Home > SharePoint 2010, SharePoint 2010 Maintenance > Fixed: SharePoint 2010 Calendars linked in Outlook 2010 Prompting for Credentials.

Fixed: SharePoint 2010 Calendars linked in Outlook 2010 Prompting for Credentials.

I recently ran into an issue with users continuously getting prompted for credentials when linking SharePoint 2010 Calendars with Office 2010 Outlook.  Every time a user would click on a linked SharePoint 2010 calender within Outlook they were prompted to authenticate to a specific web front end server of the SharePoint Farm.  After troubleshooting I learned that the way SharePoint handles calls to the Outlook client is it handles the URL requests to Outlook in this sequence:

Intranet zone URL
Default zone URL
Extranet zone URL
Internet zone URL
Custom zone URL

So by default the SharePoint 2010 linked calendars look at the URL in the Intranet Zone AAM first, and will try to authenticate to that zone.  If there is a URL in the intranet zone where users are unable to authenticate they will be continuously prompted for credentials when accessing the linked calendar in outlook.

For my case I had a Intranet Zone URL AAM pointing to a specific web front end server http://servername:port so Outlook was trying to authenticate to that URL and couldn’t.

After removing the URL AAM for the Intranet Zone and leaving it blank SharePoint looks into the Intranet Zone, determines its blank,  and moves down the list to the Default zone.

After removing the Intranet Zone AAM users were no longer getting prompted for credentials.

If you experience this issue, make sure your Intranet Zone AAM is accessible by your users.

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