Best Restaurants for Outdoor Dining in South Side

89 restaurants available nearby

1. Il Culaccino

4.1

Excellent(1089)

Price: Moderate

• Italian • South Loop

Booked 4 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.

2. Bar Mar

4.6

Exceptional(976)

Price: Expensive

• Spanish • River North (Chicago)

Booked 39 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.

3. Remington's

4.7

Exceptional(3255)

Price: Moderate

• American • Downtown / Loop

Booked 17 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.

4. Acanto

4.8

Exceptional(3852)

Price: Expensive

• Italian • Downtown / Loop

Booked 20 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.

5. Tuscany on Taylor

4.7

Exceptional(2212)

Price: Moderate

• Italian • Little Italy / University Village

Booked 10 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

4.5

Awesome(327)

Price: Moderate

• Italian • Downtown / Loop

Booked 12 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.

7. Tapas Valencia

4.8

Exceptional(2467)

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.

8. Chez Joel

4.7

Exceptional(2656)

Price: Moderate

• French • Little Italy / University Village

Booked 5 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

4.5

Awesome(0)

Price: Expensive

• American • Downtown / Loop

Booked 6 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.

10. Girl & the Goat

4.8

Exceptional(14905)

Price: Moderate

• Contemporary American • West Loop

Booked 65 times today

Girl & the Goat opened in 2010 with the goal of offering a menu of bold, flavorful dishes designed to share in a fun and lively atmosphere. To complement the experience, we offer a curated selection of wines from around the world, focusing on small producers, along with a rotating list of craft beers and a playful cocktail menu crafted by our bartenders. The ever-changing menu, driven by locally sourced and seasonal ingredients, features favorites like sautéed green beans, roasted oysters, crispy short ribs, and confit goat belly. While reservations are encouraged for the dining room, our bar welcomes walk-ins, adventurers, and those who prefer spontaneity.

See what locals rave about

From verified diners like you

M
Melissa
Chicago / Illinois •4 reviews
5.0
Dined 2 days ago
Thanks Remingtons for being open on Christmas Eve! We had a great time! Great food! Excellent service from Angie! Lovely Christmas Eve dinner.
More info
Remington'sPrice: Moderate• American• Downtown / Loop
•
4.7
O
OzgeVIP
Chicago / Illinois •2 reviews
5.0
Dined 2 days ago
Bar Mar is always so good to have dinner in the Loop. I think menu was narrowed down this time but every meal on the menu is still SO GREAT
More info
Bar MarPrice: Expensive• Spanish• River North (Chicago)
•
4.6
D
DavidVIP
Chicago / Illinois •10 reviews
5.0
Dined 4 days ago
Acanto never disappoints. The service, ambiance, wine, and food were fabulous! What a great crew! Angelica was the best server ever. The sommelier was knowledgeable and shared her love of wines. The expediting and bus staff were quiet and efficient. All good.
More info
AcantoPrice: Expensive• Italian• Downtown / Loop
•
4.8
JN
JacqueN
New Orleans / Louisiana •3 reviews
5.0
Dined 4 days ago
We have been going to Tuscany for over 30 years! It’s a very nostalgic place for our family. Even though it’s not on the menu they still make our favorite pasta dish . The garlic oil and cheese they make for the table is outstanding! A few things I miss: They used to fill your water with stainless pitchers, now they have bottles on the table. It saves time I know but I miss that service. Also the baked garlic was brought to the table in the husk and made, they would squeeze it out and add the oil and cheese. It was so special to watch. It’s the little things I guess. It still is a very warm friendly place. Our dinner was wonderful!!!
More info
Tuscany on TaylorPrice: Moderate• Italian• Little Italy / University Village
•
4.7
T
Travis
Chicago / Illinois •1 review
4.0
Dined 7 days ago
Wish they could split a check at the register.. would have helped!
More info
Il CulaccinoPrice: Moderate• Italian• South Loop
•
4.1

Explore OpenTable

South Side

Best Restaurants for Outdoor Dining in South Side

Price

Cuisine

Regions

Neighborhoods

Top Rated

Dining Options

Seating Options

Award-winning

Accessibility

89 restaurants available nearby

1. Il Culaccino

2. Bar Mar

3. Remington's

4. Acanto

5. Tuscany on Taylor

6. Pizano's Pizza & Pasta - Madison

7. Tapas Valencia

8. Chez Joel

9. FireLake Grill House and Cocktail Bar

10. Girl & the Goat

See what locals rave about

Explore OpenTable