diff --git a/packages/playwright/src/matchers/expect.ts b/packages/playwright/src/matchers/expect.ts
index 0d5d226039c4d..79816a8d7ae3e 100644
--- a/packages/playwright/src/matchers/expect.ts
+++ b/packages/playwright/src/matchers/expect.ts
@@ -129,7 +129,14 @@ function createExpect(info: ExpectMetaInfo) {
 
       if (property === 'extend') {
         return (matchers: any) => {
-          expectLibrary.extend(matchers);
+          const wrappedMatchers: any = {};
+          Object.entries(matchers).forEach(([name, matcher]) => {
+            wrappedMatchers[name] = function (...args: any[]) {
+              this.timeout = currentExpectTimeout({});
+              return (matcher as any).call(this, ...args);
+            };
+          });
+          expectLibrary.extend(wrappedMatchers);
           return expectInstance;
         };
       }
diff --git a/packages/playwright/types/test.d.ts b/packages/playwright/types/test.d.ts
index 4f52130d1022b..725689deef3a3 100644
--- a/packages/playwright/types/test.d.ts
+++ b/packages/playwright/types/test.d.ts
@@ -6513,6 +6513,7 @@ export type ExpectMatcherState = {
   isNot: boolean;
   promise: 'rejects' | 'resolves' | '';
   utils: ExpectMatcherUtils;
+  timeout: number;
 };
 
 export type MatcherReturnType = {
diff --git a/tests/playwright-test/expect.spec.ts b/tests/playwright-test/expect.spec.ts
index e79a3f9c19de4..64b4f64c13c7c 100644
--- a/tests/playwright-test/expect.spec.ts
+++ b/tests/playwright-test/expect.spec.ts
@@ -1000,3 +1000,42 @@ test('should respect timeout from configured expect when used outside of the tes
   expect(stdout).toBe('');
   expect(stripAnsi(stderr)).toContain('Timed out 10ms waiting for expect(locator).toBeAttached()');
 });
+
+test('should expose timeout to custom matchers', async ({ runInlineTest, runTSC }) => {
+  const files = {
+    'playwright.config.ts': `
+      export default {
+        expect: { timeout: 1100 }
+      };
+    `,
+    'a.test.ts': `
+      import type { ExpectMatcherState, MatcherReturnType } from '@playwright/test';
+      import { test, expect as base } from '@playwright/test';
+
+      const expect = base.extend<{assertTimeout: (this: ExpectMatcherState, page: any, value: number) => MatcherReturnType}>({
+        assertTimeout(page: any, value: number) {
+          const pass = this.timeout === value;
+          return {
+            message: () => 'Unexpected timeout: ' + this.timeout,
+            pass,
+            name: 'assertTimeout',
+          };
+        }
+      });
+
+      test('from config', async ({ page }) => {
+        expect(page).assertTimeout(1100);
+      });
+      test('from expect.configure', async ({ page }) => {
+        expect.configure({ timeout: 2200 })(page).assertTimeout(2200);
+      });
+      `,
+  };
+  const { exitCode } = await runTSC(files);
+  expect(exitCode).toBe(0);
+
+  const result = await runInlineTest(files);
+  expect(result.exitCode).toBe(0);
+  expect(result.failed).toBe(0);
+  expect(result.passed).toBe(2);
+});
diff --git a/utils/generate_types/overrides-test.d.ts b/utils/generate_types/overrides-test.d.ts
index 002525f89b771..0d1030f49447d 100644
--- a/utils/generate_types/overrides-test.d.ts
+++ b/utils/generate_types/overrides-test.d.ts
@@ -361,6 +361,7 @@ export type ExpectMatcherState = {
   isNot: boolean;
   promise: 'rejects' | 'resolves' | '';
   utils: ExpectMatcherUtils;
+  timeout: number;
 };
 
 export type MatcherReturnType = {