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Singles in Chicago
20s / 30s / Bar Food / Beer on Tap
Reviewed by Chris M.
"In some ways the Southport Corridor offers a respite from Clark Street with slightly older and more sophisticated patrons than the 21-25 year olds tha ..." more
3258 North Southport Avenue
Chicago, IL 60657
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20s / 30s / ATM / Bar / Blouses / Club / DJ
Party Earth Review Harkening back to the era of big hair, disco, and vinyl upholstery, the retro-themed Beauty Bar Chicago is the eighth permutation of the Beauty Bar franchise, known for combining a bar and club with the chance to get a manicure. Multicolored bubble designs and teal walls set the tone in the front room, while funky ... more
1444 West Chicago Avenue
Chicago, IL 60642
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20s / 30s / 40s / ATM / Balcony / Bar / Club
Party Earth Review Named for its two separate entrances – one for the fans and one for the bands – Double Door is a simple club where music undeniably takes center stage. With its single long bar the only element that takes away from the open wooden dance space and a standing room capacity of only five hundred, it seems incredible that the ... more
1572 North Milwaukee Avenue
Chicago, IL 60622
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ATM / Bar Food / Brunch / Burgers / DJ
Reviewed by Sarah N.
"The Chicago edition of New York McFadden’s, it offers all the comforts of an Irish bar within the convenience of a Gold Coast location. Perfect for s ..." more
1206 North State Parkway
Chicago, IL 60610
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20s / 30s / 40s / Artists / Bands / Bar / DJ
Party Earth Review Situated inside the massive 88,000-square-foot Flat Iron Arts Building, Debonair Social Club features a roster of rotating theme nights and performances that aim to blend art, music, and fashion. Splashed in hot pink and electric blue lights, along with dizzying black and white stripes painted on most of the walls, the ... more
1575 North Milwaukee Avenue
Chicago, IL 60622
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20s / 30s / 40s / After Work / Ambient
Party Earth Review An offshoot of the adjoining Dunlay’s on Clark restaurant, D.O.C. Wine Bar is an oasis of civilized consumption in a neighborhood better known for its party-hardy post-college crowd. The lounge is almost cocoon-like, featuring a few porthole windows looking out onto noisy Clark Street and a starkly decorated industrial ... more
2602 North Clark Street
Chicago, IL 60614
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20s / 30s / Bar Food / Beach Bar / DJ
Party Earth Review Situated on the upper decks of the behemoth boat-shaped North Avenue Beach House, Castaways Bar & Grill reaps the benefits of its locale, overflowing with the young, the athletic, and the bronzed the minute the weather warms. Although a number of amenities along the Beach House’s ground floor are available to beachgoers ... more
1603 North Lake Shore Drive
Chicago, IL 60614
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20s / 30s / ATM / Anything goes / Bar
Party Earth Review With a rich history in the arts and music scene, The Flat Iron, formerly the live music venue The Blue Note, draws a dedicated community of creative patrons. The giant face of a skull immediately greets guests upon entering – usually accompanied by the deafening sounds of Black Sabbath from the jukebox – while murals by ... more
1565 North Milwaukee Avenue
Chicago, IL 60622
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20s / Bar / Bar Food / Bar Food / Beer
Party Earth Review Part upscale bar, part restaurant, part club, and part bountiful beer garden, Zella is either the greatest thing since sliced bread or is suffering from multiple-personality disorder – either way, patrons come in droves to drink, flirt, and drink some more. A deceivingly small entrance in the simple brick façade leads ... more
1983 North Clybourn Avenue
Chicago, IL 60614
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20s / 30s / Alternative / Bar Food
Party Earth Review Mere steps from Wrigley Field and consisting of thirty thousand square feet of drinking and music, The Cubby Bear is a monolithic sports bar dedicated to Cubs fanaticism and live performances ranging from reggae to Grateful Dead tribute bands. Six long bars spread over two floors and more than seventy TVs invite pre-gamers ... more
1059 West Addison Street
Chicago, IL 60613
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20s / 30s / 80s Music / Bar / Bar Food
Party Earth Review The Beaumont Bar & Grill – more commonly referred to as just Beaumont’s – is open late. As in 5am late. As in, “Screw it, we’re already knee-deep in booze wannah dance” late. Although neon signs and affordable beer hint at the regulars from nearby DePaul University, the front room actually looks like a sedate neighborhood ... more
2020 North Halsted Street
Chicago, IL 60614
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Chicago Singles Overview
Single in Chicago? Plenty of people are! With such a young population, it is no surprise that Chicago offers plenty of upscale, laid-back, swanky, and divey spots where singles can meet, mingle, and more.
A great place to start is Hubbard Street, which offers a great variety of upscale and dress-casual watering holes and clubs where young singles sip martinis and flirt away. From Bull & Bear, a swanky sports bar full of well-dressed young professionals, to RockIt Bar & Grill, where energetic singles belt 80s ballads, Hubbard Street is generally a good bet for those looking to meet someone new.
Hipsters may choose a different route and bar crawl in Chicago’s most skinny jean-clad neighborhood, Wicker Park. With dozens of bars and clubs within a stone's throw of the Damen Avenue blue line stop, there are plenty of places to meet new people. The Flat Iron bar is a popular spot among Wicker Park locals, where Chicago singles can gather and flirt, all while downing whiskey shots.
Although it can be great fun to be single in Chicago, there are a few places to avoid. The Rush & Division corridor is known for older men trying to pick up younger women, and with the nickname “The Viagra Triangle,” it’s best to avoid this area as a single lady.
Popular Chicago Neighborhoods
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