Chicago
Hakeem Rashid

Getting Ur Grub On...

Signature Lounge (the 95th floor of the John Hancock bldg)
875 North Michigan Avenue. 312/787.9596

Nine Restaurant (off Randolph and Canal) Chicken any day of the week.
440 W. Randolph St. 312/575-9900

Gaylord's Indian Restaurant (get the chicken Tandorie baked in a clay oven)
900 North Point. 415/771-8822

Wildfire ... Chicken on a Wednesday...get the lemon pepper chicken.
159 W. Erie St. 312/787-9000

Bandares ...for the steak (see if you can be seated near the Michigan Ave window)
535 N Michigan Avenue. 312/644-3524

Goose Island Shrimp for after party hunger(trust me it's a Chicago institution) plenty of parties, depends on your scene.
1800 N Clybourn. 312/915-0071.

Shopping...

If your a male, you must see the man's store, Saks for Men, and of course you must do the Magnificent Mile and Oak Street ...see Barney's, Prada, Jill Sander...

For shoes...

Collections
600 Collections 5941 W. Chicago Ave. 773/379-7302

Alternatives
1969 N Halsted, 312/943-1591

G'bani
949 N State St 312/440-1718 (the sexist women and men).

Lor's
Women's shoes check out. If your trying to do some barging shopping, good luck.
824 W Armitage Ave, 773/281-5655.

Check out Urban Outfitters & Filenes Basement. If you're just window shopping, you have to see the Ralph Lauren store and restaurant/bar (have drinks) and the Armani Store.

Art & Stuff

Make sure that you have time to go by the Museum of Contemporary Art (MCA), 220 East Chicago Avenue. 312/280.2660. There are plenty of Museum's in Chicago.

The Shedd Aquarium, 1200 S. Lake Shore Drive is really nice also and if your playing the tourist, you must see the Sears Tower,233 South Wacker Drive and Water Tower, 835 North Michigan Avenue.

That should keep you busy.