1 Outlook continually prompts for password when you try to connect to Microsoft 365 Outlook Microsoft Learn
Bart Horne edited this page 2025-12-07 01:57:44 +00:00
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Right now we have it set to prompt when a user is not on any of our corporate networks or they are using a mobile device. To locate and view the registry setting for Anonymous Authentication in the Outlook profile, follow these steps. This issue can occur if the Logon network security setting on the Security tab of the Microsoft Exchange dialog box is set to a value other than Anonymous Authentication. Today was the first time in about 2 months that I had the issue. It happened right before lunch, locked my machine, went out for lunch, came back, and logged in, this time successfully.

Additional resources

The connection to Microsoft Exchange is unavailable. Outlook must be online or connected to complete this action. Create your account and connect with a world of communities. I cannot find the phone number again to contact MS Office support (eventually they were helpful, but only after insisting they help!), I'm in the Netherlands so if someone has a phone number, I'd love to get it again.

Microsoft Office 365 Endless Authentication Loop Issue

We too have been seeing this more and more, all W10 on O365, although we use Okta as our MFA.Microsoft Outlook 2016 and some recent builds of Outlook 2013 are not affected by this issue.If this box is greyed out or disabled then you need to reset the Windows Credential Manager first.We had the issue where Outlook 2016 kept prompting for a password for an Office 365 user whose laptop was connected to their Office 365 account using Windows 10 Pro.The repeated issue logging in started after I enabled the modern authentication in the Office 365 administration panel.This is now the 2nd machine that presents the same issue.

In each case the fix has either been one of the above items or a combination of them. There doesnt appear to be any pattern to the issue occurring or the problem being limited to any specific computer or user. By chatting and providing personal info, you understand and agree to our Terms of resolve outlook not sending emails fast Service and Privacy Policy. I disabled the Zoom and Adobe PDF plugins and it stopped prompting me immediately. My clients Outlook will only continuously ask for the password after MFA is enforced and Office.com has been logged in. It would be nice if it distinguished between your password and the app password.

Outlook stuck in an MFA loop

Close and open your web browser again and go into rebuild Outlook data file quickly SuiteFiles. You will most likely need to enter your Microsoft 365 credentials again so ensure you tick any box that says remember my credentials but it should now work for all future documents you open and not require your credentials. Upgrade to Microsoft Edge to take advantage of the latest features, security updates, and technical support. I regret that you are experiencing issues with your Microsoft installation.

Outlook 365 Password Prompt Issue on Windows Desktop

So not doing anything at all even seems to work. Which to me sounds reset cached Exchange mode like the issue is service side, not client side. Problem doesnt just happen on PCs connected to the internal network, but can happen when a laptop is remote and connected via external wifi or mobile hotspot.