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Exchange 2007/Server 2008 Cannot Login To OWA using https://mail.company.com/Exchange

Posted on 2013-05-23
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Last Modified: 2013-07-09
We introduced 2 new mailbox servers (clustered/CCR) to our existing environment (2 servers, fail-over cluster). I've moved my mailbox to the new cluster and everything works great; Outlook connects, the replication works great.

But the problem is, when I try to log in to OWA using https://mail.company.com/Exchange, the authentication prompt continues to pop-up and I can't log in. But, if i use https://mail.company.com/owa I log in no problems.

So, I'm thinking it has something to do with the setup of the virtual directories but I just can't figure it out.
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Question by:zito2000
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by:Ben Hart
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Open your Exchange Management Console, Server COnfiguration, Client Access then the Outlook Web App tab.  view the properties of the entry under that tab.  That will list the url to your OWA link.  You can change it there as well, but I believe youd have to stop and restart IIS afterwards.

More info here: http://technet.microsoft.com/en-us/library/aa998359.aspx
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Simon Butler (Sembee) earned 500 total points
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Why are you using /exchange anyway? That is just for legacy support to catch anyone using the old URL. They will be sent back to /owa for login.

I would suggest resetting the virtual directory.
http://technet.microsoft.com/en-us/library/aa998849(v=exchg.80).aspx

Simon.
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by:Ben Hart
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I get the impression that OP wants to keep using /Exchange because maybe his user base is accustomed to that. Maybe they fear change? lol IDK though.  Just my thoughts.
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by:zito2000
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@ubadmin, Yes, this is exactly why I want to try to get /Exchange to work. I have a lot of users and they are too used to using /Exchange. It sounds silly, but if we told them to use /owa I would get a ton of phone calls asking "why can't I log in to my email".

@Sembee2, I will try resetting the virtual directories and see if that helps. Otherwise, my users better get used to using /owa
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by:Ben Hart
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When I did our migration year before last, I changed our entire url.. from webmail.company to internetmail.company.. your users will get used to whatever you designate for them.  You're the man, you make the rules.  But that might just be me ;)
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by:hecgomrec
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I did have this issue few months ago and this is what I did:

I told the users to use from now on one address:  mail.company.com

I fix my MX records to accept this address, add this address to the security certificate and point to the desired IP then on exchange I created 2 redirection to the right address.

So when they type mail.company.com they will go: https://mail.company.com/owa
and when they type mail.company.com/exchange they will go: https://mail.company.com/owa

Hope this help!!!
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