I've eaten at the
Weber Grill downtown twice and liked it both times. I also agree with the people who suggested:
- Harry Caray's Very yummy Chicken Vesuvio!http://www.harrycarays.com/in_chica.htm
- Geja's Very romantic. They used to have a 3 course dinner: cheese, veggie/meat/chicken/seafood, chocolate fondues.
- Bob Chin's Crabhouse Great crab and mai-tais to die for.
- Lawry's The Prime Rib My DH loves this place, but it's pretty pricey. I was there ages ago, but I don't remember the specifics. http://www.lawrysonline.com/primerib/f_chicago.html
- The Signature Room on the 95th Floor This restaurant has a fabulous Sunday brunch and the view can't be beat! The best view is actually from the ladies room
. http://www.signatureroom.com/ If you can't afford to eat there, why not have a drink up at the lounge on the 96th floor? The drinks are expensive, but the view is free. And you can still use the great view ladies room
.
You may or may not like Ed Debevic's (
http://featuredfoods.com/cgi-local/SoftCart.exe/a-store/c-Ed_DebevicAns.shtml?E+scstore+debevic) . The food is OK, but it's diner fare. OTOH, I cannot recommend Dick's Last Resort unless you want to get silly drunk and do things like dance on the tables and throw spit-balls. The food is terrible. I ended yup there one late Sunday night when everything else was closed down. Never again.
http://www.dickslastresort.com/
Some other places I would recommend are:
- Uno's or Due's Pizza If you have not had the original Uno's pizza, you are really missed out! It is so much better than the franchised pizza. Uno's is the original restaurant, but Due's (about a block away) serves the same great pizza. http://www.pizzeriauno.com/
- Big Bowl Asian Kitchen Great food, very fresh. Everything I have had there was very good. Plus, it's affordable
. http://www.bigbowl.com/
If I think of any more places, I'll add them later.
Now ... what do

. I go to Chicago with my 4 year old, so my options are usually limited. I really like the Shedd Aquarium. The new Shark's Reef exhibit is very cool. As is the Oceanarium with their dolphins and beluga whales. If you are planning on returning within a year, buy a yearly family membership. It's only slightly higher than 2 day passes. Or, you can get a special pass which covers a number of museums. I prefer the shopping on State Street to Michigan Ave. Probably because I am shopping to
buy something and not window shipping. Window shopping is better up on the Gold Coast (Michigan Ave).
I think seeing Second City is a great idea! I have not been in years and years, but now I really want to go again. I saw Jim Belushi, Tim Kazurinsky, Mary Gross, Rick Thomas, Mike Myers and Chris Farley "way back when".
http://www.secondcity.com/index.asp
Lastly, if you are felling particularly brave, you might want to consider using Priceline for your hotel room. You can even choose the North Michigan Ave (NMA) area. For instance, the NMA Hyatt Regency is coming up in the low to mid $40's per night. The Hyatt is a little off the beaten path (1 block off Michigan Ave on the Wacker Drive), but that's what taxicabs are for

. Honestly, I would stay in any of the 3* or 4* NMA hotels that come up on Priceline. They are all great properties. Check out
www.biddingfortravel.com for more information on how best to bid on Priceline and what hotels have historically come up in Chicago.
Good luck and have a great time! If I think of anything else, I'll add it

.