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1. C-View at the Affinia Hotel
- It's not the drinks that are the star at this rooftop. Nor is it the view (though the 29th-floor spot...
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- Lounges
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2. Colonial (Le)
- An escapists paradise in the heart of the Gold Coast
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3. Rebar
- Trump's swank hotel bar
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- Lounges
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4. Pops For Champagne
- Upscale River North Champagne Lounge and Jazz Club
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- Lounges
- River North
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5. Redhead Piano Bar
- Wine by the piano
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- Bars
- River North
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6. The Violet Hour
- A Take-Note Bar
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- Lounges
- Wicker Park & Bucktown
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7. Webster's Wine Bar
- Fine wine bar
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- Wine Bars
- Lincoln Park
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8. Green Mill
- Swinging former speakeasy
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- Jazz/Blues
- Far North Side
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9. Rumba
- South American Fare
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- Live Music
- River North
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10. Music Box Theatre
- Historic movie house
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- Cinemas
- Lakeview & Wrigleyville
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The Best of NileGuide
- Are you and your special someone looking to get away for some romantic one-on-one time? Chicago will provide you with beautiful hotel suites, elegant food, and a wonderful selection of bars and lounges to enjoy a romantic evening together. Couples looking for a spectacularly romantic evening will love sipping drinks at C-View on the 29th floor of the Affinia Hotel, while overlooking the sparkling lights of the city. Or, go back in time to experience the beauty of French colonial Southeast Asia at Le Colonial in the swanky Gold Coast. Continue to Pops for Champagne to get carried away by live jazz music with a nice glass of bubbly. And, those looking to have a night with style, enjoy a cocktail in Donald Trump's plush cocktail hotel bar, Rebar. For a fancy yet casual feel take your date to Redhead Piano Bar to listen to some old faves, while getting close over a bottle of wine. Couples who want a romantic neighborhood experience should not miss the elusive Violet Hour in Wicker Park, designed to bring you an old-fashioned speak easy with some of the best cocktails in the city! Wine lovers will feel some loving warmth over a fine glass of wine at the cozy wine bar, Webster's Wine Bar. For a more lively evening head to the infamous Green Mill to swing together to the best live tunes in the city. Finally, go the alternative route with a night of saucy dancing at Rumba, or some artistic bonding at the Music Box Theater.
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