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Christine M.
Nashville, TN · April 15, 2026
Tech Support

My iCloud email stopped syncing with Outlook on my Windows PC. I can still access it through icloud.com in the browser.

HBE
HelpByExperts Research Team
Editorial Research Team
Verified Editorial

Apple changed their authentication requirements for iCloud email on Windows. You now need to use an app-specific password instead of your regular Apple ID password. Go to appleid.apple.com, sign in, go to Sign-In and Security, then App-Specific Passwords. Click Generate an App-Specific Password, name it Outlook, and copy the generated password. In Outlook, go to File, Account Settings, select your iCloud email account, and change the password to the app-specific password you just generated. Make sure two-factor authentication is enabled on your Apple ID (it is required for app-specific passwords). If Outlook still does not sync, try removing the iCloud account from Outlook entirely and re-adding it. When adding, use the IMAP settings manually: incoming server imap.mail.me.com port 993 SSL, outgoing server smtp.mail.me.com port 587 TLS/STARTTLS. Use your full iCloud email address as the username and the app-specific password as the password. If you have iCloud for Windows installed, make sure it is updated to the latest version — older versions have known sync issues with newer Outlook builds.

👍 64 people found this helpful·Answered April 15, 2026
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