Top 20 outdoor dining in Chicago
Outdoor dining in Chicago is a must-try experience during warmer months. The city offers a wide variety of restaurants and cafes with stunning patios and rooftops, allowing visitors and locals alike to enjoy delicious food and drinks al fresco while taking in the beautiful skyline and bustling city life. From upscale eateries to casual spots, outdoor dining in Chicago is a unique and unforgettable way to savor the city's culinary scene.
- 1. The Dawson
- 2. Cindy's Rooftop
- 3. The Duck Inn
- 4. The Warbler
- 5. Aba
- 6. River Roast
- 7. Wood
- 8. Beatnik On The River
- 9. Matisse Tavern & Grill
- 10. SUNNYGUN
- 11. Homestead On The Roof
- 12. First Draft
- 13. Margaritaville - Chicago
- 14. South Branch Tavern & Grille (The Loop - Chicago)
- 15. Half Sour
- 16. Black Barrel Tavern
- 17. The Perch Kitchen and Tap
- 18. The Lakefront Restaurant at Theater on the Lake
- 19. Boleo
- 20. The Patio at Cafe Brauer
1. The Dawson
Live music on weekends, extensive wine list, and elegant ambiance

The Dawson, located in Chicago's River West neighborhood, boasts a spacious and inviting patio that is perfect for outdoor dining. While the food offerings are satisfactory, the main draws of The Dawson are its impressive selection of drinks and the opportunity to enjoy them on a beautifully lit patio.
Visitors to The Dawson come for the expansive patio, which is decorated with string lights and provides a cozy and enjoyable atmosphere for drinking and socializing. Although the food is decent, it takes a backseat to the allure of the outdoor space and the extensive drink menu.
TOPICS
- Downtown Spots
- Dinner
- Lunch
- Weekend Dining
2. Cindy's Rooftop
Elegant rooftop setting with a retractable roof and heated floors for year-round use

Drinks at the establishment can be quickly prepared and range from mild to strong alcoholic beverages. The drink menu includes a variety of cocktails, beer, and wine made with fresh, seasonal ingredients.
The rooftop bar and restaurant provide stunning views of the surrounding area, making it a unique location. From the rooftop, guests can enjoy breathtaking views of Millennium Park, Lake Michigan, and the city skyline, with a particularly distinctive view of Cloud Gate.
TOPICS
- Social Gatherings
- Rooftop
- Dinner
- Late Night
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3. The Duck Inn
Historic building with a cozy and welcoming atmosphere

The Duck Inn's backyard patio is a must-visit destination in Chicago, known for its lively and loud atmosphere. It has been rated as one of the best patios in the city by various reputable sources, including Chicagoist, Fox 32 News, Eater Chicago, Red Tricycle, and Zagat. The patio is the perfect place to enjoy the inn's award-winning cocktails and famous rotisserie duck while soaking up the sun or stargazing.
The Duck Inn's rotisserie duck is a signature dish that is not to be missed. The inn's backyard patio is the perfect setting to enjoy this mouth-watering dish, which is perfectly cooked to crispy, juicy perfection. While dining, patrons can take in the sights and sounds of the bustling city around them, making for an unforgettable experience. Whether seeking a relaxing afternoon escape or a lively night out, the Duck Inn's patio offers something for everyone.
TOPICS
- American Cuisine
- Downtown Spots
- Budget-Friendly Eats
- Dinner
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4. The Warbler
Live music on weekends and extensive craft beer selection

The Warbler features a welcoming outdoor patio with a beautiful ambiance, offering a great spot for dining. On my visit, we decided to eat inside instead. The interior of the restaurant had a lively atmosphere that was animated but not overwhelming.
Moving on to the food, the restaurant offers an impressive selection of dishes made with fresh, locally sourced ingredients. I tried the grilled salmon, which was cooked to perfection and served with a delicious lemon-d butter sauce. The dish was beautifully presented, and every bite was a delight. My dining companion opted for the roasted chicken, which was also very tasty and perfectly cooked. The portion sizes were generous, and we both left feeling satisfied.
TOPICS
- Social Gatherings
- Fusion Cuisine
- Vegetarian Options
- Mid-Range
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5. Aba
Features a lively atmosphere with a river view and a unique architectural design

The outdoor area and greenery of the location make it an ideal spot for Chicago summers. The service offered is excellent, and the staff is renowned for being friendly and helpful.
The atmosphere is described as stunning, pretty, sultry, lush, and calming, creating a fun and unique ambiance. This peaceful and enjoyable setting is sure to provide a memorable experience.
TOPICS
- Mediterranean Cuisine
- Downtown Spots
- Vegetarian Options
- High-End
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6. River Roast
Live music, riverfront views, and shareable plates

