1 How to Fix Outlook and Office 365 Login Loops: Expert Solutions
Elijah Studer edited this page 2026-02-03 03:54:16 +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

There doesnt appear to be any pattern to the issue occurring or the problem being limited to any specific computer or user.We are looking at using conditional access policies where a user with a Domain joined PC is not prompted for MFA.I checked my MS account info page, subscription is fine.The user could use the Windows mail and calendar apps but Outlook wouldnt connect and kept prompting for a password.I disabled the Zoom and Adobe PDF plugins and it stopped prompting me immediately.

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 Office 365 Sync Errors Fix 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

The Microsoft Outlook Email Repair Tool Online user had Office 2015 and Office 2016 credentials and Teams credentials that we deleted. We checked with Word that the account was connectedit was and the we opened Outlook and it immediately connected. We too have been seeing this more and more, all W10 on O365, although we use Okta as our MFA. Have looked all over and people have all sorts of possible solutions, but nothing we found to resolve the issue and get a new issue daily and just keep going through until it eventually works. Ive seen this happen when the time and or date is wrong on the machine. Its not caused by an out of sync MFA prompt as I have personally looked at a number of cases with the user as stepped through it.

Outlook 365 Password Prompt Issue on Windows Desktop

Microsoft Outlook 2016 and some recent builds of Outlook 2013 are not affected by this issue. Those versions have been updated to prevent the problem that is described in the "Symptoms" section. These versions have the Logon network security setting disabled or removed from the Microsoft Exchange email account FixTechGuide Outlook repair tutorial settings. It requests me to login to my microsoft account. I then approve the login with my authenticator app. Then i get rerouted to the login page again to repeat the process.