Two others from my old neighborhood.

Cafe 28: http://metromix.chicagotribune.com/s...,1998485.venue

Cuban/Mexican. Very busy on weekend nights.

Deleece: http://metromix.chicagotribune.com/s...0,425613.venue

Interesting and varied menu. Brunch is also supposed to be a speciality, but I've never been.

Both of these, though, aren't so close if you are staying downtown or along North Michigan. But if you do want to wander further afield, worth considering.

Also walking south along Southport by Deleece can be nice if the weather is good. Cute shops along the way. Music Box Theater is up there as well - http://www.musicboxtheatre.com/ Fun place to catch a movie, especially when the organist is playing!

Another splurge might be Charlie Trotter's

http://www.charlietrotters.com/restaurant/cuisine/

I can't personally recommend it though as I've never been. I just know that in terms of "must go" Chicago restaurants, most would probably think of this place. Some think it's overrated. Maybe check around for reviews?

Oh, and don't forget Chicago's steakhouses. There are *definitely* threads on here listing the favorites.

You may also want to check out Chowhound's Chicago board: http://www.chowhound.com/midwest/boa...o/chicago.html That site (like this one) is addicting to read!