Best Restaurants with a Happy Hour in South Side

279 restaurants available nearby

1. The Florentine

4.4

Price: Expensive

• Italian • Downtown / Loop

Booked 20 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 El Che Steakhouse & Bar restaurant

2. El Che Steakhouse & Bar

4.7

Exceptional(2061)

Price: Very Expensive

• Steakhouse • West Loop

Booked 62 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.

3. avec West Loop

4.8

Exceptional(817)

Price: Moderate

• Mediterranean • West Loop

Booked 82 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.

4. Bar Mar

4.6

Exceptional(923)

Price: Expensive

• Spanish • River North (Chicago)

Booked 90 times today

Fresh oysters piled on mounds of sparkling ice. Ceviches that taste of the ocean. Chef José Andrés’ brilliant renditions of iconic seafood classics like fried calamari and lobster rolls. Located at the Bank of America Tower in Chicago, Bar Mar is a true celebration of the bounty of the sea, with modern takes on classics you know and love, festive cocktails, and a bright, beautiful space that interweaves the nautical with the elegant. Beautiful private dining and events spaces available.

5. Roanoke

4.3

Awesome(1388)

Price: Moderate

• American • Downtown / Loop

Booked 65 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 Bronzeville Winery restaurant

6. Bronzeville Winery

4.4

Awesome(51)

Price: Very Expensive

• Contemporary American • Bronzeville

Booked 23 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.

7. VU Rooftop Lounge

4.0

Excellent(259)

Price: Moderate

• American • China Town

Booked 5 times today

VU Rooftop is a 13,000 square foot concept located 22 stories high next door to McCormick Place. Here, you can enjoy an ingredient-driven beverage program, a top-notch culinary experience and unparalleled views of the Lake and Downtown within a modern designed space. VU is a year-round rooftop with outdoor terraces and enclosed spaces. Outdoor seating is on a first-come, first-serve basis. Due to weather or limited availability, seating may be indoors.

8. Chateau Carbide

3.8

Excellent(209)

Price: Expensive

• Cocktail Bar • River North (Chicago)

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.

9. Proxi

4.7

Exceptional(2377)

Price: Expensive

• Global, International • West Loop

Booked 27 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 CH Distillery | Jinsei Motto restaurant

10. CH Distillery | Jinsei Motto

4.8

Exceptional(289)

Price: Very Expensive

• Sushi • West Loop

Booked 40 times today

CH Distillery | Jinsei Motto in Chicago's West Loop – where expertly distilled spirits meet exquisite sushi. Enjoy our seasonal cocktails and a standout Omakase experience featuring dry-aged fish from Japan. Choose your ambiance: the lively front lounge with a beautifully lit bar and historic distilling tanks, or the serene back dining room with eclectic décor and an Omakase bar. Daily happy hour, whiskey/sake flights, and a patio setting provide diverse experiences. Open for lunch and Sundays, we cater to all occasions. Join us for unmatched culinary excellence and spirited adventures.

See what locals rave about

From verified diners like you

J
Jeanne
Cincinnati / Dayton •1 review
5.0
Dined today
Wonderful food!! Large portions. Very fresh. Kind and timely server. Ambience casual yet upscale vibe. Lively. Will definitely be back!
More info
RoanokePrice: Moderate• American• Downtown / Loop
•
4.3
M
MAJ Erikvip
Chicago / Illinois •3 reviews
5.0
Dined 2 days ago
Always an amazing experience. Been coming here for more than 10yrs. Never disappointed! Thank you!
More info
The FlorentinePrice: Expensive• Italian• Downtown / Loop
•
4.4
C
Catherine
Chicago / Illinois •1 review
5.0
Dined 3 days ago
You can't go wrong at Avec. I have eaten here a dozen times and have never had bad service or something I didn't enjoy eating. Ever. It is all top-notch. The wine program is genius. There is something new and exciting to try from all over Europe. You can trust that what is offered has been well thought out and works with the food overall.
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avec West LoopPrice: Moderate• Mediterranean• West Loop
•
4.8
J
Jeffrey
New York City •10 reviews
5.0
Dined 4 days ago
Beautiful restaurant with very good food and creative drinks. While the smash burger looks unassuming when placed in front of you the second you pick it up you know it's something special. It has some serious weight to it and it tastes really and I mean really good. My wife had the steak salad and loved it. The sangria was very good as well. Overall a great dinning experience.
More info
Bar MarPrice: Expensive• Spanish• River North (Chicago)
•
4.6
T
tonyvip
Chicago / Illinois •3 reviews
5.0
Dined on Nov 13, 2024
Great experience. The food was delicious and server was great. He kept checking on us and was very nice. Top tier restaurant.
More info
El Che Steakhouse & BarPrice: Very Expensive• Steakhouse• West Loop
•
4.7

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South Side

Best Restaurants with a Happy Hour in South Side

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279 restaurants available nearby

1. The Florentine

2. El Che Steakhouse & Bar

3. avec West Loop

4. Bar Mar

5. Roanoke

6. Bronzeville Winery

7. VU Rooftop Lounge

8. Chateau Carbide

9. Proxi

10. CH Distillery | Jinsei Motto

See what locals rave about

Explore OpenTable