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10Best Lounge
Crimson Lounge
(Nightlife - Lounge)
333 N Dearborn St Hotel Sax Chicago, Chicago  60610 • 312-923-2473 • 312-245-0333
Distance: ~0.49 mi *
        Description: RIVER NORTH. Recalling a 1920s speakeasy with seductive Victorian undertones, Crimson Lounge at Hotel Sax Chicago is positively stunning, as is evident from any of the velvet-covered ottomans and couches. Not surprisingly, the lounge is festooned with crimson draperies and lavish chandeliers. The interior also offers posh displays of traditional Impressionist art. The luxuriant meeting spot will remind you that you don't need to see the Sears Tower to get a feel for the city.
       

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Moda
(Nightlife - Lounge)
25 W Hubbard St, Chicago  60610 • 312-670-2200
Distance: ~0.52 mi *
        Description: RIVER NORTH. Taking as its name the Italian for "fashion," Moda offers a stylish night on the town, complete with a swanky interior and killer cocktail menu.
       

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Pop's for Champagne
(Nightlife - Lounge)
601 N State St, Chicago  60610 • 312-266-7677
Distance: ~0.60 mi *
        Description: LAKE VIEW. Pop's offers over 100 different champagnes in an ethereal, elegant room. The sunken bar highlights piano and jazz combos that grace its elevated stage seven days a week. A lovely outdoor garden, domed ceilings, and a roaring fireplace make this spot a romantic classic. Light appetizers, desserts, and a full bar are available if you don't like the bubbles.
        User Rating: 10 / 10
       

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Pops for Champagne
(Nightlife - Lounge)
601 N State St, Chicago  60657 • 312-266-7677 • 312-266-7676
Distance: ~0.60 mi *
        Description: RIVER NORTH. This long-lived live music club and champagne bar (25-plus years!) is a city mainstay, now relocated from its original Lake View neighborhood. A sleek, stylish bar lets patrons sip and mingle, while a downstairs lounge envelops folks in intimate surroundings and terrific live jazz. The shop sells sparkling wines and offers lunchtime and light evening fare, including scrumptious housemade desserts. A raw bar and caviars are included in the upscale offerings, and more than 125 champagnes are available. Jazz sets begin at 9pm.
       

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The Baton
(Nightlife - Lounge)
436 N Clark St, Chicago  60610 • 312-644-5269
Distance: ~0.63 mi *
        Description: RIVER NORTH. Chicago's best cabaret drag revue is all about "the illusion." This Las Vegas-style revue has been around for over 30 years. A cover charge and two-drink minimum allow you to bask in the glory of some of the most amazing female impersonators you're likely to encounter anywhere. The clientele ranges from professionals to bridal parties. Mimi Marks, internationally recognized one-half Marilyn Monroe, one-half Brigitte Bardot, calls this place home. The music is lively, featuring pop to R&B, and audience participation is mandatory. Neglecting to tip the performers is considered in very bad taste.
        User Rating: 8.75 / 10
       

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Cavanaugh's Bar & Restaurant
(Nightlife - Lounge)
53 W Jackson Blvd Monadnock Building, Chicago  60604 • 312-939-3125
Distance: ~0.71 mi *
        Description: THE LOOP. Located in the Monadnock Building, this bar and restaurant offers business types a place to hang their hats during lunch or after work. The entrance is tucked away in a rather nondescript alley, with the only clue to its existence being a green and white striped awning. Green leather and warm wood tones greet guests upon arrival. The menu includes a mix of sandwiches, pastas, salads, and burgers as well as a laundry list of beers.
       

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Y
(Nightlife - Lounge)
224 W Ontario St, Chicago  60610 • 312-274-1880
Distance: ~0.88 mi *
        Description: RIVER NORTH. Runway-worthy fashionistas, both male and female, strut their stuff at this nightspot that corners the market on high concept. Service is VIP-worthy, and champagne and top-shelf liquors reign supreme. Subdued musical tracks and comfortably couched seating areas allow intimate conversation, and plasma screens display custom video (like fireplaces) to warm things up. For patrons who prefer to interact in more exclusive surroundings, a private, glassed-in room is available.
       

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Signature Lounge at the 96th
(Nightlife - Lounge)
875 N Michigan Ave John Hancock Bldg, Chicago  60611 • 312-787-9596
Distance: ~0.90 mi *
        Description: GOLD COAST. Although a bit touristy, this spot offers the best views in the city on a clear night. The lounge is kept extremely dark to maximize southern and western views, and the lake and Navy Pier are visible from the Art Deco, marble-laden restaurant a floor below. Live jazz is featured on the weekends. The bar has a great selection of cocktails and champagnes. The place draws an unbelievably mixed crowd, which makes people-watching a real treat. Skip it on a cloudy night or if you're prone to vertigo.
        User Rating: 9.5 / 10
       

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Ghostbar
(Nightlife - Lounge)
440 W Randolph St, Chicago  60601 • 312-575-9900
Distance: ~0.96 mi *
        Description: WEST LOOP. If it seems like Ghostbar popped off the pages of hip "Wallpaper*" magazine, that's because it did. The British publication paid homage to the streamlined club, a polished complement to downstairs' super-trendy N9NE restaurant. Get in the mood with a Ghostini cocktail (complete with Casper swizzle stick), and then sit back and take in the high quotient of nightlife attitude. A long line of beautiful people often waits to get in, and star-sighting potential is high.
       

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Nacional 27
(Nightlife - Lounge)
325 W Huron St, Chicago  60610 • 312-664-2727
Distance: ~1.02 mi *
        Description: RIVER NORTH. National 27, whose name refers to the 27 recognized Latin American countries, offers a unique menu featuring a wide range of thrilling Latin American favorites. Indeed, from chimichurri sauce to garlic-roasted chicken Cubano, the skilled kitchen staff goes the extra mile to make sure even novices find something suited to their fancy. After hours, this hip restaurant turns into a nightclub that emanates the spicy grooves of salsa, merengue, and quebradita, making it one of the hippest destinations in town.
        User Rating: 7.5 / 10
       

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* All distances are approximate "straight-line" distances.
  See Directions for actual "travel distances."