diff --git a/CHANGELOG.md b/CHANGELOG.md
index fc78d401485a..a6b02d41c295 100644
--- a/CHANGELOG.md
+++ b/CHANGELOG.md
@@ -18,6 +18,7 @@
 - `[jest-fake-timers]` `getTimerCount` will not include cancelled immediates ([#8764](https://github.com/facebook/jest/pull/8764))
 - `[jest-leak-detector]` [**BREAKING**] Use `weak-napi` instead of `weak` package ([#8686](https://github.com/facebook/jest/pull/8686))
 - `[jest-mock]` Fix for mockReturnValue overriding mockImplementationOnce ([#8398](https://github.com/facebook/jest/pull/8398))
+- `[jest-resolve]` Do not confuse directories with files
 - `[jest-snapshot]` Remove only the added newlines in multiline snapshots ([#8859](https://github.com/facebook/jest/pull/8859))
 - `[jest-snapshot]` Distinguish empty string from external snapshot not written ([#8880](https://github.com/facebook/jest/pull/8880))
 - `[jest-snapshot]` [**BREAKING**] Distinguish empty string from internal snapshot not written ([#8898](https://github.com/facebook/jest/pull/8898))
diff --git a/packages/jest-resolve/src/__mocks__/foo.js b/packages/jest-resolve/src/__mocks__/foo.js
new file mode 100644
index 000000000000..e69de29bb2d1
diff --git a/packages/jest-resolve/src/__mocks__/foo/foo.js b/packages/jest-resolve/src/__mocks__/foo/foo.js
new file mode 100644
index 000000000000..a00eaefb11b2
--- /dev/null
+++ b/packages/jest-resolve/src/__mocks__/foo/foo.js
@@ -0,0 +1 @@
+module.exports = require.resolve('./');
diff --git a/packages/jest-resolve/src/__mocks__/foo/index.js b/packages/jest-resolve/src/__mocks__/foo/index.js
new file mode 100644
index 000000000000..e69de29bb2d1
diff --git a/packages/jest-resolve/src/__tests__/resolve.test.ts b/packages/jest-resolve/src/__tests__/resolve.test.ts
index c136ba0e5c6d..35893cf512ab 100644
--- a/packages/jest-resolve/src/__tests__/resolve.test.ts
+++ b/packages/jest-resolve/src/__tests__/resolve.test.ts
@@ -9,7 +9,7 @@
 import * as fs from 'fs';
 import * as path from 'path';
 import {ModuleMap} from 'jest-haste-map';
-import Resolver from '../';
+import Resolver = require('../');
 // @ts-ignore: js file
 import userResolver from '../__mocks__/userResolver';
 import nodeModulesPaths from '../nodeModulesPaths';
@@ -83,7 +83,7 @@ describe('findNodeModule', () => {
 });
 
 describe('resolveModule', () => {
-  let moduleMap: typeof ModuleMap;
+  let moduleMap: ModuleMap;
   beforeEach(() => {
     moduleMap = ModuleMap.create('/');
   });
@@ -156,6 +156,18 @@ describe('resolveModule', () => {
     });
     expect(resolved).toBe(require.resolve('../__mocks__/mockJsDependency.js'));
   });
+
+  it('does not confuse directories with files', () => {
+    const resolver = new Resolver(moduleMap, {
+      extensions: ['.js'],
+    } as ResolverConfig);
+    const mocksDirectory = path.resolve(__dirname, '../__mocks__');
+    const resolved = resolver.resolveModule(
+      path.join(mocksDirectory, 'foo/foo.js'),
+      './',
+    );
+    expect(resolved).toBe(path.join(mocksDirectory, 'foo/index.js'));
+  });
 });
 
 describe('getMockModule', () => {
@@ -195,7 +207,7 @@ describe('nodeModulesPaths', () => {
 
 describe('Resolver.getModulePaths() -> nodeModulesPaths()', () => {
   const _path = path;
-  let moduleMap: typeof ModuleMap;
+  let moduleMap: ModuleMap;
 
   beforeEach(() => {
     jest.resetModules();
diff --git a/packages/jest-resolve/src/defaultResolver.ts b/packages/jest-resolve/src/defaultResolver.ts
index 44f66d6e8ee6..131234b8ca10 100644
--- a/packages/jest-resolve/src/defaultResolver.ts
+++ b/packages/jest-resolve/src/defaultResolver.ts
@@ -97,7 +97,7 @@ function resolveSync(
     const dir = path.dirname(name);
     let result;
     if (isDirectory(dir)) {
-      result = resolveAsFile(name) || resolveAsDirectory(name);
+      result = resolveAsDirectory(name) || resolveAsFile(name);
     }
     if (result) {
       // Dereference symlinks to ensure we don't create a separate