diff --git a/e2e/playwright/projects.spec.ts b/e2e/playwright/projects.spec.ts
index 1fcc86867..51cf72c1a 100644
--- a/e2e/playwright/projects.spec.ts
+++ b/e2e/playwright/projects.spec.ts
@@ -1682,6 +1682,78 @@ test.describe('Renaming in the file tree', () => {
   )
 })
 
+test.describe('Deleting files from the file pane', () => {
+  test(
+    `when main.kcl exists, navigate to main.kcl`,
+    { tag: '@electron' },
+    async ({ browserName }, testInfo) => {
+      test.skip(
+        process.platform === 'win32',
+        'TODO: remove this skip https://github.com/KittyCAD/modeling-app/issues/3557'
+      )
+      const { electronApp, page } = await setupElectron({
+        testInfo,
+        folderSetupFn: async (dir) => {
+          await fsp.mkdir(`${dir}/testProject`, { recursive: true })
+          await fsp.copyFile(
+            'src/wasm-lib/tests/executor/inputs/cylinder.kcl',
+            `${dir}/testProject/main.kcl`
+          )
+          await fsp.copyFile(
+            'src/wasm-lib/tests/executor/inputs/basic_fillet_cube_end.kcl',
+            `${dir}/testProject/fileToDelete.kcl`
+          )
+        },
+      })
+      const u = await getUtils(page)
+      await page.setViewportSize({ width: 1200, height: 500 })
+      page.on('console', console.log)
+
+      // Constants and locators
+      const projectCard = page.getByText('testProject')
+      const projectMenuButton = page.getByTestId('project-sidebar-toggle')
+      const fileToDelete = page
+        .getByRole('listitem')
+        .filter({ has: page.getByRole('button', { name: 'fileToDelete.kcl' }) })
+      const deleteMenuItem = page.getByRole('button', { name: 'Delete' })
+      const deleteConfirmation = page.getByTestId('delete-confirmation')
+
+      await test.step('Open project and navigate to fileToDelete.kcl', async () => {
+        await projectCard.click()
+        await u.waitForPageLoad()
+        await u.openFilePanel()
+
+        await fileToDelete.click()
+        await u.waitForPageLoad()
+        await u.openKclCodePanel()
+        await expect(u.codeLocator).toContainText('getOppositeEdge(thing)')
+        await u.closeKclCodePanel()
+      })
+
+      await test.step('Delete fileToDelete.kcl', async () => {
+        await fileToDelete.click({ button: 'right' })
+        await expect(deleteMenuItem).toBeVisible()
+        await deleteMenuItem.click()
+        await expect(deleteConfirmation).toBeVisible()
+        await deleteConfirmation.click()
+      })
+
+      await test.step('Check deletion and navigation', async () => {
+        await u.waitForPageLoad()
+        await expect(fileToDelete).not.toBeVisible()
+        await u.closeFilePanel()
+        await u.openKclCodePanel()
+        await expect(u.codeLocator).toContainText('circle(')
+        await expect(projectMenuButton).toContainText('main.kcl')
+      })
+
+      await electronApp.close()
+    }
+  )
+
+  test.fixme('TODO - when main.kcl does not exist', async () => {})
+})
+
 test(
   'Original project name persist after onboarding',
   { tag: '@electron' },