diff --git a/test/functional/page_objects/time_picker.ts b/test/functional/page_objects/time_picker.ts
index e8f6afc365f5d1..00133d720d8842 100644
--- a/test/functional/page_objects/time_picker.ts
+++ b/test/functional/page_objects/time_picker.ts
@@ -132,6 +132,11 @@ export class TimePickerPageObject extends FtrService {
     await this.testSubjects.click('superDatePickerAbsoluteTab');
     await this.testSubjects.click('superDatePickerAbsoluteDateInput');
     await this.inputValue('superDatePickerAbsoluteDateInput', fromTime);
+    await this.browser.pressKeys(this.browser.keys.ESCAPE);
+
+    await this.retry.waitFor('Timepicker popover to close', async () => {
+      return !(await this.testSubjects.exists('superDatePickerAbsoluteDateInput'));
+    });
 
     const superDatePickerApplyButtonExists = await this.testSubjects.exists(
       'superDatePickerApplyTimeButton'
diff --git a/x-pack/test/functional/apps/discover/reporting.ts b/x-pack/test/functional/apps/discover/reporting.ts
index 0b018b4428e1d0..3eb66204df5640 100644
--- a/x-pack/test/functional/apps/discover/reporting.ts
+++ b/x-pack/test/functional/apps/discover/reporting.ts
@@ -73,8 +73,7 @@ export default function ({ getService, getPageObjects }: FtrProviderContext) {
       });
     });
 
-    // FLAKY: https://github.com/elastic/kibana/issues/104372
-    describe.skip('Generate CSV: new search', () => {
+    describe('Generate CSV: new search', () => {
       beforeEach(async () => {
         await kibanaServer.importExport.load(ecommerceSOPath);
         await PageObjects.common.navigateToApp('discover');