Linksys E1500 Guest Network Password Prompting

We have a Linksys/Cisco E1500 v1 wireless router that as an AP and worked without issue.  It had the latest firmware and the router was given an IP address and DHCP was disabled.  We setup the guest network and we were able to connect to it however it would not prompt for the password.  No matter the device/OS (tablet, phone, computer, et cetera) when you opened a web browser it would fail even though it did get a 192.168.33.X address.  You had to manually go to 192.168.33.1 and it showed the Cisco Connect password page...most of the time.  We ended up upgrading to DD-WRT which had it's own issues, but how can we solve this?  

We up
gta2011Asked:
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Fred MarshallPrincipalCommented:
I'm always leery of reports that say that there was a "connection" but other things didn't work (like internet access).
It generally means that the security wasn't right.  i.e. passphrase

It's troubling that you aren't being prompted to enter the passphrase.
In general, I'm not aware of any router/AP that will lease out an IP address if the passphrase isn't provided.

Maybe the guest network is OPEN?  i.e. no passphrase required?

Maybe the guest network isn't connecting/routing to the internet?

A little more detail would help.  
What is the IP address range on the LAN and regular wireless?
What is the IP address range for the guest network?
What does the command prompt yield from:
ipconfig /all
??
Can you ping the access point IP address?
Can you ping the internet gateway IP address.
What does the command prompt yield from:
nslookup
??

This sounds like a DNS problem but it's hard to say without more info.
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