River Roast Private Events provides six spaces for parties of varying sizes, from intimate groups of 10 to large events of up to 1,000 guests. All of these spaces offer stunning views. On weekends, they offer a brunch menu from 11:00 AM to 3:0
TOPICS
- Social Gatherings
- American Cuisine
- Waterfront
- Dinner
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7. Wood
Live music on weekends, dog-friendly patio, extensive beer selection

Outdoor dining at Wood provides a fantastic experience. The patio is well-designed, creating a cozy atmosphere, ideal for a summer evening. The establishment is recommended for anyone seeking a pleasant evening out.
Wood's outdoor dining area stands out for its great ambiance and even better food. Its charming setting is perfect for any season but particularly enjoyable during the warmer months. Overall, it is an excellent choice for a relaxing and delicious meal.
TOPICS
- Dinner
- Late Night
- Downtown Spots
- American Cuisine
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8. Beatnik On The River
Live music, Nautical-themed decor, Pet-friendly patio

This location offers a wonderful atmosphere and thoughtful seating arrangement. It is truly a gem of a place. However, the high cost of meals and drinks are a drawback. The food and service, while not poor, do not live up to the high prices.
Many customers rave about the stunning views of the river, which adds to the overall experience. To make the most of your visit, it is recommended to book a table by the river. The picturesque scenery is sure to enhance your dining experience.
TOPICS
- Social Gatherings
- Fusion Cuisine
- Waterfront
- Lunch
9. Matisse Tavern & Grill
Live music on weekends and happy hour specials

The outdoor patio is the perfect place to relax with friends during the summer. The restaurant offers great options for creative cocktails, including their famous Moscow Mule in a copper mug. In addition to delicious drinks, cold craft beers are also available.
Summer evenings can be spent relaxing on the outdoor patio of the restaurant, sipping on a refreshing Moscow Mule or a crisp craft beer. The famous Moscow Mule is served in a distinctive copper mug, making it a standout choice for those looking for a creative and delicious cocktail.
TOPICS
- American Cuisine
- Dinner
- Late Night
10. SUNNYGUN
Features a unique combination of Korean BBQ and Mexican cuisine, along with signature cocktails and a lively atmosphere.

SUNNYGUN, located in the West Loop, offers a delightful outdoor dining experience. The patio area is inviting, providing a comfortable setting for meals. It's a hidden gem that is perfect for those seeking a relaxing dining atmosphere.
The food served at SUNNYGUN is delicious and enhances the overall experience. The ambiance, coupled with the tasty offerings, makes it an ideal location for a relaxed evening. Whether you're looking to unwind after a long day or enjoy a meal with friends and family, SUNNYGUN's outdoor dining is an excellent choice.
TOPICS
- Chinese Cuisine
- Downtown Spots
- Social Gatherings
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11. Homestead On The Roof
Seasonal American cuisine, cozy outdoor fireplace, and sustainable practices

The outdoor space at this location is truly magnificent, featuring a roof-top deck with stunning views and a beautifully tended garden. It's the perfect place to enjoy a drink and soak up the surroundings. The deck and garden provide a lovely contrast to the inside of the space, which is more quiet and intimate.
Moving inside, the decor is just as impressive as the outdoor offerings. The drink selection is particularly noteworthy, with a wide variety of options to choose from. Whether you're looking to enjoy a cocktail while overlooking the garden or relax in a cozy indoor setting, this space has something for everyone. Overall, the combination of the beautiful outdoor space and the intimate and carefully designed interior make for a truly special experience.
TOPICS
- Rooftop
- Mediterranean Cuisine
- Happy Hours
12. First Draft
Uses a picturesque vintage train car as a private dining area.

The seating area outdoors provided a wonderful experience. It was a perfect place to unwind, enjoy delicious food and refreshing drinks. The atmosphere was comfortable and relaxing, making it an ideal spot for socializing or enjoying a quiet meal.
The outdoor dining experience was exceptional due to its spacious layout and pleasant ambiance. It was a great place to savor meals and drinks while taking in the natural surroundings. The outdoor setting added to the overall enjoyment of the dining experience.
TOPICS
- Social Gatherings
- American Cuisine
- Affordable Nightlife
- Downtown Spots
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13. Margaritaville - Chicago
Island-inspired atmosphere with live music and a patio overlooking the Chicago River.

