Forum Discussion
Outlook prompts for password using ADFS 3.0
Hi all, I have an environment with Exchange 2010 in a hybrid setup with Office 365. We have ADFS 3.0 running which is working fine when, for example, we logon to portal.office.com. We migrated ...
Modern auth is enabled for Exchange Online and using Outlook 2016, it is used by Outlook.
This is set on ADFS: Enable-AdfsEndpoint -TargetAddressPath “/adfs/services/trust/13/windowstransport”
When I use the hosts file on a workstation to point autodiscover to autodiscover.outlook.com everything is working as expected, with SSO experience, not asking for a password.
So I think the behavior is caused because autodiscover points to our on-prem Exchange server and during the autodiscover process it hits this server first. But I cannot find an article which agrees with my thought, or a solution/ workaround for this.
This is set on ADFS: Enable-AdfsEndpoint -TargetAddressPath “/adfs/services/trust/13/windowstransport”
When I use the hosts file on a workstation to point autodiscover to autodiscover.outlook.com everything is working as expected, with SSO experience, not asking for a password.
So I think the behavior is caused because autodiscover points to our on-prem Exchange server and during the autodiscover process it hits this server first. But I cannot find an article which agrees with my thought, or a solution/ workaround for this.
It should be the expected behavior in hybrid setup. Autodiscover will and should point to your on-premises Exchange setup.
This article here talks about the autodiscover lookup process in detail: https://blogs.technet.microsoft.com/rmilne/2015/04/29/office-365-autodiscover-lookup-process/