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

Live music on weekends, extensive wine list, and elegant ambiance

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

TOPICS

  • Social Gatherings
  • Rooftop
  • Dinner
  • Late Night

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3. The Duck Inn

Historic building with a cozy and welcoming atmosphere

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

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

TOPICS

  • Mediterranean Cuisine
  • Downtown Spots
  • Vegetarian Options
  • High-End

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6. River Roast

Live music, riverfront views, and shareable plates

TOPICS

  • Social Gatherings
  • American Cuisine
  • Waterfront
  • Dinner

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7. Wood

Live music on weekends, dog-friendly patio, extensive beer selection

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

TOPICS

  • Social Gatherings
  • Fusion Cuisine
  • Waterfront
  • Lunch

9. Matisse Tavern & Grill

Live music on weekends and happy hour specials

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.

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

TOPICS

  • Rooftop
  • Mediterranean Cuisine
  • Happy Hours

12. First Draft

Uses a picturesque vintage train car as a private dining area.

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.

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

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

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

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

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

TOPICS

  • Waterfront
  • Mid-Range
  • American Cuisine

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19. Boleo

Live music on weekends and happy hour specials

TOPICS

  • Fusion Cuisine
  • Rooftop
  • Late Night

20. The Patio at Cafe Brauer

Historic landmark building with a charming courtyard

TOPICS

  • American Cuisine
  • Social Gatherings
  • Downtown Spots
  • Mid-Range

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