diff --git a/test/e2e/specs/editor/blocks/classic.spec.js b/test/e2e/specs/editor/blocks/classic.spec.js
index e1843f0f619e5b..7a16663deb02a2 100644
--- a/test/e2e/specs/editor/blocks/classic.spec.js
+++ b/test/e2e/specs/editor/blocks/classic.spec.js
@@ -65,7 +65,9 @@ test.describe( 'Classic', () => {
 
 		// Wait for upload (increased timeout for client-side media processing).
 		await expect(
-			page.getByRole( 'checkbox', { name: fileName } )
+			page
+				.getByRole( 'tabpanel', { name: 'Media Library' } )
+				.getByRole( 'checkbox', { name: fileName } )
 		).toBeChecked( { timeout: 30_000 } );
 
 		const createGallery = page.getByRole( 'button', {