/.src/src/nested/package.json' does not exist.",
+    "File '/.src/src/package.json' does not exist according to earlier cached lookups.",
+    "File '/.src/package.json' exists according to earlier cached lookups.",
+    "File '/.src/package.json' exists according to earlier cached lookups.",
+    "======== Resolving module '#/foo.js' from '/.src/index.ts'. ========",
+    "Module resolution kind is not specified, using 'Node16'.",
+    "Resolving in ESM mode with conditions 'import', 'types', 'node'.",
+    "File '/.src/package.json' exists according to earlier cached lookups.",
+    "Using 'imports' subpath '#/*' with target './src/foo.js'.",
+    "File name '/.src/src/foo.js' has a '.js' extension - stripping it.",
+    "File '/.src/src/foo.ts' exists - use it as a name resolution result.",
+    "======== Module name '#/foo.js' was successfully resolved to '/.src/src/foo.ts'. ========",
+    "======== Resolving module '#/features/bar.js' from '/.src/index.ts'. ========",
+    "Module resolution kind is not specified, using 'Node16'.",
+    "Resolving in ESM mode with conditions 'import', 'types', 'node'.",
+    "File '/.src/package.json' exists according to earlier cached lookups.",
+    "Using 'imports' subpath '#/*' with target './src/features/bar.js'.",
+    "File name '/.src/src/features/bar.js' has a '.js' extension - stripping it.",
+    "File '/.src/src/features/bar.ts' exists - use it as a name resolution result.",
+    "======== Module name '#/features/bar.js' was successfully resolved to '/.src/src/features/bar.ts'. ========",
+    "======== Resolving module '#/nested/deep/baz.js' from '/.src/index.ts'. ========",
+    "Module resolution kind is not specified, using 'Node16'.",
+    "Resolving in ESM mode with conditions 'import', 'types', 'node'.",
+    "File '/.src/package.json' exists according to earlier cached lookups.",
+    "Using 'imports' subpath '#/*' with target './src/nested/deep/baz.js'.",
+    "File name '/.src/src/nested/deep/baz.js' has a '.js' extension - stripping it.",
+    "File '/.src/src/nested/deep/baz.ts' exists - use it as a name resolution result.",
+    "======== Module name '#/nested/deep/baz.js' was successfully resolved to '/.src/src/nested/deep/baz.ts'. ========",
+    "======== Resolving module '#/foo.js' from '/.src/index.mts'. ========",
+    "Resolution for module '#/foo.js' was found in cache from location '/.src'.",
+    "======== Module name '#/foo.js' was successfully resolved to '/.src/src/foo.ts'. ========",
+    "======== Resolving module '#/features/bar.js' from '/.src/index.mts'. ========",
+    "Resolution for module '#/features/bar.js' was found in cache from location '/.src'.",
+    "======== Module name '#/features/bar.js' was successfully resolved to '/.src/src/features/bar.ts'. ========",
+    "======== Resolving module '#/nested/deep/baz.js' from '/.src/index.mts'. ========",
+    "Resolution for module '#/nested/deep/baz.js' was found in cache from location '/.src'.",
+    "======== Module name '#/nested/deep/baz.js' was successfully resolved to '/.src/src/nested/deep/baz.ts'. ========",
+    "======== Resolving module '#/foo.js' from '/.src/index.cts'. ========",
+    "Module resolution kind is not specified, using 'Node16'.",
+    "Resolving in CJS mode with conditions 'require', 'types', 'node'.",
+    "File '/.src/package.json' exists according to earlier cached lookups.",
+    "Using 'imports' subpath '#/*' with target './src/foo.js'.",
+    "File name '/.src/src/foo.js' has a '.js' extension - stripping it.",
+    "File '/.src/src/foo.ts' exists - use it as a name resolution result.",
+    "======== Module name '#/foo.js' was successfully resolved to '/.src/src/foo.ts'. ========",
+    "======== Resolving module '#/features/bar.js' from '/.src/index.cts'. ========",
+    "Module resolution kind is not specified, using 'Node16'.",
+    "Resolving in CJS mode with conditions 'require', 'types', 'node'.",
+    "File '/.src/package.json' exists according to earlier cached lookups.",
+    "Using 'imports' subpath '#/*' with target './src/features/bar.js'.",
+    "File name '/.src/src/features/bar.js' has a '.js' extension - stripping it.",
+    "File '/.src/src/features/bar.ts' exists - use it as a name resolution result.",
+    "======== Module name '#/features/bar.js' was successfully resolved to '/.src/src/features/bar.ts'. ========",
+    "======== Resolving module '#/nested/deep/baz.js' from '/.src/index.cts'. ========",
+    "Module resolution kind is not specified, using 'Node16'.",
+    "Resolving in CJS mode with conditions 'require', 'types', 'node'.",
+    "File '/.src/package.json' exists according to earlier cached lookups.",
+    "Using 'imports' subpath '#/*' with target './src/nested/deep/baz.js'.",
+    "File name '/.src/src/nested/deep/baz.js' has a '.js' extension - stripping it.",
+    "File '/.src/src/nested/deep/baz.ts' exists - use it as a name resolution result.",
+    "======== Module name '#/nested/deep/baz.js' was successfully resolved to '/.src/src/nested/deep/baz.ts'. ========",
+    "File '/.ts/package.json' does not exist.",
+    "File '/package.json' does not exist.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups."
+]
\ No newline at end of file
diff --git a/tests/baselines/reference/nodeModulesPackageImportsRootWildcard(module=node16).types b/tests/baselines/reference/nodeModulesPackageImportsRootWildcard(module=node16).types
new file mode 100644
index 0000000000000..8bb760005c9f6
--- /dev/null
+++ b/tests/baselines/reference/nodeModulesPackageImportsRootWildcard(module=node16).types
@@ -0,0 +1,101 @@
+//// [tests/cases/conformance/node/nodeModulesPackageImportsRootWildcard.ts] ////
+
+=== src/foo.ts ===
+export const foo = "foo";
+>foo : "foo"
+>    : ^^^^^
+>"foo" : "foo"
+>      : ^^^^^
+
+=== src/features/bar.ts ===
+export const bar = "bar";
+>bar : "bar"
+>    : ^^^^^
+>"bar" : "bar"
+>      : ^^^^^
+
+=== src/nested/deep/baz.ts ===
+export const baz = "baz";
+>baz : "baz"
+>    : ^^^^^
+>"baz" : "baz"
+>      : ^^^^^
+
+=== index.ts ===
+// esm format file
+import { foo } from "#/foo.js";
+>foo : "foo"
+>    : ^^^^^
+
+import { bar } from "#/features/bar.js";
+>bar : "bar"
+>    : ^^^^^
+
+import { baz } from "#/nested/deep/baz.js";
+>baz : "baz"
+>    : ^^^^^
+
+foo;
+>foo : "foo"
+>    : ^^^^^
+
+bar;
+>bar : "bar"
+>    : ^^^^^
+
+baz;
+>baz : "baz"
+>    : ^^^^^
+
+=== index.mts ===
+// esm format file
+import { foo } from "#/foo.js";
+>foo : "foo"
+>    : ^^^^^
+
+import { bar } from "#/features/bar.js";
+>bar : "bar"
+>    : ^^^^^
+
+import { baz } from "#/nested/deep/baz.js";
+>baz : "baz"
+>    : ^^^^^
+
+foo;
+>foo : "foo"
+>    : ^^^^^
+
+bar;
+>bar : "bar"
+>    : ^^^^^
+
+baz;
+>baz : "baz"
+>    : ^^^^^
+
+=== index.cts ===
+// cjs format file
+import { foo } from "#/foo.js";
+>foo : "foo"
+>    : ^^^^^
+
+import { bar } from "#/features/bar.js";
+>bar : "bar"
+>    : ^^^^^
+
+import { baz } from "#/nested/deep/baz.js";
+>baz : "baz"
+>    : ^^^^^
+
+foo;
+>foo : "foo"
+>    : ^^^^^
+
+bar;
+>bar : "bar"
+>    : ^^^^^
+
+baz;
+>baz : "baz"
+>    : ^^^^^
+
diff --git a/tests/baselines/reference/nodeModulesPackageImportsRootWildcard(module=node18).errors.txt b/tests/baselines/reference/nodeModulesPackageImportsRootWildcard(module=node18).errors.txt
new file mode 100644
index 0000000000000..011bfd053655f
--- /dev/null
+++ b/tests/baselines/reference/nodeModulesPackageImportsRootWildcard(module=node18).errors.txt
@@ -0,0 +1,51 @@
+index.cts(2,21): error TS1479: The current file is a CommonJS module whose imports will produce 'require' calls; however, the referenced file is an ECMAScript module and cannot be imported with 'require'. Consider writing a dynamic 'import("#/foo.js")' call instead.
