diff --git a/src/cjs/api/module-resolve-filename/resolve-implicit-extensions.ts b/src/cjs/api/module-resolve-filename/resolve-implicit-extensions.ts
index 7dac3b6ec..8b9b20fdd 100644
--- a/src/cjs/api/module-resolve-filename/resolve-implicit-extensions.ts
+++ b/src/cjs/api/module-resolve-filename/resolve-implicit-extensions.ts
@@ -15,8 +15,8 @@ export const createImplicitResolver = (
 ): SimpleResolve => (
 	request,
 ) => {
-	if (request === '.') {
-		request = './';
+	if (request === '.' || request === '..') {
+		request += '/';
 	}
 
 	/**
diff --git a/src/esm/hook/resolve.ts b/src/esm/hook/resolve.ts
index 7ea351dc2..67ef263a3 100644
--- a/src/esm/hook/resolve.ts
+++ b/src/esm/hook/resolve.ts
@@ -141,8 +141,8 @@ const resolveDirectory: ResolveHook = async (
 	context,
 	nextResolve,
 ) => {
-	if (specifier === '.') {
-		specifier = './';
+	if (specifier === '.' || specifier === '..') {
+		specifier += '/';
 	}
 
 	if (isDirectoryPattern.test(specifier)) {
diff --git a/tests/fixtures.ts b/tests/fixtures.ts
index aa9ce82f9..f76f413fc 100644
--- a/tests/fixtures.ts
+++ b/tests/fixtures.ts
@@ -212,6 +212,7 @@ export const files = {
 		`,
 
 		'period.in.name.ts': 'export { a } from "."',
+		'dotdot/index.ts': 'export { a } from ".."',
 
 		'index.js': 'throw new Error("should not be loaded")',
 	},
diff --git a/tests/specs/smoke.ts b/tests/specs/smoke.ts
index 9a5a8e358..0bd1fd9d7 100644
--- a/tests/specs/smoke.ts
+++ b/tests/specs/smoke.ts
@@ -283,6 +283,7 @@ export default testSuite(async ({ describe }, { tsx, supports, version }: NodeAp
 						import '@/ts/';
 						import './ts/period.in.name';
 						import '@/ts/period.in.name';
+						import './ts/dotdot';
 
 						// .jsx
 						import * as jsx from './jsx/index.jsx';