31 Things To Do In Chicago
1. M.O.S.I. - captured WWII German Submarine you can actually go on.
2. The Field Museum - Sue the T-Rex and the Lions from the film "The Ghost & THe Darkness".
3. OZ Park
4. Wrigley Field - Soldier Field
5. Hemingway Birthplace & Museum
6. Haymarket Martyrs Memorial
7. The Sears Tower
8. The Frank Lloyd Wright House
9. The Art Institute of Chicago
10. Hull House
11. Millennium Park - The Bean
12. Grant Park - (You can definitely feel the ghosts of Abbie Hoffman, Jerry Rubin and Allen Ginsberg
from the 1968 Democratic Convention)
13. Buddy Guy's Blues Legends - if you're lucky you might even catch the man himself.
14. Reckless Records
15. Quimby's Comics
16. Navy Pier - Ride the Ferris Wheel and imagine The White City.
17. Chicago Fire Memorial
18. Goose Island Brewery
19. Billy Goat's Tavern ("Cheeseborger, Cheeseborger...)
20. Catch an improv show at Second City
21. Picasso in Daley Plaza
22. Chicago Pizza & Oven Grinders across the street from The St. Valentine's Massacre site.
23. Biograph Theater where John Dillinger was killed.
24. Uncle Fun
25. The Shedd Aquarium
26. The Adler Planetarium
27. Fireside Bowl
28. Revolution Books - Women & Children First (feminist bookstore)
29. Lou Mitchell's Diner - Beginning point for Route 66.
30. Al's #1 Beef
31. Visit the historic Blackstone Library.
... that would just about cover a nice long weekend I think.