+index.cts(3,21): error TS1479: The current file is a CommonJS module whose imports will produce 'require' calls; however, the referenced file is an ECMAScript module and cannot be imported with 'require'. Consider writing a dynamic 'import("#/features/bar.js")' call instead.
+index.cts(4,21): error TS1479: The current file is a CommonJS module whose imports will produce 'require' calls; however, the referenced file is an ECMAScript module and cannot be imported with 'require'. Consider writing a dynamic 'import("#/nested/deep/baz.js")' call instead.
+
+
+==== package.json (0 errors) ====
+    {
+        "name": "package",
+        "private": true,
+        "type": "module",
+        "imports": {
+            "#/*": "./src/*"
+        }
+    }
+==== src/foo.ts (0 errors) ====
+    export const foo = "foo";
+==== src/features/bar.ts (0 errors) ====
+    export const bar = "bar";
+==== src/nested/deep/baz.ts (0 errors) ====
+    export const baz = "baz";
+==== index.ts (0 errors) ====
+    // esm format file
+    import { foo } from "#/foo.js";
+    import { bar } from "#/features/bar.js";
+    import { baz } from "#/nested/deep/baz.js";
+    foo;
+    bar;
+    baz;
+==== index.mts (0 errors) ====
+    // esm format file
+    import { foo } from "#/foo.js";
+    import { bar } from "#/features/bar.js";
+    import { baz } from "#/nested/deep/baz.js";
+    foo;
+    bar;
+    baz;
+==== index.cts (3 errors) ====
+    // cjs format file
+    import { foo } from "#/foo.js";
+                        ~~~~~~~~~~
+!!! error TS1479: The current file is a CommonJS module whose imports will produce 'require' calls; however, the referenced file is an ECMAScript module and cannot be imported with 'require'. Consider writing a dynamic 'import("#/foo.js")' call instead.
+    import { bar } from "#/features/bar.js";
+                        ~~~~~~~~~~~~~~~~~~~
+!!! error TS1479: The current file is a CommonJS module whose imports will produce 'require' calls; however, the referenced file is an ECMAScript module and cannot be imported with 'require'. Consider writing a dynamic 'import("#/features/bar.js")' call instead.
+    import { baz } from "#/nested/deep/baz.js";
+                        ~~~~~~~~~~~~~~~~~~~~~~
+!!! error TS1479: The current file is a CommonJS module whose imports will produce 'require' calls; however, the referenced file is an ECMAScript module and cannot be imported with 'require'. Consider writing a dynamic 'import("#/nested/deep/baz.js")' call instead.
+    foo;
+    bar;
+    baz;
+    
\ No newline at end of file
diff --git a/tests/baselines/reference/nodeModulesPackageImportsRootWildcard(module=node18).js b/tests/baselines/reference/nodeModulesPackageImportsRootWildcard(module=node18).js
new file mode 100644
index 0000000000000..bcf39b25bc97d
--- /dev/null
+++ b/tests/baselines/reference/nodeModulesPackageImportsRootWildcard(module=node18).js
@@ -0,0 +1,89 @@
+//// [tests/cases/conformance/node/nodeModulesPackageImportsRootWildcard.ts] ////
+
+//// [package.json]
+{
+    "name": "package",
+    "private": true,
+    "type": "module",
+    "imports": {
+        "#/*": "./src/*"
+    }
+}
+//// [foo.ts]
+export const foo = "foo";
+//// [bar.ts]
+export const bar = "bar";
+//// [baz.ts]
+export const baz = "baz";
+//// [index.ts]
+// esm format file
+import { foo } from "#/foo.js";
+import { bar } from "#/features/bar.js";
+import { baz } from "#/nested/deep/baz.js";
+foo;
+bar;
+baz;
+//// [index.mts]
+// esm format file
+import { foo } from "#/foo.js";
+import { bar } from "#/features/bar.js";
+import { baz } from "#/nested/deep/baz.js";
+foo;
+bar;
+baz;
+//// [index.cts]
+// cjs format file
+import { foo } from "#/foo.js";
+import { bar } from "#/features/bar.js";
+import { baz } from "#/nested/deep/baz.js";
+foo;
+bar;
+baz;
+
+
+//// [foo.js]
+export const foo = "foo";
+//// [bar.js]
+export const bar = "bar";
+//// [baz.js]
+export const baz = "baz";
+//// [index.js]
+// esm format file
+import { foo } from "#/foo.js";
+import { bar } from "#/features/bar.js";
+import { baz } from "#/nested/deep/baz.js";
+foo;
+bar;
+baz;
+//// [index.mjs]
+// esm format file
+import { foo } from "#/foo.js";
+import { bar } from "#/features/bar.js";
+import { baz } from "#/nested/deep/baz.js";
+foo;
+bar;
+baz;
+//// [index.cjs]
+"use strict";
+Object.defineProperty(exports, "__esModule", { value: true });
+// cjs format file
+const foo_js_1 = require("#/foo.js");
+const bar_js_1 = require("#/features/bar.js");
+const baz_js_1 = require("#/nested/deep/baz.js");
+foo_js_1.foo;
+bar_js_1.bar;
+baz_js_1.baz;
+
+
+//// [foo.d.ts]
+export declare const foo = "foo";
+//// [bar.d.ts]
+export declare const bar = "bar";
+//// [baz.d.ts]
+export declare const baz = "baz";
+//// [index.d.ts]
+export {};
+//// [index.d.mts]
+export {};
+//// [index.d.cts]
+export {};
diff --git a/tests/baselines/reference/nodeModulesPackageImportsRootWildcard(module=node18).symbols b/tests/baselines/reference/nodeModulesPackageImportsRootWildcard(module=node18).symbols
new file mode 100644
index 0000000000000..e4aebad35fd9e
--- /dev/null
+++ b/tests/baselines/reference/nodeModulesPackageImportsRootWildcard(module=node18).symbols
@@ -0,0 +1,74 @@
+//// [tests/cases/conformance/node/nodeModulesPackageImportsRootWildcard.ts] ////
+
+=== src/foo.ts ===
+export const foo = "foo";
+>foo : Symbol(foo, Decl(foo.ts, 0, 12))
+
+=== src/features/bar.ts ===
+export const bar = "bar";
+>bar : Symbol(bar, Decl(bar.ts, 0, 12))
+
+=== src/nested/deep/baz.ts ===
+export const baz = "baz";
+>baz : Symbol(baz, Decl(baz.ts, 0, 12))
+
+=== index.ts ===
+// esm format file
+import { foo } from "#/foo.js";
+>foo : Symbol(foo, Decl(index.ts, 1, 8))
+
+import { bar } from "#/features/bar.js";
+>bar : Symbol(bar, Decl(index.ts, 2, 8))
+
+import { baz } from "#/nested/deep/baz.js";
+>baz : Symbol(baz, Decl(index.ts, 3, 8))
+
+foo;
+>foo : Symbol(foo, Decl(index.ts, 1, 8))
+
+bar;
+>bar : Symbol(bar, Decl(index.ts, 2, 8))
+
+baz;
+>baz : Symbol(baz, Decl(index.ts, 3, 8))
+
+=== index.mts ===
+// esm format file
+import { foo } from "#/foo.js";
+>foo : Symbol(foo, Decl(index.mts, 1, 8))
+
+import { bar } from "#/features/bar.js";
+>bar : Symbol(bar, Decl(index.mts, 2, 8))
+
+import { baz } from "#/nested/deep/baz.js";
+>baz : Symbol(baz, Decl(index.mts, 3, 8))
+
+foo;
+>foo : Symbol(foo, Decl(index.mts, 1, 8))
+
+bar;
+>bar : Symbol(bar, Decl(index.mts, 2, 8))
+
+baz;
+>baz : Symbol(baz, Decl(index.mts, 3, 8))
