As of today sept30, 2026, iphone is asking me to reenter my password EVERY time I access MS outlook -- e.g, my calendar. I am on an exchange server. i looked up issue, but whatever answers/directions from 2024 are not on my iphone Air device.
iPhone Air, iOS 26
Thank you! Your answer was not exactly what I needed, but gave me the hint to figure it out. Background, I'm new to iphone, had ipad for years. This was not happening on ipad or PC and only started happening on iphone. Iphone had worked fine the first month. Then: blam. It's a college exchange server and school no longer supplies tech support to students 🤯 I hesitated to change outlook password because it affects all college apps on all devices. (Yes, have to change pwd every semester, which is pain enough, and yes, I should be using a pwd manager)
What clued me in to the culprit: When I went to Microsoft site, the word Authenticator jumped out at me. Yes! a clue! When I went to Authenticator, the ~require password on opening~ had been turned ON. I turned it off. I can't even find that screen now, so I can't give exact wording.
It's working now. Thank you for saving my sanity.
Thank you! Your answer was not exactly what I needed, but gave me the hint to figure it out. Background, I'm new to iphone, had ipad for years. This was not happening on ipad or PC and only started happening on iphone. Iphone had worked fine the first month. Then: blam. It's a college exchange server and school no longer supplies tech support to students 🤯 I hesitated to change outlook password because it affects all college apps on all devices. (Yes, have to change pwd every semester, which is pain enough, and yes, I should be using a pwd manager)
What clued me in to the culprit: When I went to Microsoft site, the word Authenticator jumped out at me. Yes! a clue! When I went to Authenticator, the ~require password on opening~ had been turned ON. I turned it off. I can't even find that screen now, so I can't give exact wording.
It's working now. Thank you for saving my sanity.
"iPhone repeatedly asks for Microsoft Outlook password: As of today sept30, 2026, iphone is asking me to reenter my password EVERY time I access MS outlook -- e.g, my calendar. I am on an exchange server. i looked up issue, but whatever answers/directions from 2024 are not on my iphone Air device."
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Outlook Continually Prompting for a Password:
Are you referring to outlook.com? Or the Outlook App?
I. Outlook.com:
A. Don't Use a Private Tab:
Make sure you are not using a private tab, or else cookies all be trashed.
B. Turn Off VPNs:
Do you have any VPNs turned on? IF so, delete it. Or, turn it off, if required for school or work
II. Outlook App:
If you are referring to the Outlook application...
A. Use a New App Password:
For non Microsoft Accounts (i.e. work, school), create and use an app password. Go Here: How to get and use app passwords | Microsoft Help
B. Add the Account Back:
Remove the account, and then add it back.
C. Reinstall the App:
Remove the app (how you finger on it, util it wiggles, then uninstall it. Then, redownload it, adding the account back. Go Here: Set up the Outlook app for iOS | Microsoft Support
“iPhone repeatedly asks for Microsoft Outlook password: […]What clued me in to the culprit: When I went to Microsoft site, the word Authenticator jumped out at me. Yes! a clue! When I went to Authenticator, the ~require password on opening~ had been turned ON. I turned it off. I can't even find that screen now, so I can't give exact wording. It's working now. Thank you for saving my sanity.”
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You are welcome.
Excellent job troubleshooting!
Frankly, I think is evolutionary that colleges would require you to change your password every semester —it’s a matter of network integrity and its vulnerability to cyberattacks. To take it up a notch, I’d recommend speaking with the Web Master (the person who administrate your network) asking them if something is not configured as it should be on your end.
iPhone repeatedly asks for Microsoft Outlook password
