As part of my adventures around the U.S. on jetBlue’s All-You-Can-Jet promotion, I will be announcing my arrival dates in each city that I’m visiting, along with a general itinerary of what I’m doing or what I’d like to do. Follow @599club on Twitter to get more daily updates on the adventures of myself and others on the All-You-Can-Jet pass.

Chicago, IL

Arriving mid-afternoon on September 22nd, 2009; leaving at noon on September 24th.

The Plan: I really can’t wait to visit Chicago. I hear that I’ll love it. I am definitely going up to the top of the Whatever-They’re-Calling-It Tower (apparently Sears hasn’t paid the rent in a while), and I’m definitely taking a picture at that shiny egg sculpture thing, and I’m definitely getting fat there. The Cubs aren’t playing in town those particular days, but the White Sox are…

Who I know: A few personal friends, and Ty Ty.

Where I’m staying: Currently negotiating to crash with a friend.

Meetup Action: Probably 9/23 is the best date if you’d like to hang out. Taking any/all suggestions.