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Best Restaurants with a Happy Hour in South Side

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149 restaurants available nearby

A photo of The Florentine restaurant
1. The Florentine
4.4
Awesome(1314)
Price: Expensive
• Italian • Downtown / Loop
Booked 16 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(2168)
Price: Very Expensive
• Steakhouse • West Loop
Booked 82 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 Bronzeville Winery restaurant
3. Bronzeville Winery
4.3
Awesome(93)
Price: Very Expensive
• Contemporary American • Bronzeville
Booked 18 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 Roanoke restaurant
4. Roanoke
4.4
Awesome(1507)
Price: Moderate
• American • Downtown / Loop
Booked 72 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
5. Proxi
4.6
Exceptional(2449)
Price: Expensive
• Global, International • West Loop
Booked 38 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 Toro by Chef Richard Sandoval – Chicago restaurant
6. Toro by Chef Richard Sandoval – Chicago
4.4
Awesome(147)
Price: Expensive
• Contemporary Latin American • Downtown / Loop
Booked 27 times today
Toro Chicago, from critically acclaimed Chef Richard Sandoval, is a vibrant Latin restaurant known for seamlessly blending bold Central and South American flavors with the innovative culinary techniques of Chef Sandoval. We offer a bespoke dining experience that celebrates the rich histories of Latin cuisine through a diverse menu, all hosted within a dynamic and lively environment. From tantalizing tapas to inventive entrees, each dish at Toro is crafted with a passion for excellence and a commitment to quality.
A photo of Fogo de Chao - Chicago restaurant
7. Fogo de Chao - Chicago
4.2
Awesome(4736)
Price: Moderate
• Brazilian • Downtown / Loop
Booked 85 times today
Fogo de Chão is an internationally-renowned steakhouse from Brazil that allows guests to discover what's next at every turn. Founded in Southern Brazil in 1979, Fogo elevates the centuries-old culinary art of churrasco - roasting high-quality cuts of meat over an open flame - into a cultural dining experience of discovery. Please join us in our dining room, in our more casual Bar Fogo, or bring the Fogo Experience to you with Fogo To-Go or Catering. Visit our website to make a reservation or place an order.
A photo of Industry Ales restaurant
8. Industry Ales
4.5
Awesome(84)
Price: Moderate
• American • Downtown / Loop
Booked 7 times today
Industry Ales is your destination in downtown Chicago for delicious food, brews, and cocktails. Featuring a lunch and dinner menu curated by Chef Steven Kowaleski, an in house brewing program from Head Brewer Michael Gretz, and a full craft cocktail program lead by Analena Provost. Stop in to see a nod to Chicago's forgotten history in this new elevated take on the classic brewery. It's located in the heart of the loop, just steps from your favorite iconic Chicago landmarks. Industry Ales features a dining room, beer hall, as well as two private dining and event spaces. Whether you join us for a quick lunch, group dinner, or after work libations, we are happy to serve you! Don't miss out on our $6 draft beer happy hour or daily specials, follow us on instagram @industryales for our most up to date offerings. Can't wait for you to join us! For private party inquiries, happy hour reservations or groups of +12, please email events@industryales.com to book your next gathering with us!
A photo of HaiSous Vietnamese Kitchen restaurant
9. HaiSous Vietnamese Kitchen
4.7
Exceptional(463)
Price: Expensive
• Vietnamese • Pilsen
Booked 35 times today
Experience elevated Vietnamese Cuisine in a an atmosphere that is chic, approachable, warm & inviting. Chef Thai & Danielle Dang’s critically acclaimed restaurant celebrates Vietnamese cuisine in the heart of a vibrant Chicago neighborhood, Pilsen. Five times recognized MICHELIN Bibb Gourmand & four James Beard nominations.Enjoy Chef Thai's famous Caramelized Fish Sauce Wings, his signature Whole Fried Fluke and one of the New York Times favorite dishes, HaiSous' Grilled Oysters ! Guests may also enjoy a special and seasonal Grand Tasting Tour, 3 curated courses with the option of an optional wine pairing or join us at the bar for Happy Hour.The more guests you bring, the more dishes you get to try! Great for groups.
A photo of Kindling | Downtown Cookout & Cocktails restaurant
10. Kindling | Downtown Cookout & Cocktails
4.5
Awesome(614)
Price: Very Expensive
• Steakhouse • River North (Chicago)
Booked 63 times today
Kindling boasts a live fire show kitchen, wood-fired plates, and tasty cocktails in the heart of downtown Chicago. Chef Partner is James Beard Award-winning Jonathon Sawyer, who brings a worldly perspective and decades of wood-fired cooking to Kindling's internationally inspired menu. Located within Willis Tower at the corner of Franklin and Adams, Kindling welcomes guests for lunch and dinner Monday through Saturday, with happy hour specials offered on weekdays from 3pm-5:30pm. Follow us on social @kindlingchicago & @chefsawyer!CLOSED: 11/28, 12/24-12/26, 1/1Open for dinner only 12/27-12/28

See what locals rave about

From verified diners like you
From verified diners like you
  • Danny
    Chicago / Illinois •4 reviews
    5.0
    Dined 2 days ago
    Food was great Drinks were great Vibes were there! S/O to our server for never letting our drinks go dry lol
    More info
    Bronzeville WineryPrice: Very Expensive• Contemporary American• Bronzeville
    •
    4.3
  • Isabella
    Chicago / Illinois •1 review
    5.0
    Dined 2 days ago
    Server was really nice and the food was immaculate. 10/10 would recommend.
    More info
    The FlorentinePrice: Expensive• Italian• Downtown / Loop
    •
    4.4
  • JaneVIP
    Chicago / Illinois •7 reviews
    5.0
    Dined 3 days ago
    We went here after getting married at city hall and the staff made this such a wonderful experience! They put flowers at our table and wrote us a handwritten card with complimentary Prosecco. Great service and food, and they were accommodating to our party of 12. Would recommend to anyone!
    More info
    RoanokePrice: Moderate• American• Downtown / Loop
    •
    4.4
  • Robert
    Chicago / Illinois •8 reviews
    5.0
    Dined 4 days ago
    AMAZING...I can't say enough about how much i was impressed with this restaurant from the food to the staff it was an amazing experience on my wedding anniversary! Complimentary champagne and dessert was a great touch to a great evening thank you Proxi!!
    More info
    ProxiPrice: Expensive• Global, International• West Loop
    •
    4.6
  • Sam
    Chicago / Illinois •2 reviews
    5.0
    Dined 4 days ago
    I just went here for our anniversary and it was an excellent experience. The food was amazing. The grilled shellfish platter was one of the best dishes I’ve had in my life. We had a little bit of a later reservation so the kitchen was closing soon after our appetizers but our server made sure to get our entree order in and did not make us feel rushed at all. He brought us out some desert and even a little toast to celebrate our anniversary. Our busboy as well noticed that our table was uneven and fixed it without being asked. Even the manager was attentive and stopped by the table to see how everything was. I will 1000% be back for the excellent service and amazing food.
    More info
    El Che Steakhouse & BarPrice: Very Expensive• Steakhouse• West Loop
    •
    4.7

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