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Date Ideas in Chicago

The Abbey Pub & Grill

Acoustic / ATM / Balcony / Bar Food

Party Earth Review Substantially renovated in 2011 by Spike TV’s Bar Rescue, The Abbey Pub & Grill is an Irish pub-meets-concert hall that welcomes patrons with Guinness, guitars, shepherd’s pie, and a good dollop of soccer. Known as The Green Room, the pub/restaurant space sees couples cozying in around candlelit tables with bangers and ... more

3420 West Grace Street
Chicago, IL 60618

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The Orbit Room

20s / 40s / Artsy / ATM / Average Joes

Party Earth Review A strange planet where tiki life meets retro drinking den, The Orbit Room attracts artsy hipsters and blue-collar locals alike looking for updated American pub fare paired with specialty drinks. Mature college students entering the single room lounge head to the leather-padded bar to sip one of the few craft beers on hand ... more

2959 North California Avenue
Chicago, IL 60618

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Epic

Button-downs / Cocktails / DJ / Bar

Reviewed by Scott N.

"One of the most underrated bars in Downtown Chicago. Instead of taking the usual route of most people. Try the skyline bar EPIC. Perfect for that s ..." more

112 West Hubbard Street
Chicago, IL 60654

Girl & the Goat

30s / 40s / Business Types / Dinner

Party Earth Review Tantalizing plates of veggies, fish, and, yes, plenty of takes on goat give Girl & the Goat wide appeal among everyone from hardcore foodies to adventurous groups of trendy friends. Opened in 2010, Top Chef winner Stephanie Izard’s West Loop hotspot still sees reservations booked far in advance, but the cavernous loft ... more

809 West Randolph Street
Chicago, IL 60607

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In Fine Spirits

Absinthe / After Work / Blouses

Party Earth Review Right at home among the quaint brunch spots, casual ethnic restaurants, and quirky boutiques that call Andersonville home, In Fine Spirits is a cozy wine bar that exudes sophistication without exhausting patrons’ wallets. The space is bright and minimally decorated, with low lounge chairs and simple tables scattered down ... more

5420 North Clark Street
Chicago, IL 60640

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Kamehachi

All Ages / Asian Food / Casual

Reviewed by Maria S.

"My Take: Deemed Chicago's First Sushi Restaurant, this Japanese sushi bar offers a variety of fresh options. If you are not interested in traditional ..." more

1531 North Wells Street
Chicago, IL 60610

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Scofflaw

Ambient / Casual / Chill / Crowded

Reviewed by Joshua M.

"As a fan of anything related to the 1920's and The Great Gatsby, I was recommended this speakeasy-style bar from several friends and potential bootleg ..." more

3201 West Armitage Avenue
Chicago, IL 60647

D.O.C. Wine Bar

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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NoMI

30s / Breakfast / Date Place

Reviewed by Lauren M.

"My boyfriend and I dined at NoMI this past weekend and we were beyond impressed! Our waiter was extremely helpful and provided many suggestions, the o ..." more

Park Hyatt Chicago
800 North Michigan Avenue, 7th Floor
Chicago, IL 60611

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The Violet Hour

30s / 40s / Ambient / Bar / Blouses

Party Earth Review Camouflaged behind a colorful plank façade adorned with an ever-changing display of graffiti art, The Violet Hour offers an unexpected touch of upscale luxury to a neighborhood better known for dive bars and hipster hangouts. A series of dark blue floor-to-ceiling curtains part to reveal the various rooms of the venue ... more

1520 North Damen Avenue
Chicago, IL 60622

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Arami

30s / 40s / Affluent / After Work

Party Earth Review Far removed from the bigger nightlife areas of Chicago, Arami entices discerning diners with Japanese fare way (WAY!) beyond California rolls. A Shinto gate marks the otherwise nondescript entrance, leading patrons into a small, modern lounge with exposed brick, a handful of candlelit bamboo tables, and a long sushi bar ... more

1829 West Chicago Avenue
Chicago, IL 60622

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Webster's Wine Bar

30s / 40s / Ambient / Blouses / Dinner

Party Earth Review Inspired by a couple's trip to a wine bar in Spain – and their lassitude about remaining in the litigation world – Webster's Wine Bar is an unpretentious little venue that bottles up a whole world of wine. Whether to vie for the budget-friendly flights, the featured wine, the informative classes, or just to lay waste to ... more

1480 West Webster Avenue
Chicago, IL 60614

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All date ideas in Chicago →

Chicago Date Ideas Overview

Planning a date in Chicago? Well, it’s almost not fair how easy it is. In a city teeming with classy cocktail lounges, music venues, comedy clubs, and world-class restaurants, it is nearly impossible to go wrong.

Those hoping for a romantic date should head to the Signature Lounge on the 95^th floor of the John Hancock Building, where they can sip cocktails and enjoy sweeping views of the city skyline. Afterwards, enjoy an exquisite meal at one of Chicago’s world-famous restaurants, such as Aviary or Girl & the Goat, which offers a fantastic foodie experience for those who love to eat.

Looking for something more casual? Chicago blues clubs offer a laid-back experience and unbeatable music on most nights of the week. Check out B.L.U.E.S. in Lincoln Park or Buddy Guy’s Legends in the South Loop for a relaxed date experience that is sure not to miss. Chicago is also home to hundreds of music venues across a variety of genres, so hipsters can take their sweethearts to Metro while metalheads enjoy date-night at The Mutiny.

Hipsters and cocktail-lovers should head to The Violet Hour for a romantic date. Or if the line is too long, try The Whistler, which also serves up classy cocktails and offers live music or DJs nearly every night of the week. Beer nerds can bring their dates to The Map Room, while whiskey-lovers should head to Fountainhead for an extensive scotch list and mouthwatering mac & cheese.

And of course, for those at a complete loss, it’s impossible to go wrong with a Second City show. A late night of laughs at this Chicago institution is sure to earn anyone a good night kiss.