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Best Restaurants with a Happy Hour in South Side

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281 restaurants available nearby

A photo of The Florentine restaurant
1. The Florentine
4.4
Awesome(1308)
Price: Expensive
• Italian • Downtown / Loop
Booked 24 times today
Located in the JW Marriott Chicago, in the city’s bustling Loop Financial district, The Florentine offers an elegant yet accessible interpretation of seasonal Italian cuisine.Characterized by simplicity and paramount ingredients, the menu showcases top imported Italian pastas, cheeses, salts and meats as well as ingredients from local farms.The Florentine offers semi-private and private dining spaces, accommodating anywhere from an intimate dinner for six, to a cocktail reception for 130. Our large private dining room can seat 60, or be divided into two smaller rooms holding 20-30 guests. Semi-private dining for large groups is also available.
A photo of Virtue restaurant
2. Virtue
4.9
Exceptional(617)
Price: Expensive
• Southern • Hyde Park
Booked 62 times today
Stationed in the Hyde Park neighborhood of Chicago, Virtue is a Southern American restaurant that leads with a culture of hospitality & kindness. We’ve worked hard to create a warm, honest & thoughtful space. We pride ourselves on unpretentious service, timing & most importantly providing great value. At Virtue we use heritage techniques to create some familiar flavors, & some new ones. We hope to see you soon.
A photo of El Che Steakhouse & Bar restaurant
3. El Che Steakhouse & Bar
4.7
Exceptional(2108)
Price: Very Expensive
• Steakhouse • West Loop
Booked 85 times today
Located just beyond the West Loop’s famed “restaurant row,” El Che Steakhouse & Bar is Chicago's go-to destination for steak, seafood, and live-fire cooking. The restaurant is modeled after Executive Chef/Partner John Manion’s fascination with Argentinean asados: traditional backyard barbecues surrounding the flame. A 12-foot custom-built grill serves as the centerpiece for this downtown asado which embraces South American-tinged meats, seasonal vegetables, fresh seafood, and of course, steak. The hearth also serves as the heart of the restaurant’s experiences such as dining at the Hearth Table. Join us for happy hour at our cocktail bar, featuring signature cocktails and fiery bar bites or indulge in a glass of wine from the country’s only South American wine list. No matter what you choose, El Che brings the heat seven nights a week.For large groups, private events, birthdays, or celebrations, email us info@elchechicago.com.
A photo of Morton's The Steakhouse - Chicago - Wacker Place restaurant
4. Morton's The Steakhouse - Chicago - Wacker Place
4.6
Exceptional(3278)
Price: Very Expensive
• Steakhouse • Downtown / Loop
Booked 40 times today
What began in Chicago in 1978 is now one of the most award-winning steakhouses around. For over 30 years, Morton's The Steakhouse has been on a mission to provide "The Best Steak… Anywhere." Focusing on quality, consistency and genuine hospitality, Morton's seeks to provide not only memorable cuisine, but a memorable experience. With fresh, succulent seafood and famed USDA prime-aged steak, it's no surprise that Morton's has thrilled diners all over the world. For a glimpse of a higher standard of steakhouse, come see the legendary Morton's experience for yourself.
A photo of avec West Loop restaurant
5. avec West Loop
4.8
Exceptional(851)
Price: Moderate
• Mediterranean • West Loop
Booked 101 times today
avec, a wine-focused restaurant in Chicago, features Midwestern takes on Mediterranean classics. Inspired by the sun-drenched wine regions of the Mediterranean, avec West Loop has been a Chicago favorite for over 20 years. Originally conceived as a wine bar, avec is the second concept from celebrated one-off hospitality, with communal and bar seating—it is a high-energy, intimate, and interactive experience.For parties of 6 or more, please call us at 312-377-2002.
A photo of Roanoke restaurant
6. Roanoke
4.3
Awesome(1463)
Price: Moderate
• American • Downtown / Loop
Booked 71 times today
