4. Learn To Fly
For just a few hours and a few hundred bucks, you'll be able to say “Yeah, I’ve flown a plane.” The professional instructors at Chicago Executive Flight School will introduce the art of flight during a crash course (sorry). Then you'll take off and fly a single-engine plane around The Windy City (it's even windier up in the clouds). And don't worry: your instructor will take the wheel to safely land the thing.
$249. 1005 S. Wolf Rd. Suite #202, Wheeling (800-901-0730)