diff --git a/test/functional/apps/visualize/group3/_annotation_listing.ts b/test/functional/apps/visualize/group3/_annotation_listing.ts
index cdb0cb615be47..5d33f714159f0 100644
--- a/test/functional/apps/visualize/group3/_annotation_listing.ts
+++ b/test/functional/apps/visualize/group3/_annotation_listing.ts
@@ -13,6 +13,7 @@ export default function ({ getService, getPageObjects }: FtrProviderContext) {
   const PageObjects = getPageObjects(['visualize', 'annotationEditor']);
   const listingTable = getService('listingTable');
   const kibanaServer = getService('kibanaServer');
+  const testSubjects = getService('testSubjects');
   const find = getService('find');
   const retry = getService('retry');
   const log = getService('log');
@@ -32,6 +33,7 @@ export default function ({ getService, getPageObjects }: FtrProviderContext) {
 
       await PageObjects.visualize.gotoVisualizationLandingPage();
       await PageObjects.visualize.selectAnnotationsTab();
+      await listingTable.waitUntilTableIsLoaded();
     });
 
     after(async function () {
@@ -156,7 +158,7 @@ export default function ({ getService, getPageObjects }: FtrProviderContext) {
         });
       });
 
-      describe.skip('data view switching', () => {
+      describe('data view switching', () => {
         it('recovers from missing data view', async () => {
           await listingTable.clickItemLink('eventAnnotation', 'missing data view');
 
@@ -175,7 +177,36 @@ export default function ({ getService, getPageObjects }: FtrProviderContext) {
           await PageObjects.annotationEditor.saveGroup();
         });
 
-        it('recovers from missing field in data view', () => {});
+        it('recovers from missing field in data view', async () => {
+          const assertShowingMissingFieldError = async (yes: boolean) => {
+            const [failureExists, canvasExists] = await Promise.all([
+              testSubjects.exists('embeddable-lens-failure'),
+              find.existsByCssSelector('canvas', 1000),
+            ]);
+            expect(failureExists).to.be(yes);
+            expect(canvasExists).to.be(!yes);
+          };
+
+          await listingTable.clickItemLink('eventAnnotation', 'Group with additional fields');
+
+          await assertShowingMissingFieldError(false);
+
+          await retry.try(async () => {
+            await PageObjects.annotationEditor.editGroupMetadata({
+              dataView: 'Data view without fields',
+            });
+
+            await assertShowingMissingFieldError(true);
+          });
+
+          await retry.try(async () => {
+            await PageObjects.annotationEditor.editGroupMetadata({
+              dataView: 'logs*',
+            });
+
+            await assertShowingMissingFieldError(false);
+          });
+        });
       });
     });
   });
diff --git a/test/functional/fixtures/kbn_archiver/annotation_listing_page_search.json b/test/functional/fixtures/kbn_archiver/annotation_listing_page_search.json
index 34f4fb8ed1b48..a54a042effb6e 100644
--- a/test/functional/fixtures/kbn_archiver/annotation_listing_page_search.json
+++ b/test/functional/fixtures/kbn_archiver/annotation_listing_page_search.json
@@ -21,6 +21,29 @@
   "version": "WzIyNywxXQ=="
 }
 
+{
+  "attributes": {
+    "fieldAttrs": "{}",
+    "fieldFormatMap": "{}",
+    "fields": "[]",
+    "name": "Data view without fields",
+    "runtimeFieldMap": "{}",
+    "sourceFilters": "[]",
+    "timeFieldName": "timestamp",
+    "title": "kibana_sample_data_logs",
+    "typeMeta": "{}"
+  },
+  "coreMigrationVersion": "8.8.0",
+  "created_at": "2023-09-07T17:23:20.906Z",
+  "id": "data-view-without-fields",
+  "managed": false,
+  "references": [],
+  "type": "index-pattern",
+  "typeMigrationVersion": "8.0.0",
+  "updated_at": "2023-09-11T15:50:59.227Z",
+  "version": "WzIyNywxXQ=="
+}
+
 {
   "attributes": {
     "fieldAttrs": "{}",
@@ -44,6 +67,44 @@
   "version": "WzIyNywxXQ=="
 }
 
+{
+  "attributes": {
+    "annotations": [
+      {
+        "extraFields": [
+          "@message.raw"
+        ],
+        "icon": "triangle",
+        "id": "3d28ce7e-fc5e-409b-aea3-4d9e15010843",
+        "key": {
+          "type": "point_in_time"
+        },
+        "label": "Event",
+        "timeField": "@timestamp",
+        "type": "query"
+      }
+    ],
+    "dataViewSpec": null,
+    "description": "",
+    "ignoreGlobalFilters": true,
+    "title": "Group with additional fields"
+  },
+  "coreMigrationVersion": "8.8.0",
+  "created_at": "2023-10-06T17:15:58.790Z",
+  "id": "12371e00-5174-11ee-a5c4-7dce2e3293a7",
+  "managed": false,
+  "references": [
+    {
+      "id": "90943e30-9a47-11e8-b64d-95841ca0b247",
+      "name": "event-annotation-group_dataView-ref-90943e30-9a47-11e8-b64d-95841ca0b247",
+      "type": "index-pattern"
+    }
+  ],
+  "type": "event-annotation-group",
+  "updated_at": "2023-10-06T17:17:05.384Z",
+  "version": "WzE4MywxXQ=="
+}
+
 {
   "attributes": {
     "annotations": [