Best Restaurants for Outdoor Dining in Downtown / Loop

96 restaurants available nearby

1. Remington's

4.7

Exceptional(3266)

Price: Moderate

• American • Downtown / Loop

Booked 60 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.

2. Acanto

4.8

Exceptional(3862)

Price: Expensive

• Italian • Downtown / Loop

Booked 35 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 Pizano's Pizza & Pasta - Madison restaurant

3. Pizano's Pizza & Pasta - Madison

4.6

Exceptional(335)

Price: Moderate

• Italian • Downtown / Loop

Booked 18 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 Pizzeria Portofino restaurant

4. Pizzeria Portofino

4.8

Exceptional(1604)

Price: Expensive

• Italian • River North (Chicago)

Booked 162 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.

5. Girl & the Goat

4.8

Exceptional(14960)

Price: Moderate

• Contemporary American • West Loop

Booked 165 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.

6. Gibsons Italia

4.8

Exceptional(4042)

Price: Expensive

• Italian • River North (Chicago)

Booked 115 times today

Gibsons Italia is built on a tradition & elegance that is relentless in the pursuit of the very best. Chef-driven tastes of Italy are paired with the superiority of Gibsons Steakhouse, creating a restaurant that makes the familiar, exceptional. Beautiful private dining and events spaces available.

7. RL Restaurant

4.8

Exceptional(7347)

Price: Expensive

• American • Gold Coast / Streeterville

Booked 114 times today

If you do not find availability online, please call the restaurant directly at 312-475-1100.Located adjacent to the Ralph Lauren Chicago flagship store on Michigan Avenue, RL Restaurant features the vision and décor of Ralph Lauren in a modern club atmosphere. RL Restaurant offers classic American cuisine inspired by Ralph Lauren’s personal favorites. Seasonal dishes range from a chopped vegetable salad to a lobster roll sandwich, grilled fish of the day and steaks. On the cocktail list, guests can choose from classic drinks and a diverse selection of wines and other fine spirits.

A photo of Blue Door Kitchen & Garden restaurant

8. Blue Door Kitchen & Garden

4.6

Exceptional(2404)

Price: Moderate

• American • Gold Coast / Streeterville

Booked 52 times today

Blue Door Kitchen & Garden, home to celebrated Chef Art Smith, is a farm-to-table oasis in the heart of Chicago’s Gold Coast and deeply rooted in the philosophy of letting the seasons dictate the menu. From its inception, the Blue Door brand has become synonymous with sustainability and responsible sourcing. We pride ourselves in showcasing dishes made from fresh, local ingredients sourced from Midwest farms. Experience a chef-driven menu featuring everything from pierogis and market fresh salads, to Chef Art Smith’s famous buttermilk fried chicken. Walk-ins are always encouraged. Be sure to join us during the warmer weather months when the beautiful outdoor patio is open. While visiting, be sure to enjoy one of Blue Door Kitchen’s garden-to-glass cocktails, local beers or perfectly paired wines from our extensive list.For reservations eight or larger, please call the restaurant 312-573-4000.

A photo of Quartino - Chicago restaurant

9. Quartino - Chicago

4.5

Awesome(11036)

Price: Moderate

• Italian • River North (Chicago)

Booked 132 times today

Quartino Ristorante is a lively, authentic Italian restaurant and wine bar in Chicago's River North neighborhood. Our menu features Italy's regional specialties including artisanal salumi, Neapolitan thin-crust pizza, house-made pasta, and seasonal dishes. Menu items, served in moderate portions and meant to be shared, are perfect for adventurous diners ready for a unique experience.

A photo of Gibsons Bar & Steakhouse - Chicago restaurant

10. Gibsons Bar & Steakhouse - Chicago

4.8

Exceptional(8989)

Price: Expensive

• Steakhouse • Gold Coast / Streeterville

Booked 123 times today

Gibsons Bar & Steakhouse has been a Chicago icon since partners Hugo Ralli and Steve Lombardo opened its doors in May 1989. The classic American steakhouse serves Gibsons Prime Angus Beef and Gibsons Grassfed Australian Beef. Gibsons also features fresh fish, classic cocktails, an extensive wine list and exceptional service. Celebrities, Chicago visitors and loyal neighborhood residents enjoy three distinct locations: Chicago, Rosemont and Oak Brook. Beautiful private dining and events spaces available.

See what locals rave about

From verified diners like you

B
Bob
Las Vegas •6 reviews
5.0
Dined 1 day ago
Ordered a thin crust, our server (who was terrific) said it could take up to 30 min but since it was early in the day it could be sooner - it took 15 min. It was perfect. Delicious tavern-style Chicago pizza. Pizanos is always a must stop for us.
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Pizano's Pizza & Pasta - MadisonPrice: Moderate• Italian• Downtown / Loop
•
4.6
OT
OpenTable DinerVIP
Northwest Florida •2 reviews
5.0
Dined 1 day ago
3rd time coming. Always a great experience. My girlfriend loves the Rigatoni Vodka. The prosciutto appetizer is amazing. Decided to try the spagetti limone and it was a bit underwhelming, wouldn’t get again. We didn’t get it this time but the honey pepperoni pizza is amazing as well. Always a great ambiance and service is great. If you can get a reservation I would definitely recommend and we will be back. Thanks
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Pizzeria PortofinoPrice: Expensive• Italian• River North (Chicago)
•
4.8
K
Karen
Chicago / Illinois •16 reviews
5.0
Dined 1 day ago
Very impressed with the food and service at Remingtons. It was our first time, we went before a show. We had the ribeye and loaded potato and Brussels sprouts plus shrimp appetizers. Everything was fantastic. It’s a lovely atmosphere and service was spot on.
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Remington'sPrice: Moderate• American• Downtown / Loop
•
4.7
OT
OpenTable DinerVIP
Canberra •4 reviews
5.0
Dined 4 days ago
I really enjoyed dining at girl & the goat. Their menu selections were spectacular, and they were able to accommodate those with dairy intolerance (which most restaurants are unable to do). Their food selections were great and flavorful, and their staff was friendly. I would definitely recommend the chicken or steak dishes.
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Girl & the GoatPrice: Moderate• Contemporary American• West Loop
•
4.8
E
Elizabeth
Chicago / Illinois •9 reviews
4.0
Dined on Jan 1, 2025
Lovely ambiance; great service and delicious food. And a Olive Oil Cake to die for!
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AcantoPrice: Expensive• Italian• Downtown / Loop
•
4.8

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Downtown / Loop

Best Restaurants for Outdoor Dining in Downtown / Loop

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96 restaurants available nearby

1. Remington's

2. Acanto

3. Pizano's Pizza & Pasta - Madison

4. Pizzeria Portofino

5. Girl & the Goat

6. Gibsons Italia

7. RL Restaurant

8. Blue Door Kitchen & Garden

9. Quartino - Chicago

10. Gibsons Bar & Steakhouse - Chicago

See what locals rave about

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