diff --git a/src/vs/base/browser/ui/contextview/contextview.ts b/src/vs/base/browser/ui/contextview/contextview.ts
index e9ccbd8c21675eb56c5d7d93c5556b4bf73f33c8..7924ac6dbe72318d4b42ee6adb2625e38caa0c44 100644
--- a/src/vs/base/browser/ui/contextview/contextview.ts
+++ b/src/vs/base/browser/ui/contextview/contextview.ts
@@ -216,6 +216,10 @@ export class ContextView extends Disposable {
 		}
 	}
 
+	getViewElement(): HTMLElement {
+		return this.view;
+	}
+
 	layout(): void {
 		if (!this.isVisible()) {
 			return;
diff --git a/src/vs/editor/contrib/contextmenu/contextmenu.ts b/src/vs/editor/contrib/contextmenu/contextmenu.ts
index 04d3c4c40801c4a22a04da843c507c5e500018b2..8a2a53b8dde0130aa426cecce14d5b1d7216574a 100644
--- a/src/vs/editor/contrib/contextmenu/contextmenu.ts
+++ b/src/vs/editor/contrib/contextmenu/contextmenu.ts
@@ -49,7 +49,14 @@ export class ContextMenuController implements IEditorContribution {
 		this._toDispose.add(this._editor.onContextMenu((e: IEditorMouseEvent) => this._onContextMenu(e)));
 		this._toDispose.add(this._editor.onMouseWheel((e: IMouseWheelEvent) => {
 			if (this._contextMenuIsBeingShownCount > 0) {
-				this._contextViewService.hideContextView();
+				const view = this._contextViewService.getContextViewElement();
+				const target = e.srcElement as HTMLElement;
+
+				// Event triggers on shadow root host first
+				// Check if the context view is under this host before hiding it #103169
+				if (!(target.shadowRoot && dom.getShadowRoot(view) === target.shadowRoot)) {
+					this._contextViewService.hideContextView();
+				}
 			}
 		}));
 		this._toDispose.add(this._editor.onKeyDown((e: IKeyboardEvent) => {
diff --git a/src/vs/platform/contextview/browser/contextView.ts b/src/vs/platform/contextview/browser/contextView.ts
index 855fe03a334d86b8e1d17f6abe22ba18981c581e..c6511397a9fe0970247f0f6f5f9e605330a5bfdf 100644
--- a/src/vs/platform/contextview/browser/contextView.ts
+++ b/src/vs/platform/contextview/browser/contextView.ts
@@ -17,6 +17,7 @@ export interface IContextViewService extends IContextViewProvider {
 
 	showContextView(delegate: IContextViewDelegate, container?: HTMLElement, shadowRoot?: boolean): IDisposable;
 	hideContextView(data?: any): void;
+	getContextViewElement(): HTMLElement;
 	layout(): void;
 	anchorAlignment?: AnchorAlignment;
 }
diff --git a/src/vs/platform/contextview/browser/contextViewService.ts b/src/vs/platform/contextview/browser/contextViewService.ts
index 0d5d61b3d9ffb2fe1f2f49e283c1ca2c17323128..cb7578f0500d9aed7b547989cf31e36b10495bad 100644
--- a/src/vs/platform/contextview/browser/contextViewService.ts
+++ b/src/vs/platform/contextview/browser/contextViewService.ts
@@ -58,6 +58,10 @@ export class ContextViewService extends Disposable implements IContextViewServic
 		return disposable;
 	}
 
+	getContextViewElement(): HTMLElement {
+		return this.contextView.getViewElement();
+	}
+
 	layout(): void {
 		this.contextView.layout();
 	}