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Shaw's Crabhouse for seafood.
Carmichael's in the West Loop for steak. The girls might like the Wicker Park/Bucktown area. Nice unique shops and boutiques. Good restaurants around there too. You'd have to hop in a cab for that though. Tell 'em "North and Damen". As previously posted, avoid Navy Pier and don't go to Ed Debevic's. You have to see the bean no matter how cold it is outside.
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