+
+=== index.cts ===
+// cjs format file
+import { foo } from "#/foo.js";
+>foo : Symbol(foo, Decl(index.cts, 1, 8))
+
+import { bar } from "#/features/bar.js";
+>bar : Symbol(bar, Decl(index.cts, 2, 8))
+
+import { baz } from "#/nested/deep/baz.js";
+>baz : Symbol(baz, Decl(index.cts, 3, 8))
+
+foo;
+>foo : Symbol(foo, Decl(index.cts, 1, 8))
+
+bar;
+>bar : Symbol(bar, Decl(index.cts, 2, 8))
+
+baz;
+>baz : Symbol(baz, Decl(index.cts, 3, 8))
+
diff --git a/tests/baselines/reference/nodeModulesPackageImportsRootWildcard(module=node18).trace.json b/tests/baselines/reference/nodeModulesPackageImportsRootWildcard(module=node18).trace.json
new file mode 100644
index 0000000000000..ce2392cc8ed1f
--- /dev/null
+++ b/tests/baselines/reference/nodeModulesPackageImportsRootWildcard(module=node18).trace.json
@@ -0,0 +1,195 @@
+[
+    "File '/.src/src/package.json' does not exist.",
+    "Found 'package.json' at '/.src/package.json'.",
+    "File '/.src/src/features/package.json' does not exist.",
+    "File '/.src/src/package.json' does not exist according to earlier cached lookups.",
+    "File '/.src/package.json' exists according to earlier cached lookups.",
+    "File '/.src/src/nested/deep/package.json' does not exist.",
+    "File '/.src/src/nested/package.json' does not exist.",
+    "File '/.src/src/package.json' does not exist according to earlier cached lookups.",
+    "File '/.src/package.json' exists according to earlier cached lookups.",
+    "File '/.src/package.json' exists according to earlier cached lookups.",
+    "======== Resolving module '#/foo.js' from '/.src/index.ts'. ========",
+    "Module resolution kind is not specified, using 'Node16'.",
+    "Resolving in ESM mode with conditions 'import', 'types', 'node'.",
+    "File '/.src/package.json' exists according to earlier cached lookups.",
+    "Using 'imports' subpath '#/*' with target './src/foo.js'.",
+    "File name '/.src/src/foo.js' has a '.js' extension - stripping it.",
+    "File '/.src/src/foo.ts' exists - use it as a name resolution result.",
+    "======== Module name '#/foo.js' was successfully resolved to '/.src/src/foo.ts'. ========",
+    "======== Resolving module '#/features/bar.js' from '/.src/index.ts'. ========",
+    "Module resolution kind is not specified, using 'Node16'.",
+    "Resolving in ESM mode with conditions 'import', 'types', 'node'.",
+    "File '/.src/package.json' exists according to earlier cached lookups.",
+    "Using 'imports' subpath '#/*' with target './src/features/bar.js'.",
+    "File name '/.src/src/features/bar.js' has a '.js' extension - stripping it.",
+    "File '/.src/src/features/bar.ts' exists - use it as a name resolution result.",
+    "======== Module name '#/features/bar.js' was successfully resolved to '/.src/src/features/bar.ts'. ========",
+    "======== Resolving module '#/nested/deep/baz.js' from '/.src/index.ts'. ========",
+    "Module resolution kind is not specified, using 'Node16'.",
+    "Resolving in ESM mode with conditions 'import', 'types', 'node'.",
+    "File '/.src/package.json' exists according to earlier cached lookups.",
+    "Using 'imports' subpath '#/*' with target './src/nested/deep/baz.js'.",
+    "File name '/.src/src/nested/deep/baz.js' has a '.js' extension - stripping it.",
+    "File '/.src/src/nested/deep/baz.ts' exists - use it as a name resolution result.",
+    "======== Module name '#/nested/deep/baz.js' was successfully resolved to '/.src/src/nested/deep/baz.ts'. ========",
+    "======== Resolving module '#/foo.js' from '/.src/index.mts'. ========",
+    "Resolution for module '#/foo.js' was found in cache from location '/.src'.",
+    "======== Module name '#/foo.js' was successfully resolved to '/.src/src/foo.ts'. ========",
+    "======== Resolving module '#/features/bar.js' from '/.src/index.mts'. ========",
+    "Resolution for module '#/features/bar.js' was found in cache from location '/.src'.",
+    "======== Module name '#/features/bar.js' was successfully resolved to '/.src/src/features/bar.ts'. ========",
+    "======== Resolving module '#/nested/deep/baz.js' from '/.src/index.mts'. ========",
+    "Resolution for module '#/nested/deep/baz.js' was found in cache from location '/.src'.",
+    "======== Module name '#/nested/deep/baz.js' was successfully resolved to '/.src/src/nested/deep/baz.ts'. ========",
+    "======== Resolving module '#/foo.js' from '/.src/index.cts'. ========",
+    "Module resolution kind is not specified, using 'Node16'.",
+    "Resolving in CJS mode with conditions 'require', 'types', 'node'.",
+    "File '/.src/package.json' exists according to earlier cached lookups.",
+    "Using 'imports' subpath '#/*' with target './src/foo.js'.",
+    "File name '/.src/src/foo.js' has a '.js' extension - stripping it.",
+    "File '/.src/src/foo.ts' exists - use it as a name resolution result.",
+    "======== Module name '#/foo.js' was successfully resolved to '/.src/src/foo.ts'. ========",
+    "======== Resolving module '#/features/bar.js' from '/.src/index.cts'. ========",
+    "Module resolution kind is not specified, using 'Node16'.",
+    "Resolving in CJS mode with conditions 'require', 'types', 'node'.",
+    "File '/.src/package.json' exists according to earlier cached lookups.",
+    "Using 'imports' subpath '#/*' with target './src/features/bar.js'.",
+    "File name '/.src/src/features/bar.js' has a '.js' extension - stripping it.",
+    "File '/.src/src/features/bar.ts' exists - use it as a name resolution result.",
+    "======== Module name '#/features/bar.js' was successfully resolved to '/.src/src/features/bar.ts'. ========",
+    "======== Resolving module '#/nested/deep/baz.js' from '/.src/index.cts'. ========",
+    "Module resolution kind is not specified, using 'Node16'.",
+    "Resolving in CJS mode with conditions 'require', 'types', 'node'.",
+    "File '/.src/package.json' exists according to earlier cached lookups.",
+    "Using 'imports' subpath '#/*' with target './src/nested/deep/baz.js'.",
+    "File name '/.src/src/nested/deep/baz.js' has a '.js' extension - stripping it.",
+    "File '/.src/src/nested/deep/baz.ts' exists - use it as a name resolution result.",
+    "======== Module name '#/nested/deep/baz.js' was successfully resolved to '/.src/src/nested/deep/baz.ts'. ========",
+    "File '/.ts/package.json' does not exist.",
+    "File '/package.json' does not exist.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups."
