I'm really looking forward to WordCamp Chicago too, I haven't been to one before and this sounds like a great place to start!

The really terrifying part of driving in the city is what they'll charge you to park! Like I said before, I'm totally going to stick with a motel and ride the L, if I could afford it I'd take the Amtrak down and skip driving altogether :)

Timing could probably save you from the biggest headaches though, driving around the city in the afternoon is probably way less hassle than during rush hour or on a Friday night.

If you get Brian on the show this week, maybe you can hit hit him up for a ride, see if he'll swing out by Gary and pick you up ;)