Share via

How to prevent Outlook for iOS Repeatedly Requesting Reauthentication with iCloud

D700 10 Reputation points
2025-12-03T01:49:00.78+00:00

Very time consuming and frustrating problem with Outlook for iOS. I installed on both my phone and iPad and setup Gmail, iCloud and Outlook account. Its worked fine for over a month then all of a sudden is requesting me to reauthenticate my iCloud account every time I open the app on either iPhone or iPad.

I've deleted off the account from the device, rebooted. I'm able to add the account and it prompts the Apple authentication routine, gives me 6 digit passcode when I enter then everything appears to work...but it's not. When I go to the iCloud folder is asking me to reautheenitcate iCloud again.

I had many many problems getting my Mac Outlook configured initially, now that's working fine but the iOS devices, which initially worked fine, aren't working. I rely on Outlook

Are there bugs? Outages? Does anyone test anything any more?

Outlook | Outlook for mobile | Outlook for iOS | For home

1 answer

Sort by: Most helpful
Most helpful Newest Oldest
  1. Q&A Assist
    2025-12-03T01:49:10.4733333+00:00
    AI generated content. This question contains an answer created with AI from Q&A Assist. Learn more

    To address the issue of Outlook for iOS repeatedly requesting reauthentication with your iCloud account, consider the following steps:

    1. Check for Updates: Ensure that both your Outlook app and iOS are updated to the latest versions. Sometimes, bugs are fixed in newer releases.
    2. Remove and Re-add the Account: Since you've already tried deleting the account and rebooting, make sure to also remove it from the Outlook app completely. After that, reinstall the app if necessary, and then add your iCloud account again.
    3. Enable Background App Refresh: Make sure that Background App Refresh is enabled for Outlook. This can help maintain the connection to your iCloud account.
    4. Check iCloud Settings: Verify your iCloud settings on your device to ensure that everything is configured correctly. Sometimes, settings may change after updates.
    5. Network Connection: Ensure that your device has a stable internet connection. Poor connectivity can lead to repeated authentication requests.
    6. Contact Support: If the issue persists, consider reaching out to Microsoft support or checking their community forums for any ongoing issues or outages that may be affecting Outlook for iOS.

    These steps should help mitigate the reauthentication prompts you're experiencing with your iCloud account in Outlook for iOS.

    0 comments

Your answer

Answers can be marked as 'Accepted' by the question author and 'Recommended' by moderators, which helps users know the answer solved the author's problem.