+]
\ No newline at end of file
diff --git a/tests/baselines/reference/nodeModulesPackageImportsRootWildcard(module=node18).types b/tests/baselines/reference/nodeModulesPackageImportsRootWildcard(module=node18).types
new file mode 100644
index 0000000000000..8bb760005c9f6
--- /dev/null
+++ b/tests/baselines/reference/nodeModulesPackageImportsRootWildcard(module=node18).types
@@ -0,0 +1,101 @@
+//// [tests/cases/conformance/node/nodeModulesPackageImportsRootWildcard.ts] ////
+
+=== src/foo.ts ===
+export const foo = "foo";
+>foo : "foo"
+>    : ^^^^^
+>"foo" : "foo"
+>      : ^^^^^
+
+=== src/features/bar.ts ===
+export const bar = "bar";
+>bar : "bar"
+>    : ^^^^^
+>"bar" : "bar"
+>      : ^^^^^
+
+=== src/nested/deep/baz.ts ===
+export const baz = "baz";
+>baz : "baz"
+>    : ^^^^^
+>"baz" : "baz"
+>      : ^^^^^
+
+=== index.ts ===
+// esm format file
+import { foo } from "#/foo.js";
+>foo : "foo"
+>    : ^^^^^
+
+import { bar } from "#/features/bar.js";
+>bar : "bar"
+>    : ^^^^^
+
+import { baz } from "#/nested/deep/baz.js";
+>baz : "baz"
+>    : ^^^^^
+
+foo;
+>foo : "foo"
+>    : ^^^^^
+
+bar;
+>bar : "bar"
+>    : ^^^^^
+
+baz;
+>baz : "baz"
+>    : ^^^^^
+
+=== index.mts ===
+// esm format file
+import { foo } from "#/foo.js";
+>foo : "foo"
+>    : ^^^^^
+
+import { bar } from "#/features/bar.js";
+>bar : "bar"
+>    : ^^^^^
+
+import { baz } from "#/nested/deep/baz.js";
+>baz : "baz"
+>    : ^^^^^
+
+foo;
+>foo : "foo"
+>    : ^^^^^
+
+bar;
+>bar : "bar"
+>    : ^^^^^
+
+baz;
+>baz : "baz"
+>    : ^^^^^
+
+=== index.cts ===
+// cjs format file
+import { foo } from "#/foo.js";
+>foo : "foo"
+>    : ^^^^^
+
+import { bar } from "#/features/bar.js";
+>bar : "bar"
+>    : ^^^^^
+
+import { baz } from "#/nested/deep/baz.js";
+>baz : "baz"
+>    : ^^^^^
+
+foo;
+>foo : "foo"
+>    : ^^^^^
+
+bar;
+>bar : "bar"
+>    : ^^^^^
+
+baz;
+>baz : "baz"
+>    : ^^^^^
+
diff --git a/tests/baselines/reference/nodeModulesPackageImportsRootWildcard(module=node20).js b/tests/baselines/reference/nodeModulesPackageImportsRootWildcard(module=node20).js
new file mode 100644
index 0000000000000..bcf39b25bc97d
--- /dev/null
+++ b/tests/baselines/reference/nodeModulesPackageImportsRootWildcard(module=node20).js
@@ -0,0 +1,89 @@
+//// [tests/cases/conformance/node/nodeModulesPackageImportsRootWildcard.ts] ////
+
+//// [package.json]
+{
+    "name": "package",
+    "private": true,
+    "type": "module",
+    "imports": {
+        "#/*": "./src/*"
+    }
+}
+//// [foo.ts]
+export const foo = "foo";
+//// [bar.ts]
+export const bar = "bar";
+//// [baz.ts]
+export const baz = "baz";
+//// [index.ts]
+// esm format file
+import { foo } from "#/foo.js";
+import { bar } from "#/features/bar.js";
+import { baz } from "#/nested/deep/baz.js";
+foo;
+bar;
+baz;
+//// [index.mts]
+// esm format file
+import { foo } from "#/foo.js";
+import { bar } from "#/features/bar.js";
+import { baz } from "#/nested/deep/baz.js";
+foo;
+bar;
+baz;
+//// [index.cts]
+// cjs format file
+import { foo } from "#/foo.js";
+import { bar } from "#/features/bar.js";
+import { baz } from "#/nested/deep/baz.js";
+foo;
+bar;
+baz;
+
+
+//// [foo.js]
+export const foo = "foo";
+//// [bar.js]
+export const bar = "bar";
+//// [baz.js]
+export const baz = "baz";
+//// [index.js]
+// esm format file
+import { foo } from "#/foo.js";
+import { bar } from "#/features/bar.js";
+import { baz } from "#/nested/deep/baz.js";
+foo;
+bar;
+baz;
+//// [index.mjs]
+// esm format file
+import { foo } from "#/foo.js";
+import { bar } from "#/features/bar.js";
+import { baz } from "#/nested/deep/baz.js";
+foo;
+bar;
+baz;
+//// [index.cjs]
+"use strict";
+Object.defineProperty(exports, "__esModule", { value: true });
+// cjs format file
+const foo_js_1 = require("#/foo.js");
+const bar_js_1 = require("#/features/bar.js");
+const baz_js_1 = require("#/nested/deep/baz.js");
+foo_js_1.foo;
+bar_js_1.bar;
+baz_js_1.baz;
+
+
+//// [foo.d.ts]
+export declare const foo = "foo";
+//// [bar.d.ts]
+export declare const bar = "bar";
+//// [baz.d.ts]
+export declare const baz = "baz";
+//// [index.d.ts]
+export {};
+//// [index.d.mts]
+export {};
+//// [index.d.cts]
+export {};
diff --git a/tests/baselines/reference/nodeModulesPackageImportsRootWildcard(module=node20).symbols b/tests/baselines/reference/nodeModulesPackageImportsRootWildcard(module=node20).symbols
new file mode 100644
index 0000000000000..e4aebad35fd9e
--- /dev/null
+++ b/tests/baselines/reference/nodeModulesPackageImportsRootWildcard(module=node20).symbols
@@ -0,0 +1,74 @@
+//// [tests/cases/conformance/node/nodeModulesPackageImportsRootWildcard.ts] ////
+
+=== src/foo.ts ===
+export const foo = "foo";
+>foo : Symbol(foo, Decl(foo.ts, 0, 12))
+
+=== src/features/bar.ts ===
+export const bar = "bar";
+>bar : Symbol(bar, Decl(bar.ts, 0, 12))
+
+=== src/nested/deep/baz.ts ===
+export const baz = "baz";
+>baz : Symbol(baz, Decl(baz.ts, 0, 12))
+
+=== index.ts ===
+// esm format file
+import { foo } from "#/foo.js";
+>foo : Symbol(foo, Decl(index.ts, 1, 8))
+
+import { bar } from "#/features/bar.js";
+>bar : Symbol(bar, Decl(index.ts, 2, 8))
+
+import { baz } from "#/nested/deep/baz.js";
+>baz : Symbol(baz, Decl(index.ts, 3, 8))
+
+foo;
+>foo : Symbol(foo, Decl(index.ts, 1, 8))
+
+bar;
+>bar : Symbol(bar, Decl(index.ts, 2, 8))
+
+baz;
+>baz : Symbol(baz, Decl(index.ts, 3, 8))
+
+=== index.mts ===
+// esm format file
+import { foo } from "#/foo.js";
+>foo : Symbol(foo, Decl(index.mts, 1, 8))
+
+import { bar } from "#/features/bar.js";
+>bar : Symbol(bar, Decl(index.mts, 2, 8))
+
+import { baz } from "#/nested/deep/baz.js";
+>baz : Symbol(baz, Decl(index.mts, 3, 8))
+
+foo;
+>foo : Symbol(foo, Decl(index.mts, 1, 8))
+
+bar;
+>bar : Symbol(bar, Decl(index.mts, 2, 8))
+
+baz;
+>baz : Symbol(baz, Decl(index.mts, 3, 8))
+
+=== index.cts ===
+// cjs format file
+import { foo } from "#/foo.js";
+>foo : Symbol(foo, Decl(index.cts, 1, 8))
+
+import { bar } from "#/features/bar.js";
+>bar : Symbol(bar, Decl(index.cts, 2, 8))
+
+import { baz } from "#/nested/deep/baz.js";
+>baz : Symbol(baz, Decl(index.cts, 3, 8))
+
+foo;
+>foo : Symbol(foo, Decl(index.cts, 1, 8))
