diff --git a/x-pack/test/functional/apps/search_playground/playground_overview.ess.ts b/x-pack/test/functional/apps/search_playground/playground_overview.ess.ts
index e64fafd4b010f..34b223075667d 100644
--- a/x-pack/test/functional/apps/search_playground/playground_overview.ess.ts
+++ b/x-pack/test/functional/apps/search_playground/playground_overview.ess.ts
@@ -110,6 +110,7 @@ export default function (ftrContext: FtrProviderContext) {
         before(async () => {
           await createConnector();
           await createIndex();
+          await pageObjects.searchPlayground.session.setSession();
           await browser.refresh();
         });
 
diff --git a/x-pack/test_serverless/functional/test_suites/search/search_playground/playground_overview.ts b/x-pack/test_serverless/functional/test_suites/search/search_playground/playground_overview.ts
index 44d96d565fec2..e1570d2191378 100644
--- a/x-pack/test_serverless/functional/test_suites/search/search_playground/playground_overview.ts
+++ b/x-pack/test_serverless/functional/test_suites/search/search_playground/playground_overview.ts
@@ -117,11 +117,11 @@ export default function ({ getPageObjects, getService }: FtrProviderContext) {
         });
       });
 
-      // FLAKY: https://github.com/elastic/kibana/issues/189314
-      describe.skip('with existing indices', () => {
+      describe('with existing indices', () => {
         before(async () => {
           await createConnector();
           await createIndex();
+          await pageObjects.searchPlayground.session.setSession();
           await browser.refresh();
         });