My Chicago: What is the most entertaining bar in the city?
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THE QUESTION: What is the most entertaining bar in the city?
“Spy Bar in River North. It’s a swanky lounge that is unpretentious, but you can smell the money. The women are appropriately underdressed.”
— GEORGE M.
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“Debonair in Wicker Park. It’s the perfect place to grab a drink and dance all night. The DJs do some really sweet hip-hop/dance mixes, and it’s a lot of fun. And Monday nights are themed if you’re looking for some costume action.”
— TRISH GARCIA | ARTS & ARTISANS
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“I love Uncle Fatty’s Rum Resort. They have great cover bands, and the atmosphere makes you feel like you’re on a Caribbean vacation.”
— STACY M.
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“Crimson Lounge. It’s filled with beautiful people and full of energy and sexuality through its muted ambiance. Real eclectic place, but fun.”
— JEFFREY
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“The bar at Tavern on Rush is one of my favorites. The crowd is a mix of all ages, and the food is great. It is always bubbling, though not too loud to interrupt a conversation.”
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— ROANA BAXTER | CONCIERGE AT THE DRAKE
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“Boston Blackies is great for burgers and $10 buckets on Monday and Tuesday. I like Small Bar too, with its food, great craft beer selection and outdoor patio.”
— KATIE B.
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“Juicy on Milwaukee Ave. is a phenomenal wine and cheese bar. The upstairs lounge is cozy with booth seating and a great DJ. It’s a trendy neighborhood bar without the pretension.”
— CHASSIDY WHITE | CONCIERGE AT THE HYATT REGENCY
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“The Tilted Kilt brings all the best elements of a good sports bar together. The scenery is great, and the beer, food and TVs aren’t bad either.
— SCOTT BIENIASZ
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