Enable JavaScript to run this app.
Skip to main content
OpenTable logo
  1. Home
  2. United States
  3. Chicago / Illinois

Best Restaurants for Outdoor Dining in South Side

Price
Cuisine
Regions
Areas
Top Rated
Dining Options
Seating options
Award-winning
Accessibility

85 restaurants available nearby

A photo of Il Culaccino restaurant
1. Il Culaccino
4.2
Awesome(1089)
Price: Moderate
• Italian • South Loop
Booked 6 times today
If your preferred time is unavailable please call for possible openings. Il Culaccino, the new fine Italian dining restaurant presented by the Franco’s Restaurant Group, comes to McCormick Square in Spring 2019. Anchored in the Arrive Lex Apartment Tower, 2134 South Indiana, Il Culaccino is just steps away from Wintrust Arena and a short walk from McCormick Place. At Il Culaccino, you’ll enjoy unique wines and delicious plates accompanied by the friendly and superior service that has become the hallmark of Franco’s Restaurant Group, family-owned since 1989.Be prepared to have your senses thrilled at Il Culaccino, before or after exploring McCormick Square, Chicago’s most exciting and vibrant new entertainment district.
A photo of Acanto restaurant
2. Acanto
4.8
Exceptional(3864)
Price: Expensive
• Italian • Downtown / Loop
Booked 75 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.
A photo of Remington's restaurant
3. Remington's
4.7
Exceptional(3268)
Price: Moderate
• American • Downtown / Loop
Booked 53 times today
Turn to Remington's to create a memorable experience for your upcoming event! Our venue can accommodate your group of 10 to 225 guests for breakfast, lunch, dinner, or a cocktail reception in a variety of private and semi-private dining spaces. Whether you're having an intimate gathering or a large corporate meeting, our sleek restaurant is the perfect spot to host your VIP guests in the heart of Chicago's Millennium Park area.
A photo of Sweetwater Tavern and Grille restaurant
4. Sweetwater Tavern and Grille
4.5
Awesome(1295)
Price: Expensive
• American • Downtown / Loop
Booked 16 times today
A vibrant bar and restaurant offering modern American food complemented by craft beer, seasonal cocktails, and an upbeat atmosphere. Sweetwater is the perfect destination for lunch, dinner, after-work drinks, and late night celebrating.
A photo of Tuscany on Taylor restaurant
5. Tuscany on Taylor
4.8
Exceptional(2222)
Price: Moderate
• Italian • Little Italy / University Village
Booked 11 times today
Tuscany on Taylor is the original Tuscany restaurant opened in 1990 in the heart of Little Italy. A comfortable trattoria, Tuscany serves Northern Italian favorites including: homemade pastas, pizzas from our wood-burning ovens, signature Italian chicken dishes, grilled veal and other authentic dishes. Private party space available.
A photo of Pizano's Pizza & Pasta - Madison restaurant
6. Pizano's Pizza & Pasta - Madison
4.6
Exceptional(336)
Price: Moderate
• Italian • Downtown / Loop
Booked 8 times today
Pizano’s Pizza & Pasta blends classic Italian recipes and fresh takes on traditional fare in one satisfying menu. The son of Pizzeria Uno founder and deep dish creator Rudy Malnati Sr., Pizano’s owner Rudy Malnati Jr. knows what makes an Italian dish truly delicious; high-quality ingredients, authentic recipes, and excellent service. Bowls of seafood marinara and chicken alfredo share menu space with bubbling deep dish pizza and Pizano’s award-winning thin crust pizza, a favorite of critics and visitors alike, including Oprah Winfrey, who featured the restaurant on her show. Located in the heart of Jeweler’s Row, the Madison Street location embodies historic Chicago dining, as timeless songs by Sinatra and Martin fill the air while diners gaze at numerous photos of famous athletes and entertainers line deep, rich wooden walls.
A photo of Tapas Valencia restaurant
7. Tapas Valencia
4.8
Exceptional(2477)
Price: Moderate
• Tapas / Small Plates • South Loop
Booked 6 times today
Located in Chicago’s South loop, we offer creative Spanish tapas, unique cocktails, and a lively atmosphere with walls adorned in multi-colored mosaic artwork reminiscent of the art of the great Spanish artists Joan Miro and Antoni Gaudí! Whether you’re dining with friends and family, exploring on a first date, or planning your next big event, Tapas Valencia is the perfect backdrop for any occasion. We carry on the tradition of great food and service that was started at our original location, Mesón Sabika in Naperville.
A photo of Chez Joel restaurant
8. Chez Joel
4.8
Exceptional(2668)
Price: Moderate
• French • Little Italy / University Village
Booked 21 times today
In the midst of Little Italy, Chez Joel creates the tastes and aromas of France for. Featuring traditional favorites, Chef Joel Kazouini offers his straightforward, expertly prepared Southern French cuisine. Chez Joel’s atmosphere is reminiscent of a true French bistro; its walls adorned with French posters and tables covered with butcher paper. The cozy environment makes Chez Joel the perfect spot for any romantic meal, and when weather permits, garden tables offer an open-air experience where you’ll find one of the most divine al fresco dining settings in the city. Chez Joel Since 1999
A photo of FireLake Grill House and Cocktail Bar restaurant
9. FireLake Grill House and Cocktail Bar
new
3.9
Excellent(4)
Price: Expensive
• American • Downtown / Loop
Booked 4 times today
Experience farm-to-table dining in the heart of Downtown Chicago at FireLake Grill House & Cocktail Bar. The acclaimed American grill concept, known for its wood-fired cooking, offers a menu featuring the Midwest's best meat, freshwater fish and produce. Steps from Lake Michigan and Millennium Park, FireLake is an inviting showcase for the excellent food and welcoming spirit that define our city.
A photo of Pizzeria Portofino restaurant
10. Pizzeria Portofino
4.8
Exceptional(1609)
Price: Expensive
• Italian • River North (Chicago)
Booked 205 times today
Pizzeria Portofino is a sun-drenched casual restaurant located directly on the Chicago riverfront offering hand-stretched pizzas, coastal wines, an expansive patio and breezy decor that will instantly transport you to the Italian Riviera.

See what locals rave about

From verified diners like you
From verified diners like you

Explore OpenTable

Discover
OpenTable
  • About Us
  • Blog
  • Careers
More
Our sites
Businesses
  • Delight more diners
  • Restaurant Blog
Join us on
  • Privacy policy
  • Terms of Use
  • Impressum
  • Cookies and Interest-Based Ads
  • Cookie Preferences
Copyright © 2024 OpenTable International Ltd. Alphabeta Building, 14-18 Finsbury Square, London EC2A 1AH - All rights reserved.
OpenTable is part of Booking Holdings, the world leader in online travel and related services.
Booking Logo
Priceline Logo
KAYAK Logo
Agoda Logo
OpenTable Logo