diff --git a/docs/src/api/class-genericassertions.md b/docs/src/api/class-genericassertions.md
index 180a15dc4b..3229dd151d 100644
--- a/docs/src/api/class-genericassertions.md
+++ b/docs/src/api/class-genericassertions.md
@@ -227,6 +227,30 @@ expect(value).toBeNull();
 ```
 
 
+## method: GenericAssertions.toBeOneOf
+* since: v1.49.1
+
+Ensures that value is deeply equal to one of the elements in the expected array.
+
+**Usage**
+
+```js
+const value = 2;
+expect(value).toBeOneOf([1, 2, 3]);
+expect(value).not.toBeOneOf([4, 5, 6]);
+
+const obj = { a: 1 };
+expect(obj).toBeOneOf([{ a: 1 }, { b: 2 }]);
+expect(obj).not.toBeOneOf([{ a: 2 }, { b: 3 }]);
+```
+
+### param: GenericAssertions.toBeOneOf.expected
+* since: v1.49.1
+- `expected` <[Array]<[any]>>
+
+Expected array to match against.
+
+
 
 ## method: GenericAssertions.toBeTruthy
 * since: v1.9
diff --git a/packages/playwright/bundles/expect/third_party/types.ts b/packages/playwright/bundles/expect/third_party/types.ts
index abaa3a3b69..18ada3db62 100644
--- a/packages/playwright/bundles/expect/third_party/types.ts
+++ b/packages/playwright/bundles/expect/third_party/types.ts
@@ -222,6 +222,11 @@ export interface Matchers<R extends void | Promise<void>, T = unknown> {
    * So use `.toBeNull()` when you want to check that something is null.
    */
   toBeNull(): R;
+  /**
+   * Use when you don't care what a value is, you just want to ensure a value
+   * is not null. You will often see it in tests for checking that a callback
+   */
+  toBeOneOf(expected: Array<unknown>): R;
   /**
    * Use when you don't care what a value is, you just want to ensure a value
    * is true in a boolean context. In JavaScript, there are six falsy values:
diff --git a/packages/playwright/types/test.d.ts b/packages/playwright/types/test.d.ts
index 8d05bdafef..b463e80429 100644
--- a/packages/playwright/types/test.d.ts
+++ b/packages/playwright/types/test.d.ts
@@ -7040,6 +7040,24 @@ interface GenericAssertions<R> {
    *
    */
   toBeNull(): R;
+  /**
+   * Ensures that value is deeply equal to one of the elements in the expected array.
+   *
+   * **Usage**
+   *
+   * ```js
+   * const value = 2;
+   * expect(value).toBeOneOf([1, 2, 3]);
+   * expect(value).not.toBeOneOf([4, 5, 6]);
+   *
+   * const obj = { a: 1 };
+   * expect(obj).toBeOneOf([{ a: 1 }, { b: 2 }]);
+   * expect(obj).not.toBeOneOf([{ a: 2 }, { b: 3 }]);
+   * ```
+   *
+   * @param expected Expected array to match against.
+   */
+  toBeOneOf(expected: unknown[]): R;
   /**
    * Ensures that value is true in a boolean context, **anything but** `false`, `0`, `''`, `null`, `undefined` or `NaN`.
    * Use this method when you don't care about the specific value.
diff --git a/utils/generate_types/overrides-test.d.ts b/utils/generate_types/overrides-test.d.ts
index 5775917382..fdc9564686 100644
--- a/utils/generate_types/overrides-test.d.ts
+++ b/utils/generate_types/overrides-test.d.ts
@@ -314,6 +314,7 @@ interface GenericAssertions<R> {
   toBeLessThanOrEqual(expected: number | bigint): R;
   toBeNaN(): R;
   toBeNull(): R;
+  toBeOneOf(expected: unknown[]): R;
   toBeTruthy(): R;
   toBeUndefined(): R;
   toContain(expected: string): R;