diff --git a/test/functional/apps/discover/_sidebar.ts b/test/functional/apps/discover/_sidebar.ts
index 8179f4e44e8b8..d8701261126c4 100644
--- a/test/functional/apps/discover/_sidebar.ts
+++ b/test/functional/apps/discover/_sidebar.ts
@@ -14,8 +14,7 @@ export default function ({ getService, getPageObjects }: FtrProviderContext) {
   const PageObjects = getPageObjects(['common', 'discover', 'timePicker']);
   const testSubjects = getService('testSubjects');
 
-  // Failing: See https://github.com/elastic/kibana/issues/101449
-  describe.skip('discover sidebar', function describeIndexTests() {
+  describe('discover sidebar', function describeIndexTests() {
     before(async function () {
       await esArchiver.loadIfNeeded('test/functional/fixtures/es_archiver/logstash_functional');
       await esArchiver.loadIfNeeded('test/functional/fixtures/es_archiver/discover');
diff --git a/test/functional/page_objects/discover_page.ts b/test/functional/page_objects/discover_page.ts
index 65b899d2e2fb0..dc3a04568316e 100644
--- a/test/functional/page_objects/discover_page.ts
+++ b/test/functional/page_objects/discover_page.ts
@@ -448,7 +448,10 @@ export class DiscoverPageObject extends FtrService {
 
   public async closeSidebarFieldFilter() {
     await this.testSubjects.click('toggleFieldFilterButton');
-    await this.testSubjects.missingOrFail('filterSelectionPanel');
+
+    await this.retry.waitFor('sidebar filter closed', async () => {
+      return !(await this.testSubjects.exists('filterSelectionPanel'));
+    });
   }
 
   public async waitForChartLoadingComplete(renderCount: number) {