As a Chicagoan for 34 of the last 37 years, I will give you my take on this great city -- even though you are a Cards fan...

Hot dogs -- hand's down -- Hot Doug's -- this is truly a gourmet dog eatery. Chicago outlawed foie gras a while back (since overturned), but Doug was the first one busted for serving foie gras on one of his dogs -- lots of variety. Go on Friday or Saturday and you can get the duck fat fries.

Pizza -- Uno, Due, Giordano's and Gino's are all great -- but Lou Malnati's is the best of the chains. Connie's is alright, but not in the league with the others -- if you want try something different, try Burt's Place in Morton Grove -- you will never have Connie's again. Anthony Bourdain featured Burt's on his No Reservation show -- but you should call ahead if you plan on going. http://www.youtube.com/watch?v=G0iys-vgD6M

Steak -- take your pic -- Gibson's, Morton's, Smith & Wollensky, the Palm, but my favorite is still Ruth's Chris. From Cabo, Toronto, Indy, etc. -- you get the same quality steak -- I usually go with a filet smothered in butter.

Italian Beef -- Al's, Mr. Beef, Patio, Freddy's, Johnnies -- they are all good choices.

Sea Food -- Shaw's and Joe's downtown are quality establishments and have the best selection.

Will update with additional info later.