+
+bar;
+>bar : Symbol(bar, Decl(index.cts, 2, 8))
+
+baz;
+>baz : Symbol(baz, Decl(index.cts, 3, 8))
+
diff --git a/tests/baselines/reference/nodeModulesPackageImportsRootWildcard(module=node20).trace.json b/tests/baselines/reference/nodeModulesPackageImportsRootWildcard(module=node20).trace.json
new file mode 100644
index 0000000000000..4b96b1ff9b901
--- /dev/null
+++ b/tests/baselines/reference/nodeModulesPackageImportsRootWildcard(module=node20).trace.json
@@ -0,0 +1,203 @@
+[
+    "File '/.src/src/package.json' does not exist.",
+    "Found 'package.json' at '/.src/package.json'.",
+    "File '/.src/src/features/package.json' does not exist.",
+    "File '/.src/src/package.json' does not exist according to earlier cached lookups.",
+    "File '/.src/package.json' exists according to earlier cached lookups.",
+    "File '/.src/src/nested/deep/package.json' does not exist.",
+    "File '/.src/src/nested/package.json' does not exist.",
+    "File '/.src/src/package.json' does not exist according to earlier cached lookups.",
+    "File '/.src/package.json' exists according to earlier cached lookups.",
+    "File '/.src/package.json' exists according to earlier cached lookups.",
+    "======== Resolving module '#/foo.js' from '/.src/index.ts'. ========",
+    "Module resolution kind is not specified, using 'Node16'.",
+    "Resolving in ESM mode with conditions 'import', 'types', 'node'.",
+    "File '/.src/package.json' exists according to earlier cached lookups.",
+    "Using 'imports' subpath '#/*' with target './src/foo.js'.",
+    "File name '/.src/src/foo.js' has a '.js' extension - stripping it.",
+    "File '/.src/src/foo.ts' exists - use it as a name resolution result.",
+    "======== Module name '#/foo.js' was successfully resolved to '/.src/src/foo.ts'. ========",
+    "======== Resolving module '#/features/bar.js' from '/.src/index.ts'. ========",
+    "Module resolution kind is not specified, using 'Node16'.",
+    "Resolving in ESM mode with conditions 'import', 'types', 'node'.",
+    "File '/.src/package.json' exists according to earlier cached lookups.",
+    "Using 'imports' subpath '#/*' with target './src/features/bar.js'.",
+    "File name '/.src/src/features/bar.js' has a '.js' extension - stripping it.",
+    "File '/.src/src/features/bar.ts' exists - use it as a name resolution result.",
+    "======== Module name '#/features/bar.js' was successfully resolved to '/.src/src/features/bar.ts'. ========",
+    "======== Resolving module '#/nested/deep/baz.js' from '/.src/index.ts'. ========",
+    "Module resolution kind is not specified, using 'Node16'.",
+    "Resolving in ESM mode with conditions 'import', 'types', 'node'.",
+    "File '/.src/package.json' exists according to earlier cached lookups.",
+    "Using 'imports' subpath '#/*' with target './src/nested/deep/baz.js'.",
+    "File name '/.src/src/nested/deep/baz.js' has a '.js' extension - stripping it.",
+    "File '/.src/src/nested/deep/baz.ts' exists - use it as a name resolution result.",
+    "======== Module name '#/nested/deep/baz.js' was successfully resolved to '/.src/src/nested/deep/baz.ts'. ========",
+    "======== Resolving module '#/foo.js' from '/.src/index.mts'. ========",
+    "Resolution for module '#/foo.js' was found in cache from location '/.src'.",
+    "======== Module name '#/foo.js' was successfully resolved to '/.src/src/foo.ts'. ========",
+    "======== Resolving module '#/features/bar.js' from '/.src/index.mts'. ========",
+    "Resolution for module '#/features/bar.js' was found in cache from location '/.src'.",
+    "======== Module name '#/features/bar.js' was successfully resolved to '/.src/src/features/bar.ts'. ========",
+    "======== Resolving module '#/nested/deep/baz.js' from '/.src/index.mts'. ========",
+    "Resolution for module '#/nested/deep/baz.js' was found in cache from location '/.src'.",
+    "======== Module name '#/nested/deep/baz.js' was successfully resolved to '/.src/src/nested/deep/baz.ts'. ========",
+    "======== Resolving module '#/foo.js' from '/.src/index.cts'. ========",
+    "Module resolution kind is not specified, using 'Node16'.",
+    "Resolving in CJS mode with conditions 'require', 'types', 'node'.",
+    "File '/.src/package.json' exists according to earlier cached lookups.",
+    "Using 'imports' subpath '#/*' with target './src/foo.js'.",
+    "File name '/.src/src/foo.js' has a '.js' extension - stripping it.",
+    "File '/.src/src/foo.ts' exists - use it as a name resolution result.",
+    "======== Module name '#/foo.js' was successfully resolved to '/.src/src/foo.ts'. ========",
+    "======== Resolving module '#/features/bar.js' from '/.src/index.cts'. ========",
+    "Module resolution kind is not specified, using 'Node16'.",
+    "Resolving in CJS mode with conditions 'require', 'types', 'node'.",
+    "File '/.src/package.json' exists according to earlier cached lookups.",
+    "Using 'imports' subpath '#/*' with target './src/features/bar.js'.",
+    "File name '/.src/src/features/bar.js' has a '.js' extension - stripping it.",
+    "File '/.src/src/features/bar.ts' exists - use it as a name resolution result.",
+    "======== Module name '#/features/bar.js' was successfully resolved to '/.src/src/features/bar.ts'. ========",
+    "======== Resolving module '#/nested/deep/baz.js' from '/.src/index.cts'. ========",
+    "Module resolution kind is not specified, using 'Node16'.",
+    "Resolving in CJS mode with conditions 'require', 'types', 'node'.",
+    "File '/.src/package.json' exists according to earlier cached lookups.",
+    "Using 'imports' subpath '#/*' with target './src/nested/deep/baz.js'.",
+    "File name '/.src/src/nested/deep/baz.js' has a '.js' extension - stripping it.",
+    "File '/.src/src/nested/deep/baz.ts' exists - use it as a name resolution result.",
+    "======== Module name '#/nested/deep/baz.js' was successfully resolved to '/.src/src/nested/deep/baz.ts'. ========",
+    "File '/.ts/package.json' does not exist.",
+    "File '/package.json' does not exist.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups."
