These are my 5 recommendations on what to do in Chicago. I'm not going to cover the magic bean, deep-dish pizza, or the Willis Tower. You don't need me for that.
Chicago Magic Lounge: A speakeasy combined with a magic show. Locals go here to celebrate special occasions like birthdays and anniversaries. Link
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Rooftop Bar: You haven't been to Chicago if you haven't been at a rooftop bar. The views are killer. Go to Cindy's Rooftop or LH Rooftop
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The Second City: What do Stephen Colbert, Steve Carrell, Bill Murray, and Tina Fey have in common? They got their start from The Second City. Go there to see a comedy show. Link
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Architecture Boat Tour: A riverboat tour explaining the architecture of famous Chicago buildings. Architecture may not be your thing, but the tour is done well. Still not convinced? The tour has drinks too. Link
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Chinatown Restaurants: Chicago is known for the deep dish pizza, but the Asian food is excellent too! Go to Qing Xiang Yuan Dumplings or Michelin-rated MCCB Chicago.
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