I was born and raised in Chicago before recently moving to DFW. If you get a chance, you MUST eat at Charlie Trotter's, though it's probably too late to get a reservation (you should still try though). If you want to set your sights a little lower, check out Signature Room and the bar on the 95th floor of the Hancock building. You can hit the Rush and Oak Street areas for decent bars and meals. If you're into gritty places with history, try the Billy Goat Tavern. Also check out Gino's East for great deep-dish patty style pizza. If you can drive, go check out Bob Chinn's in Wheeling, the largest fresh seafood restaurant in the country - you might enjoy seeing the likes of Maybachs, Lambos, and Ferraris in the valet stand. Of course you're from the Eastern Seaboard, so fresh seafood might be passe to you...

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