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iOS 8 Safari not working with sites using Windows Authentication (again)

A testbed of iPhones and iPads were updated to iOS 8 today. When trying to access intranet sites in our company that use Windows (IIS) Authentication, it challenges for the login and password 2 or 3 times, then nothing - just hangs. These sites work fine on iOS 7 devices - and worked on the same devices that were upgraded.


Windows Authentication was broken in iOS 7.0 also and not fixed until a later update. Why does this keep getting broken?

iPhone 4S, iOS 8

Posted on Sep 17, 2014 7:15 PM

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54 replies

Feb 25, 2015 5:45 AM in response to mannaggia

There's an issue with this in Safari in OS X Yosemite too. It works occationally, but after a while (for whatever reason) it stops working and trying to access the web address hosted by Windows IIS won't work i.e. Safari won't load it – it tries but doesn't go anywhere. When this happens it always work to log out of the OS X account and then back in again. That makes Safari load the site, until it is triggered again (whatever triggers it).


My manager here at work is running Mavericks and for him it always works in Safari, so it seems to be something with Safari in Yosemite. If we could figure out what process it is that is restarted (when loggin out of the OS X account) that make it work again, one could of course manually restart just that process as a more convenient workaround than loggin out.


On iOS I guess there's no easy workaround since you can't log out or restart individual processes.

Aug 28, 2015 12:36 PM in response to D6564

The bug has not been fixed in iOS 8.4.1.


I think there are at least to possibilities.

  1. It's not a priority for Apple
  2. Apple is treating Windows Authentiction, NTLM, like Flash and dropping support for it in favor of newer technologies.


Either way, I wouldn't write and iOS app that depended on NTLM.


Work arounds include configuring IIS to use Azure AD authentication, using forms authentication, using ADFS authentication and using Azure AD Applicaiton Proxy.

iOS 8 Safari not working with sites using Windows Authentication (again)

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