Turns out that blort's uncle is getting remarried this weekend. The festivities are somewhere a couple hours south of the city but apparently it won't be a very drawn-out affair, so I might just be able to stop by on the way home.
Wireless, if you want to stay up all night, the last bars close at 5am. You can always meander around Wicker Park for a little bit afterward (my favorite taco place there doesn't close until 6 or 7am on the weekends) and catch the Blue Line back to O'Hare. I've hopped on from the Damen stop (see
transitchicago.com) a little after 6am and made 7am flights before, but that might be cutting it a little close.