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Best Cocktail Bars in South Side

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53 restaurants available nearby

A photo of Chateau Carbide restaurant
1. Chateau Carbide
3.7
Very Good(214)
Price: Expensive
• Cocktail Bar • River North (Chicago)
Booked 1 time today
At Château Carbide, the Tapas / Small Plates cuisine shines with an authentic, botanical twist that elevates the dining experience to new heights. Nestled on the rooftop of Pendry Chicago, diners can savor light bites crafted by expert Pendry Chefs, all while enjoying breathtaking city views. Guests rave about the "outstanding presentation" and "so many flavors" present in dishes like the cheese and meat hors d’oeuvre and uniquely seasoned fries. This al fresco destination captures the quintessential charm of the French countryside. With a vibrant ambiance and staff known for their "amazing service," Château Carbide is a must-visit for tapas enthusiasts.
A photo of The Alderman restaurant
2. The Alderman
4.9
Exceptional(213)
Price: Moderate
• Cocktail Bar • Pilsen
Booked 24 times today
Winner of the 2022 Jean Banchet Award for Best Bar, THE ALDERMAN is an intimate, 16-seat cocktail bar tucked away, behind closed doors, within Pilsen Yards. The cocktail list rotates some of its original cocktail features, while the twists on American classics are staples of the cocktail list.With a plush velvet banquette and a 4-seat counter, it’s the perfect room for a night cap, a date, or a casual evening of one to several astonishingly good cocktails.
A photo of Bar Pendry restaurant
3. Bar Pendry
4.3
Awesome(40)
Price: Expensive
• Cocktail Bar • River North (Chicago)
Booked 1 time today
Off the Pendry Chicago lobby within the historic Carbide & Carbon building, Bar Pendry is a celebration of a classic Chicago cocktail bar. Walk-ins are always encouraged, with reservations taken only for Boozy Tea. With interiors designed by world-renowned design firm Studio Munge, the sophisticated lounge is tucked behind heavy floor-to-ceiling drapery and boasts a dark and moody atmosphere with custom leather sofas, vintage rugs, cozy banquettes and a curated art collection. Anchored around a double-sided fireplace, the 54-person bar offers guests with a selection of classic and seasonal cocktails, wine and local beers along with a menu of elevated bar bites by Pendry Chicago’s Executive Mark Shoemaker and Sunday Afternoon Boozy Tea, available by reservation only.
A photo of Bronzeville Winery restaurant
4. Bronzeville Winery
4.5
Awesome(61)
Price: Very Expensive
• Cocktail Bar • Bronzeville
Booked 24 times today
Bronzeville Winery in Chicago's vibrant Bronzeville neighborhood offers an extraordinary Cocktail Bar experience that is simply unmatched. With an ambiance that's both "chill" and "pleasant," this establishment has become a favorite for those seeking top-tier drinks and service. Guests rave about the "delicious drinks" and "great wine flight," highlighting the creativity and expertise behind each cocktail. The bar's dedication to quality is evident in every sip, making it a must-visit destination for cocktail enthusiasts. With lively music and a "fantastic atmosphere," Bronzeville Winery promises a memorable night out, perfectly blending its rich cultural heritage with modern mixology flair.
A photo of 14 Parish Restaurant & Rhum Bar restaurant
5. 14 Parish Restaurant & Rhum Bar
4.7
Exceptional(1295)
Price: Expensive
• Cocktail Bar • Hyde Park
Booked 41 times today
14 Parish Restaurant & Rhum Bar in Hyde Park, Chicago, is a celebrated gem in the Cocktail Bar scene, offering an extraordinary selection of rum cocktails that "are the best in the city." Patrons rave about their "well-crafted and balanced drinks" that perfectly complement the vibrant Caribbean ambiance. The bar's skilled mixologists create signature cocktails like The Hyde Parker, a crowd favorite, adding to the authentic tropical experience. With its "delightful ambiance" and "stellar service," 14 Parish ensures every visit feels like a mini-vacation. Whether you're a cocktail connoisseur or a casual sipper, this spot promises an unforgettable experience.
A photo of Vol. 39 restaurant
6. Vol. 39
4.3
Awesome(81)
Price: Expensive
• Cocktail Bar • Downtown / Loop
Booked 5 times today
Tucked away in the The Kimpton Gray Hotel is our library of spirits. Vol. 39 is an upscale bar and cocktail lounge in Chicago’s Loop where friendly faces serve classic drinks like Old Fashioneds and Expresso Martinis. For a speakeasy feel with the comfort of your neighborhood bar, Vol. 39’s collection of wine, whiskey and other craft spirits is the ideal spot for an intimate date night, networking with colleagues, pub crawl or your first drink of the night.
A photo of Industry Ales restaurant
7. Industry Ales
4.6
Exceptional(70)
Price: Moderate
• Cocktail Bar • Downtown / Loop
Booked 17 times today
Industry Ales in downtown Chicago is a standout destination for cocktail enthusiasts seeking quality and authenticity. With a craft cocktail program led by James VanDerBosch, the bar offers an impressive array of meticulously crafted drinks that perfectly complement the elevated atmosphere. Guests rave about the “spot on drinks” and “delicious cocktails” that make each visit memorable. The vibrant setting and exceptional service enhance the experience, ensuring an enjoyable evening for all. Whether you're unwinding after work or celebrating a special occasion, Industry Ales promises a cocktail experience that is both sophisticated and welcoming, right in the heart of Chicago's Loop.
A photo of Bar Louie - Dearborn Station restaurant
8. Bar Louie - Dearborn Station
2.9
(7)
Price: Moderate
• Cocktail Bar • South Loop
Booked 2 times today
At Bar Louie, we're passionate about delivering flavor packed experiences. Defined by our award-winning handcrafted martinis and cocktails, our lunch, dinner and happy hours elevate the top-shelf bar experience. In a vibrant atmosphere energized by our local community, we serve all guests looking to create unforgettable moments - making us the go-to-spot for all occasions, from a spontaneous happy hour hangout to a celebratory spot for milestone events.
A photo of Slightly Toasted restaurant
9. Slightly Toasted
5.0
Exceptional(3)
Price: Moderate
• Cocktail Bar • West Loop
Booked 2 times today
Award-winning cocktail and bourbon bar that is home to one of largest whiskey collections in Chicago with over 900 selections, 30+ private barrels, and 200+ vintage and rare bottles. Also home to 18 taps & 80+ cans of craft beer, and chef-driven comfort food.
A photo of Francois Frankie restaurant
10. Francois Frankie
4.6
Exceptional(184)
Price: Expensive
• Cocktail Bar • Downtown / Loop
Booked 24 times today
Francois Frankie, nestled in the heart of Chicago's lively Loop area, offers a remarkable French American dining experience that is both authentic and delightful. Helmed by Executive Chef Matt Ayala, the menu masterfully combines French classics like escargot and French onion soup with contemporary American favorites, earning accolades from diners who describe the food as "absolute perfection" and "delicious beyond compare." The revolving carousel bar adds a unique charm, enhancing the vibrant brasserie atmosphere. Perfectly positioned for pre-theater dining, Francois Frankie is celebrated for its "wonderful hospitality" and "impeccable service," making it a must-visit for culinary enthusiasts seeking a taste of refined French American cuisine.
‘About the restaurant’ descriptions have been generated using an artificial intelligence model comprised of OpenTable proprietary data that has not been independently verified by OpenTable. The content is presented as-is, for informational purposes only.

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