diff --git a/src/compiler/moduleSpecifiers.ts b/src/compiler/moduleSpecifiers.ts
index ae2025148fd4b..d2332db89a182 100644
--- a/src/compiler/moduleSpecifiers.ts
+++ b/src/compiler/moduleSpecifiers.ts
@@ -24,6 +24,7 @@ import {
     ExportAssignment,
     Extension,
     extensionFromPath,
+    extensionsNotSupportingExtensionlessResolution,
     fileExtensionIsOneOf,
     FileIncludeKind,
     firstDefined,
@@ -91,6 +92,7 @@ import {
     removeExtension,
     removeFileExtension,
     removeSuffix,
+    removeTrailingDirectorySeparator,
     ResolutionMode,
     resolvePath,
     ScriptKind,
@@ -1007,10 +1009,24 @@ function tryGetModuleNameAsNodeModule({ path, isRedirect }: ModulePath, { getCan
                 // happens very easily in fourslash tests though, since every test file listed gets included. See
                 // importNameCodeFix_typesVersions.ts for an example.)
                 const mainExportFile = toPath(mainFileRelative, packageRootPath, getCanonicalFileName);
-                if (removeFileExtension(mainExportFile) === removeFileExtension(getCanonicalFileName(moduleFileToTry))) {
+                const canonicalModuleFileToTry = getCanonicalFileName(moduleFileToTry);
+                if (removeFileExtension(mainExportFile) === removeFileExtension(canonicalModuleFileToTry)) {
                     // ^ An arbitrary removal of file extension for this comparison is almost certainly wrong
                     return { packageRootPath, moduleFileToTry };
                 }
+                else if (
+                    packageJsonContent.type !== "module" &&
+                    !fileExtensionIsOneOf(canonicalModuleFileToTry, extensionsNotSupportingExtensionlessResolution) &&
+                    startsWith(canonicalModuleFileToTry, mainExportFile) &&
+                    getDirectoryPath(canonicalModuleFileToTry) === removeTrailingDirectorySeparator(mainExportFile) &&
+                    removeFileExtension(getBaseFileName(canonicalModuleFileToTry)) === "index"
+                ) {
+                    // if mainExportFile is a directory, which contains moduleFileToTry, we just try index file
+                    // example mainExportFile: `pkg/lib` and moduleFileToTry: `pkg/lib/index`, we can use packageRootPath
+                    // but this behavior is deprecated for packages with "type": "module", so we only do this for packages without "type": "module"
+                    // and make sure that the extension on index.{???} is something that supports omitting the extension
+                    return { packageRootPath, moduleFileToTry };
+                }
             }
         }
         else {
diff --git a/tests/cases/fourslash/autoImportPackageRootPath.ts b/tests/cases/fourslash/autoImportPackageRootPath.ts
new file mode 100644
index 0000000000000..843202e89edd9
--- /dev/null
+++ b/tests/cases/fourslash/autoImportPackageRootPath.ts
@@ -0,0 +1,26 @@
+/// <reference path="fourslash.ts" />
+
+// @allowJs: true
+
+// @Filename: /node_modules/pkg/package.json
+//// {
+////     "name": "pkg",
+////     "version": "1.0.0",
+////     "main": "lib",
+////     "module": "lib"
+////  }
+
+// @Filename: /node_modules/pkg/lib/index.js
+//// export function foo() {};
+
+// @Filename: /package.json
+//// {
+////     "dependencies": {
+////        "pkg": "*"
+////     }
+////  }
+
+// @Filename: /index.ts
+//// foo/**/
+
+verify.importFixModuleSpecifiers("", ["pkg"]);
diff --git a/tests/cases/fourslash/autoImportPackageRootPathExtension.ts b/tests/cases/fourslash/autoImportPackageRootPathExtension.ts
new file mode 100644
index 0000000000000..dc1d08f34bfd9
--- /dev/null
+++ b/tests/cases/fourslash/autoImportPackageRootPathExtension.ts
@@ -0,0 +1,25 @@
+/// <reference path="fourslash.ts" />
+
+// @allowJs: true
+
+// @Filename: /node_modules/pkg/package.json
+//// {
+////     "name": "pkg",
+////     "version": "1.0.0",
+////     "main": "lib"
+////  }
+
+// @Filename: /node_modules/pkg/lib/index.d.mts
+//// export declare function foo(): any;
+
+// @Filename: /package.json
+//// {
+////     "dependencies": {
+////        "pkg": "*"
+////     }
+////  }
+
+// @Filename: /index.ts
+//// foo/**/
+
+verify.importFixModuleSpecifiers("", ["pkg/lib/index.mjs"]);
diff --git a/tests/cases/fourslash/autoImportPackageRootPathTypeModule.ts b/tests/cases/fourslash/autoImportPackageRootPathTypeModule.ts
new file mode 100644
index 0000000000000..44b0825d5ea99
--- /dev/null
+++ b/tests/cases/fourslash/autoImportPackageRootPathTypeModule.ts
@@ -0,0 +1,26 @@
+/// <reference path="fourslash.ts" />
+
+// @allowJs: true
+
+// @Filename: /node_modules/pkg/package.json
+//// {
+////     "name": "pkg",
+////     "version": "1.0.0",
+////     "main": "lib",
+////     "type": "module"
+////  }
+
+// @Filename: /node_modules/pkg/lib/index.js
+//// export function foo() {};
+
+// @Filename: /package.json
+//// {
+////     "dependencies": {
+////        "pkg": "*"
+////     }
+////  }
+
+// @Filename: /index.ts
+//// foo/**/
+
+verify.importFixModuleSpecifiers("", ["pkg/lib"]);