I am having the exact same problem on the iPads in our school. All the iPads that have been upgraded to iOS7 keep prompting for the authentication. It is still saved in the WiFi settings, but as Davidaus above states, it still prompts for the username and password for the proxy all the time. This has only happened on the iOS7 iPads, not the iOS6 ones.
We do not use configurator, and the iPads are not 'managed' in any way, but we do use a Proxy and this is causing a big headache.
I too have 'forgotten' the network, re-discovered and recreated all the proxy settings, but after a shut down and restart or after a while of been asleep, it starts prompting again for the proxy login details, even though they are still there.
I have searched all over the web for a solution with no luck.
Apple - can't you help?!!
I have the same problem on my iPhone 5S.
We have an authenticating proxy that requires log/pass and the iPhone does NOT remember these. Even when you put them in you have to do it 2-3 times.
This is a major pain for one of our blind staff who bought and iPhone 5 to use SIRI
I have also confrimed that th problem exists for my iPad mini and iPad 2
Exactly the same problem for us. Updated to 7.0.4 yesterday and still no fix. We use the Meraki MDM and even that won't get the settings to stay.
We've switched to using a WPAD file and putting the URL to that in the Automatic configuration section instead. Unfortunately this doesn't allow us to specify authentication details, but it's that or nothing at the moment.
Any update on this?
It's driving me crazy.
I use my personal iPhone with iOS 7 on my WiFi office.
We're running ClearOS with proxy and content filter.
The proxy requires authentification.
It works fine with my MacBook with OS X, on any Windows machine, on all Android Phones.
BUT on my iOS 7 iPhone it keeps asking me for the username and password.
I did "forget network" and re-enter all settings manually, including username and password in the WiFi configuration, but nothing does it...
It keeps asking me for the username and password ALL THE FREAKIN TIME and since the password is mucho complicated, it's just ****...
I ended up disabling WiFi for now...
This is an iPad user to user forum, so you are not addressing Apple.
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