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Best Cocktail Bars in South Side

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56 restaurants available nearby

A photo of Chateau Carbide restaurant
1. Chateau Carbide
3.8
Excellent(212)
Price: Expensive
• Cocktail Bar • River North (Chicago)
Booked 5 times today
Chateau Carbide, nestled in the vibrant River North neighborhood of Chicago, is a gem for those seeking authentic and quality Tapas/Small Plates. This botanical-driven, absinthe-inspired cocktail bar not only offers a stunning rooftop view but also excels in delivering meticulously crafted light bites that have left guests raving. Diners have praised the "outstanding presentation" and the array of flavors, especially noting the "cheese and meat hors d’oeuvre" and "fries with pistachio crumbles and crème fraîche dip" as a delightful surprise. The atmosphere, described as the "perfect blend of lively and gorgeous," enhances the dining experience, making Chateau Carbide a must-visit for anyone looking to indulge in small plates with big flavors.
A photo of The Alderman restaurant
2. The Alderman
4.9
Exceptional(212)
Price: Moderate
• Cocktail Bar • Pilsen
Booked 3 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 Bronzeville Winery restaurant
3. Bronzeville Winery
4.5
Awesome(54)
Price: Very Expensive
• Cocktail Bar • Bronzeville
Booked 5 times today
Bronzeville Winery, located in the vibrant South Side of Chicago, stands out as a premier destination for wine enthusiasts seeking authenticity and quality. This unique establishment not only showcases a rotating wine list from Women, Minority, and African American-owned labels but also pairs these exquisite selections with a dynamic, seasonal menu. Guests rave about the "immaculate vibes" and "elevated" dining experience, emphasizing the perfect marriage of fine wines and reimagined comfort foods. One diner highlighted, "The wine flights were excellent! There wasn't a single glass we didn't enjoy!" making it clear that Bronzeville Winery is a must-visit for anyone who appreciates the finer nuances of a well-curated wine bar.
A photo of Bar Pendry restaurant
4. Bar Pendry
4.3
Awesome(39)
Price: Expensive
• Cocktail Bar • River North (Chicago)
Booked 1 time today
Bar Pendry, nestled in the historic Carbide & Carbon building in Chicago's bustling River North, offers an exquisite Afternoon Tea experience that stands out in the city. The "Sunday Afternoon Boozy Tea," available exclusively by reservation, is noted for its exceptional quality and elegant presentation. Guests have praised the ambiance, describing it as "exceptional" and the experience as "wonderful," highlighting the attentive service where the staff "bent over backwards" to provide a memorable afternoon. The refined setting, complete with cozy banquettes and a sophisticated lounge atmosphere, makes Bar Pendry a premier destination for those seeking an authentic and upscale Afternoon Tea experience in Chicago.
A photo of 14 Parish Restaurant & Rhum Bar restaurant
5. 14 Parish Restaurant & Rhum Bar
4.7
Exceptional(1288)
Price: Expensive
• Cocktail Bar • Hyde Park
Booked 8 times today
14 Parish Restaurant & Rhum Bar in Chicago's Hyde Park is a vibrant gem that masterfully brings the essence of West Indian cuisine to life. Known for its fusion of Caribbean dishes, this local favorite stands out for its authenticity and culinary excellence. Guests rave about their experiences, with one noting, "The jerk chicken dinner was great and the beef patty was delicious...the beef patty was nice and flaky with just the right amount of spice" and another celebrating the "meaty honey jerk wings" and "fork-tender sweet and spicy short rib." The lively atmosphere, combined with a friendly staff and a creative menu, ensures a delightful dining experience that captures the true spirit and flavors of the West Indies. Whether it's the Rasta Pasta or the innovative cocktails, 14 Parish promises a taste of paradise right in the heart of Chicago.
A photo of Vol. 39 restaurant
6. Vol. 39
4.6
Exceptional(77)
Price: Expensive
• Cocktail Bar • Downtown / Loop
Booked 3 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(66)
Price: Moderate
• Cocktail Bar • Downtown / Loop
Booked 11 times today
Industry Ales, nestled in the heart of downtown Chicago, stands out as a premier destination for Brewery cuisine enthusiasts. This delightful venue, spearheaded by Head Brewer Michael Gretz, offers an authentic brewing experience that perfectly captures the essence of the city's rich brewing heritage. Guests rave about their "delicious" and "creative" selection of beers, with one patron highlighting, "The three beers they have so far are delicious, with more almost ready to go." Another review applauds the Ellingham Ale, describing it as "fantastic." Industry Ales isn’t just about the beer; their food pairs wonderfully with their brews, enhancing the dining experience. Whether you're in for a quick lunch or an elaborate dinner, Industry Ales provides a vibrant atmosphere with top-notch service, making it a must-visit for anyone seeking a genuine Brewery experience in Chicago.
A photo of Slightly Toasted restaurant
8. Slightly Toasted
5.0
Exceptional(3)
Price: Moderate
• Cocktail Bar • West Loop
Booked 1 time 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
9. Francois Frankie
4.6
Exceptional(179)
Price: Expensive
• Cocktail Bar • Downtown / Loop
Booked 5 times today
Francois Frankie, nestled in the vibrant heart of Chicago's Loop, is a culinary gem where French American cuisine is celebrated with flair and finesse. The restaurant, known for its enchanting carousel bar and exquisite decor, offers a delightful blend of classic French dishes and modern American flavors. Patrons rave about the authenticity and quality of the menu, with highlights including "the best cheeseburger in the city" and perfectly executed steak frites. The atmosphere is equally praised, described as "a beautiful restaurant with an amazing decor and a great ambiance." Whether it's the escargot or the mussels, every dish is crafted to perfection by Executive Chef Matt Ayala, making Francois Frankie a must-visit for those seeking an exceptional French American dining experience.
A photo of Bar Louie - Dearborn Station restaurant
10. Bar Louie - Dearborn Station
2.7
(1)
Price: Moderate
• Cocktail Bar • South Loop
Booked 7 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.
‘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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