How to Stop Outlook Login Popups for Hotmail Exchange Accounts
Question details
Users are experiencing persistent and recurring login popups in Outlook when configuring a Hotmail account via Microsoft Exchange.

- Product
- Microsoft Outlook
- Device & OS
- not provided
- Scenario
- Syncing a Hotmail account using the Exchange protocol in the Outlook desktop application or Windows Mail.
- Observed behavior
- Outlook repeatedly displays an authentication prompt, which disrupts workflow. This issue does not occur when the account is configured using IMAP or POP protocols.
Ensure your Hotmail account password is correct and that your computer has a stable internet connection before modifying your Outlook account or Trust Center settings.
Remove Subscribed Internet Calendars
Unexpected or hidden calendar subscriptions can trigger recurring authentication requests if the calendar source requires credentials.
A common cause of the Exchange login loop is an internet calendar subscription that is failing to sync properly. Removing these calendars often stops the popups.
Log in to Outlook.com using your web browser. Navigate to the Calendar icon, click on 'Show all' in the left pane, and remove any unexpected or unknown subscribed calendars.
Open your Outlook desktop application. Go to 'File' in the top-left corner, click on 'Account Settings', and then select 'Account Settings' from the dropdown menu.
Switch to the 'Internet Calendars' tab. If there are any unfamiliar subscriptions listed, select them and click 'Remove'. Close the dialog and restart Outlook.

Disable Automatic Download of External Content
Emails containing external pictures or links hosted on password-protected servers can force Outlook to prompt for a login.
Switch the Hotmail Account to IMAP or POP
If the Exchange protocol continues to fail, configuring the Hotmail account as IMAP or POP bypasses the Exchange-specific login popup.
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Frequently Asked Questions
Why does Outlook keep asking for my Hotmail password?
This usually happens because a synced internet calendar is requiring authentication, or a specific email contains external images hosted on a secure, password-protected server that triggers the prompt.
Will switching to IMAP fix the Outlook Exchange popup issue?
Yes, configuring your Hotmail account with IMAP or POP instead of Exchange bypasses this specific authentication loop, although you will lose Exchange-specific features like native calendar and contact syncing.
Can my default web browser settings cause this Outlook login loop?
No. If you are experiencing this in the Outlook desktop app, the issue stems from internal application configurations like Trust Center downloads or Account Settings, not your default web browser.
What is the 'This computer only' calendar and can it cause login issues?
A 'This computer only' calendar stores items locally rather than syncing them to the server. If a local item attempts to reach out to an external subscribed service requiring credentials, it can trigger the popup.