Guests can visit a Tiki Bar at Navy Pier, which offers a weather-protected space for enjoying refreshments. The bar provides a perfect view of the boardwalk and Lake Michigan. Visitors will be able to take in the unique atmosphere of Navy Pier and the Chicago Skyline while lounging on the outdoor deck.
The Tiki Bar is a great place to relax, with its protected area allowing guests to enjoy the outside views and atmosphere no matter the weather. The bar is surrounded by the distinctive character of Navy Pier and the Chicago Skyline, creating a one-of-a-kind experience for visitors. Whether looking to unwind with a drink or take in the scenic views, the Tiki Bar is an ideal destination.
TOPICS
- Social Gatherings
- Waterfront
- American Cuisine
- Budget-Friendly Eats
14. South Branch Tavern & Grille (The Loop - Chicago)
Seasonal outdoor seating with beautiful views, full-service bar

A group of four friends, who hadn't seen each other in a while due to the pandemic, finally had the chance to catch up over a lovely al fresco lunch. They arrived early and were immediately shown to a table that was shaded by an umbrella, making for a comfortable dining experience. Despite the patio being mostly occupied, they were still able to converse easily and enjoy each other's company.
South Branch is known for having one of the best outdoor dining spaces in all of Chicago, featuring an impressive 200 seats and an open-air bar located in the heart of the patio. The seating arrangements are diverse, with options ranging from high tops to dinner tables to low cushioned booths, ensuring that there is something for everyone to enjoy while they lounge and dine. The picturesque location along the Chicago river adds to the overall ambiance, making it the perfect spot for happy hour or any other dining occasion.
TOPICS
- American Cuisine
- Downtown Spots
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15. Half Sour
A classic Jewish deli with a modern twist in the heart of Chicago

On April 13, 2024, I had the pleasure of dining at a restaurant with outstanding food and beer. The Revolution Eugene Porter draft beer was a standout choice, and our server, Sierra, was friendly and attentive. Moreover, the restaurant offers outdoor seating, providing a pleasant dining experience.
During my visit, I took note of the establishment's accessibility and child-friendliness. Although wheelchair accessibility is lacking, with an inaccessible entryway, the restaurant does offer accommodations for families with children. A kid's menu is available, making it possible for families to enjoy a meal together.
TOPICS
- Social Gatherings
- American Cuisine
- Happy Hours
- Downtown Spots
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16. Black Barrel Tavern
Historical building with a modern twist, craft beers and cocktails

The author recently visited a fantastic summer patio and is looking forward to returning. The patio is an ideal location for outdoor dining, providing a great atmosphere for customers to enjoy their meals.
The author's restaurant is introducing a new concept to the West Loop, a popular and vibrant neighborhood in the city. This upcoming venture is sure to excite locals and visitors alike, as they bring their unique dining experience to this bustling area.
TOPICS
- Social Gatherings
- American Cuisine
- Mid-Range
- Downtown Spots
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17. The Perch Kitchen and Tap
Live music on weekends and dog-friendly patio

My husband and I were fortunate to secure patio seats on a day with a temperature in the 70s in Chicago. The atmosphere is cool and trendy outside, and it's even better inside. They offer a great selection of beers and have outdoor seating available for warmer months.
We enjoyed some amazing sliders to start, which were some of the best I've ever had. Following that, we had a delicious and fresh tuna salad. The sliders and tuna salad were both flavorful and well-presented, making for a satisfying meal.
TOPICS
- American Cuisine
- Cheap Eats
- Downtown Spots
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18. The Lakefront Restaurant at Theater on the Lake
Located in a historic building with a beautiful view of the lake and the city skyline

The Skyline Patio is an ideal location for outdoor dining, offering a stunning view of Lake Michigan and the city. Its appeal is particularly notable during summer evenings, making it a great spot to enjoy a meal while taking in the scenic surroundings.
TOPICS
- Waterfront
- Mid-Range
- American Cuisine
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19. Boleo
Live music on weekends and happy hour specials

The interior of the venue boasts a pleasant atmosphere, reminiscent of a city rooftop. The music is a highlight, ranging from upbeat DJ sets to a more conversational level when the DJ is not present. The ambiance is such that it can get quite loud when the DJ is spinning tracks, but quickly returns to a comfortable volume once they step down.
In addition to the atmospheric music, the venue features a retractable roof that ensures a consistent experience for guests, regardless of weather conditions. This thoughtful design allows patrons to enjoy the event without worrying about the inconvenience of inclement weather, providing a worry-free and enjoyable experience.
TOPICS
- Fusion Cuisine
- Rooftop
- Late Night
20. The Patio at Cafe Brauer
Historic landmark building with a charming courtyard

The Patio at Cafe Brauer is an ideal location to enjoy a meal while surrounded by stunning views. Situated in the city, it provides a tranquil oasis with its outdoor dining experience. The atmosphere is further enhanced by the picturesque skyline and pond view, creating an unmatched ambiance that is perfect for a relaxing meal.
Whether you're looking for a scenic spot to dine or a place to enjoy the outdoors, the Patio at Cafe Brauer is a great choice. Its location in the heart of the city offers a convenient escape without sacrificing the beauty of nature. With the pond and skyline as a backdrop, it's the perfect setting for a memorable meal.
TOPICS
- American Cuisine
- Social Gatherings
- Downtown Spots
- Mid-Range
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