Outlook Login Problems

How to Stop Outlook Login Popups for Hotmail Exchange Accounts

Muhammad TalhaMuhammad Talha Oct 14, 2026 870 views

Question details

Users are experiencing persistent and recurring login popups in Outlook when configuring a Hotmail account via Microsoft Exchange.

How to Stop Outlook Login Popups for Hotmail Exchange Accounts
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.
Before you start

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.

Solution 1Recommended

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.

1
Check Outlook on the Web

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.

2
Open Account Settings in Outlook Desktop

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.

3
Remove Internet Calendars

Switch to the 'Internet Calendars' tab. If there are any unfamiliar subscriptions listed, select them and click 'Remove'. Close the dialog and restart Outlook.

Remove Subscribed Internet Calendars
Calendar Syncing: Once the problematic calendar is removed, the Exchange server will stop requesting unnecessary authentication credentials.
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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.