+]
\ No newline at end of file
diff --git a/tests/baselines/reference/nodeModulesPackageImportsRootWildcard(module=node20).types b/tests/baselines/reference/nodeModulesPackageImportsRootWildcard(module=node20).types
new file mode 100644
index 0000000000000..8bb760005c9f6
--- /dev/null
+++ b/tests/baselines/reference/nodeModulesPackageImportsRootWildcard(module=node20).types
@@ -0,0 +1,101 @@
+//// [tests/cases/conformance/node/nodeModulesPackageImportsRootWildcard.ts] ////
+
+=== src/foo.ts ===
+export const foo = "foo";
+>foo : "foo"
+>    : ^^^^^
+>"foo" : "foo"
+>      : ^^^^^
+
+=== src/features/bar.ts ===
+export const bar = "bar";
+>bar : "bar"
+>    : ^^^^^
+>"bar" : "bar"
+>      : ^^^^^
+
+=== src/nested/deep/baz.ts ===
+export const baz = "baz";
+>baz : "baz"
+>    : ^^^^^
+>"baz" : "baz"
+>      : ^^^^^
+
+=== index.ts ===
+// esm format file
+import { foo } from "#/foo.js";
+>foo : "foo"
+>    : ^^^^^
+
+import { bar } from "#/features/bar.js";
+>bar : "bar"
+>    : ^^^^^
+
+import { baz } from "#/nested/deep/baz.js";
+>baz : "baz"
+>    : ^^^^^
+
+foo;
+>foo : "foo"
+>    : ^^^^^
+
+bar;
+>bar : "bar"
+>    : ^^^^^
+
+baz;
+>baz : "baz"
+>    : ^^^^^
+
+=== index.mts ===
+// esm format file
+import { foo } from "#/foo.js";
+>foo : "foo"
+>    : ^^^^^
+
+import { bar } from "#/features/bar.js";
+>bar : "bar"
+>    : ^^^^^
+
+import { baz } from "#/nested/deep/baz.js";
+>baz : "baz"
+>    : ^^^^^
+
+foo;
+>foo : "foo"
+>    : ^^^^^
+
+bar;
+>bar : "bar"
+>    : ^^^^^
+
+baz;
+>baz : "baz"
+>    : ^^^^^
+
+=== index.cts ===
+// cjs format file
+import { foo } from "#/foo.js";
+>foo : "foo"
+>    : ^^^^^
+
+import { bar } from "#/features/bar.js";
+>bar : "bar"
+>    : ^^^^^
+
+import { baz } from "#/nested/deep/baz.js";
+>baz : "baz"
+>    : ^^^^^
+
+foo;
+>foo : "foo"
+>    : ^^^^^
+
+bar;
+>bar : "bar"
+>    : ^^^^^
+
+baz;
+>baz : "baz"
+>    : ^^^^^
+
diff --git a/tests/baselines/reference/nodeModulesPackageImportsRootWildcard(module=nodenext).js b/tests/baselines/reference/nodeModulesPackageImportsRootWildcard(module=nodenext).js
new file mode 100644
index 0000000000000..bcf39b25bc97d
--- /dev/null
+++ b/tests/baselines/reference/nodeModulesPackageImportsRootWildcard(module=nodenext).js
@@ -0,0 +1,89 @@
+//// [tests/cases/conformance/node/nodeModulesPackageImportsRootWildcard.ts] ////
+
+//// [package.json]
+{
+    "name": "package",
+    "private": true,
+    "type": "module",
+    "imports": {
+        "#/*": "./src/*"
+    }
+}
+//// [foo.ts]
+export const foo = "foo";
+//// [bar.ts]
+export const bar = "bar";
+//// [baz.ts]
+export const baz = "baz";
+//// [index.ts]
+// esm format file
+import { foo } from "#/foo.js";
+import { bar } from "#/features/bar.js";
+import { baz } from "#/nested/deep/baz.js";
+foo;
+bar;
+baz;
+//// [index.mts]
+// esm format file
+import { foo } from "#/foo.js";
+import { bar } from "#/features/bar.js";
+import { baz } from "#/nested/deep/baz.js";
+foo;
+bar;
+baz;
+//// [index.cts]
+// cjs format file
+import { foo } from "#/foo.js";
+import { bar } from "#/features/bar.js";
+import { baz } from "#/nested/deep/baz.js";
+foo;
+bar;
+baz;
+
+
+//// [foo.js]
+export const foo = "foo";
+//// [bar.js]
+export const bar = "bar";
+//// [baz.js]
+export const baz = "baz";
+//// [index.js]
+// esm format file
+import { foo } from "#/foo.js";
+import { bar } from "#/features/bar.js";
+import { baz } from "#/nested/deep/baz.js";
+foo;
+bar;
+baz;
+//// [index.mjs]
+// esm format file
+import { foo } from "#/foo.js";
+import { bar } from "#/features/bar.js";
+import { baz } from "#/nested/deep/baz.js";
+foo;
+bar;
+baz;
+//// [index.cjs]
+"use strict";
+Object.defineProperty(exports, "__esModule", { value: true });
+// cjs format file
+const foo_js_1 = require("#/foo.js");
+const bar_js_1 = require("#/features/bar.js");
+const baz_js_1 = require("#/nested/deep/baz.js");
+foo_js_1.foo;
+bar_js_1.bar;
+baz_js_1.baz;
+
+
+//// [foo.d.ts]
+export declare const foo = "foo";
+//// [bar.d.ts]
+export declare const bar = "bar";
+//// [baz.d.ts]
+export declare const baz = "baz";
+//// [index.d.ts]
+export {};
+//// [index.d.mts]
+export {};
+//// [index.d.cts]
+export {};
diff --git a/tests/baselines/reference/nodeModulesPackageImportsRootWildcard(module=nodenext).symbols b/tests/baselines/reference/nodeModulesPackageImportsRootWildcard(module=nodenext).symbols
new file mode 100644
index 0000000000000..e4aebad35fd9e
--- /dev/null
+++ b/tests/baselines/reference/nodeModulesPackageImportsRootWildcard(module=nodenext).symbols
@@ -0,0 +1,74 @@
+//// [tests/cases/conformance/node/nodeModulesPackageImportsRootWildcard.ts] ////
+
+=== src/foo.ts ===
+export const foo = "foo";
+>foo : Symbol(foo, Decl(foo.ts, 0, 12))
+
+=== src/features/bar.ts ===
+export const bar = "bar";
+>bar : Symbol(bar, Decl(bar.ts, 0, 12))
+
+=== src/nested/deep/baz.ts ===
+export const baz = "baz";
+>baz : Symbol(baz, Decl(baz.ts, 0, 12))
+
+=== index.ts ===
+// esm format file
+import { foo } from "#/foo.js";
+>foo : Symbol(foo, Decl(index.ts, 1, 8))
+
+import { bar } from "#/features/bar.js";
+>bar : Symbol(bar, Decl(index.ts, 2, 8))
+
+import { baz } from "#/nested/deep/baz.js";
+>baz : Symbol(baz, Decl(index.ts, 3, 8))
+
+foo;
+>foo : Symbol(foo, Decl(index.ts, 1, 8))
+
+bar;
+>bar : Symbol(bar, Decl(index.ts, 2, 8))
+
+baz;
+>baz : Symbol(baz, Decl(index.ts, 3, 8))
+
+=== index.mts ===
+// esm format file
+import { foo } from "#/foo.js";
+>foo : Symbol(foo, Decl(index.mts, 1, 8))
+
+import { bar } from "#/features/bar.js";
+>bar : Symbol(bar, Decl(index.mts, 2, 8))
+
+import { baz } from "#/nested/deep/baz.js";
+>baz : Symbol(baz, Decl(index.mts, 3, 8))
+
+foo;
+>foo : Symbol(foo, Decl(index.mts, 1, 8))
+
+bar;
+>bar : Symbol(bar, Decl(index.mts, 2, 8))
+
+baz;
+>baz : Symbol(baz, Decl(index.mts, 3, 8))
+
+=== index.cts ===
+// cjs format file
+import { foo } from "#/foo.js";
+>foo : Symbol(foo, Decl(index.cts, 1, 8))
+
+import { bar } from "#/features/bar.js";
+>bar : Symbol(bar, Decl(index.cts, 2, 8))
+
+import { baz } from "#/nested/deep/baz.js";
+>baz : Symbol(baz, Decl(index.cts, 3, 8))
+
+foo;
+>foo : Symbol(foo, Decl(index.cts, 1, 8))
+
+bar;
+>bar : Symbol(bar, Decl(index.cts, 2, 8))
+
+baz;
