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OWA https link works internally but not working externally - shows 404 page not found error.

Posted on 2016-11-02
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Last Modified: 2016-11-12
I have exchange 2003 with SP2 running on windows 2003 server and IIS6.

Internally:

I get https://myemailserver/exchange to work and it goes to the certificate warning page and then to the login page.


Externally:

But when I goto https://mail.mydomain.com/exchange externally (outside the domain) it goes to a 404 page not found error.


Please note: http://mail.mydomain.com/exchange works just fine externally and http://myemailserver/exchange work just fine internally without any issues.
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Question by:IT_Field_Technician
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8 Comments
 
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Expert Comment

by:Thomas Wheeler
ID: 41871200
are you using NAT on the inside? Is your source NAT rules set properly to allow access to the external URLS for internal users?
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Author Comment

by:IT_Field_Technician
ID: 41873321
Hi Thomas how do I determine if I am using NAT on the inside - do you mean on my firewall?

If so yes I am using NAT on the inside on my firewall. I have reviewed my firewall config and my http and https NAT is configured properly and pointed to my exchange server IP address for port 443  and port 80.

Any other ideas?
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Author Comment

by:IT_Field_Technician
ID: 41873345
could this be the reason Why OWA is not accessible externally on https?

because the self signed certificate has expired?

q
0
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Author Comment

by:IT_Field_Technician
ID: 41873347
I am also noticing that this is not checked - If this is not checked then how am I able to get to https://localhost/exchange INTERNALLY and log in without a problem?

t
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Author Comment

by:IT_Field_Technician
ID: 41873363
I just found this but this is not the error I am getting this article describes error 403.4 Forbidden page:

https://support.microsoft.com/en-us/kb/839357

where as I am getting:


The webpage cannot be found
 
  HTTP 404


1214.png
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Author Comment

by:IT_Field_Technician
ID: 41877609
Is anyone there?
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Accepted Solution

by:
IT_Field_Technician earned 0 total points
ID: 41877650
Nevermind - I answered my own questions - I actually caused the issue by deploying SSL VPN on my watchguard firewall- Even though my https proxy (which was using incoming port 443) for OWA access was above the SSL VPN policy in priority the SSL VPN policy overrode it for some reason and when I disabled the SSL VPN policy that I just created the other day I was able to get to httpS://mail.mydomain.com/exchange.

Thanks for everything!
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Author Closing Comment

by:IT_Field_Technician
ID: 41884559
thanks
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