Roanoke Restaurant, located in the Loop, is a local favorite known for its excellent service and top-tier culinary offerings. The menu highlights artisan comfort food, signature rotisserie dishes, and hand-crafted cocktails. The restaurant's design features luxurious finishes, copper accents, and warm lighting inspired by the rotisserie and brick oven in the open kitchen. Whether you're enjoying happy hour at the bar, dining by the fireplace for a more intimate experience, or joining the vibrant lunch crowd, Roanoke is an ideal spot to gather with colleagues, friends, or family. The restaurant also offers large event spaces that can accommodate up to 250 people.Guests can enjoy parking validation at the 172 W Madison Self-Park Garage. After 4 p.m. on weekends and weeknights, park for free with a $25 meal purchase. Be sure to bring your parking slip for validation. Not valid for valet parking.
A photo of Proxi restaurant
7. Proxi
4.7
Exceptional(2410)
Price: Expensive
• Global, International • West Loop
Booked 29 times today
Proxi offers Modern American Cuisine with cooking that reflects the diversity, innovation, and openness of American culture. Proxi showcases seasonal ingredients in an elegant setting, emphasizing open-fire cooking. Located in Chicago’s West Loop neighborhood along Restaurant Row, Proxi, designed by award-winning Meyer Davis, unites an award-winning team to transport its guests around the world, beginning with cuisine and extending to an eclectic beverage program focused on worldly inspirations and diverse, exotic ingredients. Casual, yet fast-paced service guides Proxi’s international culinary experience, with fine-dining standards and in-depth product knowledge leading the charge, balanced by genuine energy and enthusiasm.
A photo of Bronzeville Winery restaurant
8. Bronzeville Winery
4.5
Awesome(58)
Price: Very Expensive
• Contemporary American • Bronzeville
Booked 27 times today
Bronzeville Winery is a destination where exceptional food, fine wine, and vibrant energy come together. The menu offers seasonal small plates, artisanal cheese boards, seasonal large plates, and a variety of vegan and vegetarian options, ensuring there’s something for every palate. From indulgent Sunday brunch to curated wine and whiskey tasting flights, each visit is a celebration of flavor and creativity. Located just moments away from U Chicago , Hyde Park and 3 minutes from Lake Shore Drive.BW sets the perfect mood with live music every Wednesday and Sunday & DJs for the vibe Thursday - Saturday. Stop by for Happy Hour Wednesdays & Thursdays from 4–6 or gather for unforgettable celebrations, birthdays & dates —whether it’s a party of 30 or a buyout for 200 guests.As the 2023 Jean Banchet Award Winner for Best Hospitality, Bronzeville Winery offers an unmatched combination of warm service, a welcoming atmosphere, and a soulful connection to Chicago’s rich cultural heritage.
A photo of Chateau Carbide restaurant
9. Chateau Carbide
3.7
Very Good(214)
Price: Expensive
• Cocktail Bar • River North (Chicago)
Booked 1 time today
Welcome to Château Carbide, our botanical-driven, absinthe-inspired cocktail bar, featuring seasonal light bites from Pendry Chefs. Perched on the rooftop of Pendry Chicago, this indoor-outdoor al fresco destination evokes the airy, effortless allure of the French countryside with a sun-drenched garden setting overlooking the city.Please note the following policies:**Chateau Carbide is a 21+ establishment**Light Bite service is available until 10:00 PM**Outdoor tables are subject to availability, and a reservation does not constitute an outdoor table. We do our best to accommodate all guest seating requests. **Reservations are encouraged but not required, subject to availability.
A photo of Acanto restaurant
10. Acanto
4.8
Exceptional(3862)
Price: Expensive
• Italian • Downtown / Loop
Booked 52 times today
Across from Millennium park and along Chicago’s Cultural Mile, Acanto Restaurant + Wine Bar is a treasured destination for those who appreciate authentic and approachable Italian food in a conversation-friendly atmosphere. Acanto serves seasonally-driven Italian cuisine from both regions of Italy utilizing artisanal ingredients from Midwest farmers and producers. Acanto boasts one of the most lauded wine programs in the US, including a 3-star rating by World of Fine Wine and a two-glass “Best of Excellence” rating by Wine Spectator. The libations menu is rounded out by Italian classics including spritzes and negronis along with craft cocktails, beer, and spirits. The word Acanto is the Italian translation of Acanthus, the flowery leaf featured prominently in Roman architecture. Famed architect Louis Sullivan used Acanthus in his distinctive terra cotta ornamentation found on the facade of the historically-landmarked building that houses Acanto.

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