I've tried several times to get chat working over the last couple months from several stackexchange sites, followed all of the instructions and it doesn't work.
The help pages reports that all the tests are ok. I've followed the instructions, logged out, logged back in, cleared cookies and cache, tried two different browsers and two different computers as well as the secondary option url. I've done all of this several times for travel, apple, stack overflow and stack exchange.
I'm using Safari 5.1 on Mac OS X Snow Leopard and also have tried Firefox 5.
Every time, when I get to the chat, it says that I need to be logged in to talk.
When trying the chat-login-workaround, I get page not found.