+>baz : Symbol(baz, Decl(index.cts, 3, 8))
+
diff --git a/tests/baselines/reference/nodeModulesPackageImportsRootWildcard(module=nodenext).trace.json b/tests/baselines/reference/nodeModulesPackageImportsRootWildcard(module=nodenext).trace.json
new file mode 100644
index 0000000000000..0288c73254478
--- /dev/null
+++ b/tests/baselines/reference/nodeModulesPackageImportsRootWildcard(module=nodenext).trace.json
@@ -0,0 +1,243 @@
+[
+    "File '/.src/src/package.json' does not exist.",
+    "Found 'package.json' at '/.src/package.json'.",
+    "File '/.src/src/features/package.json' does not exist.",
+    "File '/.src/src/package.json' does not exist according to earlier cached lookups.",
+    "File '/.src/package.json' exists according to earlier cached lookups.",
+    "File '/.src/src/nested/deep/package.json' does not exist.",
+    "File '/.src/src/nested/package.json' does not exist.",
+    "File '/.src/src/package.json' does not exist according to earlier cached lookups.",
+    "File '/.src/package.json' exists according to earlier cached lookups.",
+    "File '/.src/package.json' exists according to earlier cached lookups.",
+    "======== Resolving module '#/foo.js' from '/.src/index.ts'. ========",
+    "Module resolution kind is not specified, using 'NodeNext'.",
+    "Resolving in ESM mode with conditions 'import', 'types', 'node'.",
+    "File '/.src/package.json' exists according to earlier cached lookups.",
+    "Using 'imports' subpath '#/*' with target './src/foo.js'.",
+    "File name '/.src/src/foo.js' has a '.js' extension - stripping it.",
+    "File '/.src/src/foo.ts' exists - use it as a name resolution result.",
+    "======== Module name '#/foo.js' was successfully resolved to '/.src/src/foo.ts'. ========",
+    "======== Resolving module '#/features/bar.js' from '/.src/index.ts'. ========",
+    "Module resolution kind is not specified, using 'NodeNext'.",
+    "Resolving in ESM mode with conditions 'import', 'types', 'node'.",
+    "File '/.src/package.json' exists according to earlier cached lookups.",
+    "Using 'imports' subpath '#/*' with target './src/features/bar.js'.",
+    "File name '/.src/src/features/bar.js' has a '.js' extension - stripping it.",
+    "File '/.src/src/features/bar.ts' exists - use it as a name resolution result.",
+    "======== Module name '#/features/bar.js' was successfully resolved to '/.src/src/features/bar.ts'. ========",
+    "======== Resolving module '#/nested/deep/baz.js' from '/.src/index.ts'. ========",
+    "Module resolution kind is not specified, using 'NodeNext'.",
+    "Resolving in ESM mode with conditions 'import', 'types', 'node'.",
+    "File '/.src/package.json' exists according to earlier cached lookups.",
+    "Using 'imports' subpath '#/*' with target './src/nested/deep/baz.js'.",
+    "File name '/.src/src/nested/deep/baz.js' has a '.js' extension - stripping it.",
+    "File '/.src/src/nested/deep/baz.ts' exists - use it as a name resolution result.",
+    "======== Module name '#/nested/deep/baz.js' was successfully resolved to '/.src/src/nested/deep/baz.ts'. ========",
+    "======== Resolving module '#/foo.js' from '/.src/index.mts'. ========",
+    "Resolution for module '#/foo.js' was found in cache from location '/.src'.",
+    "======== Module name '#/foo.js' was successfully resolved to '/.src/src/foo.ts'. ========",
+    "======== Resolving module '#/features/bar.js' from '/.src/index.mts'. ========",
+    "Resolution for module '#/features/bar.js' was found in cache from location '/.src'.",
+    "======== Module name '#/features/bar.js' was successfully resolved to '/.src/src/features/bar.ts'. ========",
+    "======== Resolving module '#/nested/deep/baz.js' from '/.src/index.mts'. ========",
+    "Resolution for module '#/nested/deep/baz.js' was found in cache from location '/.src'.",
+    "======== Module name '#/nested/deep/baz.js' was successfully resolved to '/.src/src/nested/deep/baz.ts'. ========",
+    "======== Resolving module '#/foo.js' from '/.src/index.cts'. ========",
+    "Module resolution kind is not specified, using 'NodeNext'.",
+    "Resolving in CJS mode with conditions 'require', 'types', 'node'.",
+    "File '/.src/package.json' exists according to earlier cached lookups.",
+    "Using 'imports' subpath '#/*' with target './src/foo.js'.",
+    "File name '/.src/src/foo.js' has a '.js' extension - stripping it.",
+    "File '/.src/src/foo.ts' exists - use it as a name resolution result.",
+    "======== Module name '#/foo.js' was successfully resolved to '/.src/src/foo.ts'. ========",
+    "======== Resolving module '#/features/bar.js' from '/.src/index.cts'. ========",
+    "Module resolution kind is not specified, using 'NodeNext'.",
+    "Resolving in CJS mode with conditions 'require', 'types', 'node'.",
+    "File '/.src/package.json' exists according to earlier cached lookups.",
+    "Using 'imports' subpath '#/*' with target './src/features/bar.js'.",
+    "File name '/.src/src/features/bar.js' has a '.js' extension - stripping it.",
+    "File '/.src/src/features/bar.ts' exists - use it as a name resolution result.",
+    "======== Module name '#/features/bar.js' was successfully resolved to '/.src/src/features/bar.ts'. ========",
+    "======== Resolving module '#/nested/deep/baz.js' from '/.src/index.cts'. ========",
+    "Module resolution kind is not specified, using 'NodeNext'.",
+    "Resolving in CJS mode with conditions 'require', 'types', 'node'.",
+    "File '/.src/package.json' exists according to earlier cached lookups.",
+    "Using 'imports' subpath '#/*' with target './src/nested/deep/baz.js'.",
+    "File name '/.src/src/nested/deep/baz.js' has a '.js' extension - stripping it.",
+    "File '/.src/src/nested/deep/baz.ts' exists - use it as a name resolution result.",
+    "======== Module name '#/nested/deep/baz.js' was successfully resolved to '/.src/src/nested/deep/baz.ts'. ========",
+    "File '/.ts/package.json' does not exist.",
+    "File '/package.json' does not exist.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups.",
+    "File '/.ts/package.json' does not exist according to earlier cached lookups.",
+    "File '/package.json' does not exist according to earlier cached lookups."
