For classic Outlook, the most likely cause is a known issue affecting builds 20026.20182 and higher, where Copilot entry points can be missing, unavailable, or grayed out.
Use this check-and-fix path:
- In classic Outlook, go to File > Office Account and check the Outlook build/version.
- If the build is 20026.20182 or later, this matches the known issue.
- Use one of these workarounds:
- Use new Outlook or Outlook on the web.
- Create a new Outlook profile.
- Also verify Show Apps in Outlook is enabled:
- Go to File > Options > Advanced.
- Under Outlook panes, check Show Apps in Outlook.
- Confirm Connected Experiences is enabled, because Copilot depends on it:
- Go to File > Options > Trust Center > Trust Center Settings > Privacy Settings.
- If the mailbox is on-premises instead of Exchange Online, Copilot in Outlook is expected to appear dimmed/grayed out and cannot be used.
Since Copilot works in Outlook on the web and on iPhone, the account and license are likely fine, and the problem is specific to classic Outlook on Windows.