diff --git a/src/material/menu/menu.spec.ts b/src/material/menu/menu.spec.ts
index 67c4bb1908dd..ad7e4e9ac92d 100644
--- a/src/material/menu/menu.spec.ts
+++ b/src/material/menu/menu.spec.ts
@@ -200,6 +200,26 @@ describe('MatMenu', () => {
     expect(document.activeElement).toBe(triggerEl);
   });
 
+  it('should move focus to another item if the active item is destroyed', fakeAsync(() => {
+    const fixture = createComponent(MenuWithRepeatedItems, [], [FakeIcon]);
+    fixture.detectChanges();
+    const triggerEl = fixture.componentInstance.triggerEl.nativeElement;
+
+    triggerEl.click();
+    fixture.detectChanges();
+    tick(500);
+
+    const items = overlayContainerElement.querySelectorAll('.mat-menu-panel .mat-menu-item');
+
+    expect(document.activeElement).toBe(items[0]);
+
+    fixture.componentInstance.items.shift();
+    fixture.detectChanges();
+    tick(500);
+
+    expect(document.activeElement).toBe(items[1]);
+  }));
+
   it('should be able to set a custom class on the backdrop', fakeAsync(() => {
     const fixture = createComponent(SimpleMenu, [], [FakeIcon]);
 
@@ -257,6 +277,7 @@ describe('MatMenu', () => {
     // Add 50 items to make the menu scrollable
     fixture.componentInstance.extraItems = new Array(50).fill('Hello there');
     fixture.detectChanges();
+    tick(50);
 
     const triggerEl = fixture.componentInstance.triggerEl.nativeElement;
     dispatchFakeEvent(triggerEl, 'mousedown');
@@ -2392,7 +2413,6 @@ class DynamicPanelMenu {
   @ViewChild('two', {static: false}) secondMenu: MatMenu;
 }
 
-
 @Component({
   template: `
     <button [matMenuTriggerFor]="menu">Toggle menu</button>
@@ -2447,3 +2467,18 @@ class LazyMenuWithOnPush {
   @ViewChild('triggerEl', {static: false, read: ElementRef}) rootTrigger: ElementRef;
   @ViewChild('menuItem', {static: false, read: ElementRef}) menuItemWithSubmenu: ElementRef;
 }
+
+@Component({
+  template: `
+    <button [matMenuTriggerFor]="menu" #triggerEl>Toggle menu</button>
+    <mat-menu #menu="matMenu">
+      <button *ngFor="let item of items" mat-menu-item>{{item}}</button>
+    </mat-menu>
+  `
+})
+class MenuWithRepeatedItems {
+  @ViewChild(MatMenuTrigger, {static: false}) trigger: MatMenuTrigger;
+  @ViewChild('triggerEl', {static: false}) triggerEl: ElementRef<HTMLElement>;
+  @ViewChild(MatMenu, {static: false}) menu: MatMenu;
+  items = ['One', 'Two', 'Three'];
+}
diff --git a/src/material/menu/menu.ts b/src/material/menu/menu.ts
index e1b5c17b9cd2..5aa2b6997909 100644
--- a/src/material/menu/menu.ts
+++ b/src/material/menu/menu.ts
@@ -41,7 +41,7 @@ import {
   OnInit,
 } from '@angular/core';
 import {merge, Observable, Subject, Subscription} from 'rxjs';
-import {startWith, switchMap, take} from 'rxjs/operators';
+import {startWith, switchMap, take, debounceTime} from 'rxjs/operators';
 import {matMenuAnimations} from './menu-animations';
 import {MatMenuContent} from './menu-content';
 import {MenuPositionX, MenuPositionY} from './menu-positions';
@@ -250,6 +250,28 @@ export class _MatMenuBase implements AfterContentInit, MatMenuPanel<MatMenuItem>
     this._updateDirectDescendants();
     this._keyManager = new FocusKeyManager(this._directDescendantItems).withWrap().withTypeAhead();
     this._tabSubscription = this._keyManager.tabOut.subscribe(() => this.closed.emit('tab'));
+
+    // TODO(crisbeto): the `debounce` here should be removed since it's something
+    // that people have to flush in their tests. It'll be possible once we switch back
+    // to using a QueryList in #11720.
+    this._ngZone.runOutsideAngular(() => {
+      // Move focus to another item, if the active item is removed from the list.
+      // We need to debounce the callback, because multiple items might be removed
+      // in quick succession.
+      this._directDescendantItems.changes.pipe(debounceTime(50)).subscribe(items => {
+        const manager = this._keyManager;
+
+        if (manager.activeItem && items.indexOf(manager.activeItem) === -1) {
+          const index = Math.max(0, Math.min(items.length - 1, manager.activeItemIndex || 0));
+
+          if (items[index] && !items[index].disabled) {
+            manager.setActiveItem(index);
+          } else {
+            manager.setNextItemActive();
+          }
+        }
+      });
+    });
   }
 
   ngOnDestroy() {