+]
\ No newline at end of file
diff --git a/tests/baselines/reference/nodeModulesPackageImportsRootWildcard(module=nodenext).types b/tests/baselines/reference/nodeModulesPackageImportsRootWildcard(module=nodenext).types
new file mode 100644
index 0000000000000..8bb760005c9f6
--- /dev/null
+++ b/tests/baselines/reference/nodeModulesPackageImportsRootWildcard(module=nodenext).types
@@ -0,0 +1,101 @@
+//// [tests/cases/conformance/node/nodeModulesPackageImportsRootWildcard.ts] ////
+
+=== src/foo.ts ===
+export const foo = "foo";
+>foo : "foo"
+>    : ^^^^^
+>"foo" : "foo"
+>      : ^^^^^
+
+=== src/features/bar.ts ===
+export const bar = "bar";
+>bar : "bar"
+>    : ^^^^^
+>"bar" : "bar"
+>      : ^^^^^
+
+=== src/nested/deep/baz.ts ===
+export const baz = "baz";
+>baz : "baz"
+>    : ^^^^^
+>"baz" : "baz"
+>      : ^^^^^
+
+=== index.ts ===
+// esm format file
+import { foo } from "#/foo.js";
+>foo : "foo"
+>    : ^^^^^
+
+import { bar } from "#/features/bar.js";
+>bar : "bar"
+>    : ^^^^^
+
+import { baz } from "#/nested/deep/baz.js";
+>baz : "baz"
+>    : ^^^^^
+
+foo;
+>foo : "foo"
+>    : ^^^^^
+
+bar;
+>bar : "bar"
+>    : ^^^^^
+
+baz;
+>baz : "baz"
+>    : ^^^^^
+
+=== index.mts ===
+// esm format file
+import { foo } from "#/foo.js";
+>foo : "foo"
+>    : ^^^^^
+
+import { bar } from "#/features/bar.js";
+>bar : "bar"
+>    : ^^^^^
+
+import { baz } from "#/nested/deep/baz.js";
+>baz : "baz"
+>    : ^^^^^
+
+foo;
+>foo : "foo"
+>    : ^^^^^
+
+bar;
+>bar : "bar"
+>    : ^^^^^
+
+baz;
+>baz : "baz"
+>    : ^^^^^
+
+=== index.cts ===
+// cjs format file
+import { foo } from "#/foo.js";
+>foo : "foo"
+>    : ^^^^^
+
+import { bar } from "#/features/bar.js";
+>bar : "bar"
+>    : ^^^^^
+
+import { baz } from "#/nested/deep/baz.js";
+>baz : "baz"
+>    : ^^^^^
+
+foo;
+>foo : "foo"
+>    : ^^^^^
+
+bar;
+>bar : "bar"
+>    : ^^^^^
+
+baz;
+>baz : "baz"
+>    : ^^^^^
+
diff --git a/tests/cases/conformance/node/nodeModulesPackageImportsRootWildcard.ts b/tests/cases/conformance/node/nodeModulesPackageImportsRootWildcard.ts
new file mode 100644
index 0000000000000..69e5d506512ff
--- /dev/null
+++ b/tests/cases/conformance/node/nodeModulesPackageImportsRootWildcard.ts
@@ -0,0 +1,42 @@
+// @module: node16,node18,node20,nodenext
+// @declaration: true
+// @traceResolution: true
+// @filename: package.json
+{
+    "name": "package",
+    "private": true,
+    "type": "module",
+    "imports": {
+        "#/*": "./src/*"
+    }
+}
+// @filename: src/foo.ts
+export const foo = "foo";
+// @filename: src/features/bar.ts
+export const bar = "bar";
+// @filename: src/nested/deep/baz.ts
+export const baz = "baz";
+// @filename: index.ts
+// esm format file
+import { foo } from "#/foo.js";
+import { bar } from "#/features/bar.js";
+import { baz } from "#/nested/deep/baz.js";
+foo;
+bar;
+baz;
+// @filename: index.mts
+// esm format file
+import { foo } from "#/foo.js";
+import { bar } from "#/features/bar.js";
+import { baz } from "#/nested/deep/baz.js";
+foo;
+bar;
+baz;
+// @filename: index.cts
+// cjs format file
+import { foo } from "#/foo.js";
+import { bar } from "#/features/bar.js";
+import { baz } from "#/nested/deep/baz.js";
+foo;
+bar;
+baz;
diff --git a/tests/cases/fourslash/importCompletionsPackageJsonImportsPatternRootWildcard.ts b/tests/cases/fourslash/importCompletionsPackageJsonImportsPatternRootWildcard.ts
new file mode 100644
index 0000000000000..34d036e3b622b
--- /dev/null
+++ b/tests/cases/fourslash/importCompletionsPackageJsonImportsPatternRootWildcard.ts
@@ -0,0 +1,25 @@
+/// <reference path="fourslash.ts" />
+
+// @module: node18
+
+// @Filename: /package.json
+//// {
+////   "imports": {
+////     "#/*": "./src/*"
+////   }
+//// }
+
+// @Filename: /src/something.ts
+//// export function something(name: string): any;
+
+// @Filename: /src/features/bar.ts
+//// export function bar(): any;
+
+// @Filename: /a.ts
+//// import {} from "#//*1*/";
+
+verify.completions({
+    marker: ["1"],
+    exact: ["something.js", "features"],
+    isNewIdentifierLocation: true,
+});