Funny trivia fans should check out You Don't Know Jack on Facebook. You Don't Know Jack is a Chicago comedy institution and has employed numerous local comedians and improvisers over the last decade (including myself).
Look, Facebook games are lame, but this one is awesome and not just by Facebook standards. Go check it out. It's free (or to use a industry term, freemium, which means free to play but there are options to also buy more stuff within the game if you want, but you don't have to).