diff --git a/core/src/components/label/label.scss b/core/src/components/label/label.scss
index ff3e372bf50..fc197ef171d 100644
--- a/core/src/components/label/label.scss
+++ b/core/src/components/label/label.scss
@@ -29,14 +29,6 @@
   overflow: hidden;
 }
 
-// TODO(FW-5289): move to :host-context(.item)
-// Shouldn't need :not(.item-input) as this was
-// only needed because of the specificity with
-// :not(.item-legacy)
-:host-context(.item:not(.item-input):not(.item-legacy)) {
-  flex-grow: 1;
-}
-
 :host(.ion-color) {
   color: current-color(base);
 }
diff --git a/core/src/components/label/test/item/item.e2e.ts b/core/src/components/label/test/item/item.e2e.ts
new file mode 100644
index 00000000000..aa14200707a
--- /dev/null
+++ b/core/src/components/label/test/item/item.e2e.ts
@@ -0,0 +1,27 @@
+import { expect } from '@playwright/test';
+import { configs, test } from '@utils/test/playwright';
+
+configs({ directions: ['ltr'] }).forEach(({ title, screenshot, config }) => {
+  test.describe(title('label: in item'), () => {
+    test('should render correctly in an item', async ({ page }) => {
+      test.info().annotations.push({
+        type: 'issue',
+        description: 'https://github.com/ionic-team/ionic-framework/issues/29033',
+      });
+      await page.setContent(
+        `
+        <ion-item>
+          <ion-label slot="start">Start</ion-label>
+          <ion-label>Default</ion-label>
+          <ion-label slot="end">End</ion-label>
+        </ion-item>
+        `,
+        config
+      );
+
+      const item = page.locator('ion-item');
+
+      await expect(item).toHaveScreenshot(screenshot(`label-item`));
+    });
+  });
+});
diff --git a/core/src/components/label/test/item/item.e2e.ts-snapshots/label-item-ios-ltr-Mobile-Chrome-linux.png b/core/src/components/label/test/item/item.e2e.ts-snapshots/label-item-ios-ltr-Mobile-Chrome-linux.png
new file mode 100644
index 00000000000..22bb5edec93
Binary files /dev/null and b/core/src/components/label/test/item/item.e2e.ts-snapshots/label-item-ios-ltr-Mobile-Chrome-linux.png differ
diff --git a/core/src/components/label/test/item/item.e2e.ts-snapshots/label-item-ios-ltr-Mobile-Firefox-linux.png b/core/src/components/label/test/item/item.e2e.ts-snapshots/label-item-ios-ltr-Mobile-Firefox-linux.png
new file mode 100644
index 00000000000..4ab92da5c1e
Binary files /dev/null and b/core/src/components/label/test/item/item.e2e.ts-snapshots/label-item-ios-ltr-Mobile-Firefox-linux.png differ
diff --git a/core/src/components/label/test/item/item.e2e.ts-snapshots/label-item-ios-ltr-Mobile-Safari-linux.png b/core/src/components/label/test/item/item.e2e.ts-snapshots/label-item-ios-ltr-Mobile-Safari-linux.png
new file mode 100644
index 00000000000..ee38a590233
Binary files /dev/null and b/core/src/components/label/test/item/item.e2e.ts-snapshots/label-item-ios-ltr-Mobile-Safari-linux.png differ
diff --git a/core/src/components/label/test/item/item.e2e.ts-snapshots/label-item-md-ltr-Mobile-Chrome-linux.png b/core/src/components/label/test/item/item.e2e.ts-snapshots/label-item-md-ltr-Mobile-Chrome-linux.png
new file mode 100644
index 00000000000..cf3c72e7a56
Binary files /dev/null and b/core/src/components/label/test/item/item.e2e.ts-snapshots/label-item-md-ltr-Mobile-Chrome-linux.png differ
diff --git a/core/src/components/label/test/item/item.e2e.ts-snapshots/label-item-md-ltr-Mobile-Firefox-linux.png b/core/src/components/label/test/item/item.e2e.ts-snapshots/label-item-md-ltr-Mobile-Firefox-linux.png
new file mode 100644
index 00000000000..02c46013104
Binary files /dev/null and b/core/src/components/label/test/item/item.e2e.ts-snapshots/label-item-md-ltr-Mobile-Firefox-linux.png differ
diff --git a/core/src/components/label/test/item/item.e2e.ts-snapshots/label-item-md-ltr-Mobile-Safari-linux.png b/core/src/components/label/test/item/item.e2e.ts-snapshots/label-item-md-ltr-Mobile-Safari-linux.png
new file mode 100644
index 00000000000..571d817f730
Binary files /dev/null and b/core/src/components/label/test/item/item.e2e.ts-snapshots/label-item-md-ltr-Mobile-Safari-linux.png differ