@Alex room in our car, though I can't promise my driving will be less rough than a checked bag, lol...
@James glad to hear you're making the trip, hope we can get in a pick up game. This will actually be my first Gen Con as well, however, general con tips:
Water
Snacks (con food is worse than movie concessions)
Be prepared to wait in line, a lot
If you're carrying a bag, never put it down, if you must to play a game, put the strap around your foot, every con I've gone to, someone always gets robbed, don't give anyone an opportunity
Hope that helps!
Oh, and have fun!!