Best of 20 bars in Chicago

Chicago is a vibrant city known for its diverse and exciting nightlife. Among the many options, bars in Chicago are a popular choice for both locals and tourists. These establishments range from sleek rooftop bars with stunning city views to cozy neighborhood taverns filled with charm. Whether you're looking for a place to watch the game, enjoy live music, or sip on craft cocktails, Chicago's bar scene has something for everyone. So, if you're planning a night out in the Windy City, be sure to check out its bustling bars in Chicago.

1. Delilah's

Live music, extensive liquor selection

TOPICS

  • Social Gatherings
  • Corporate Events
  • American Cuisine
  • Downtown Spots

2. The Green Door Tavern

Chicago's oldest tavern, historic atmosphere, craft beers

TOPICS

  • Social Gatherings
  • American Cuisine

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3. Old Town Ale House

Cash-only, no food served after 10pm

TOPICS

  • Social Gatherings
  • Happy Hours
  • Downtown Spots

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4. Matchbox Bar

Hidden speakeasy-style bar, unique craft cocktails

TOPICS

  • Social Gatherings
  • American Cuisine

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5. 2Twenty2 Tavern

Extensive wine list, creative cocktails, and knowledgeable staff

TOPICS

  • Holiday Celebrations
  • Mediterranean Cuisine
  • Happy Hours

6. Rossi's

Hand-tossed pizzas, house-made pasta, and an extensive wine list

TOPICS

  • Mid-Range
  • Hidden Gems
  • Vegan Options

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7. Theory

Seasonal outdoor patio, craft cocktails, weekend brunch

TOPICS

  • Social Gatherings
  • American Cuisine
  • Downtown Spots

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8. Long Room Chicago

Game room with pool tables and vintage arcade games

TOPICS

  • American Cuisine
  • Budget-Friendly Eats
  • Downtown Spots
  • Breakfast

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9. Richard's Bar

Historic location, no-frills atmosphere

TOPICS

  • American Cuisine
  • Downtown Spots
  • Late Night
  • Seasonal Times

10. Broken Shaker at Freehand Chicago

Handcrafted cocktails, whimsical atmosphere, rooftop view

TOPICS

  • American Cuisine
  • Social Gatherings
  • Late Night

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11. The Milk Room

Historic location, unique concept

TOPICS

  • Celebrations
  • American Cuisine

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12. Three Dots and a Dash

Extensive rum selection, tiki-themed decor, and craft cocktails

TOPICS

  • Social Gatherings
  • Fusion Cuisine
  • Downtown Spots

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13. Brando's Speakeasy

Hidden Speakeasy Experience

TOPICS

  • Social Gatherings
  • Downtown Spots
  • Mid-Range

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14. Bar Louie - Printers Row

Spacious patio with city views

TOPICS

  • American Cuisine
  • Mid-Range

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15. The Boss Bar

Rooftop bar with panoramic city views

TOPICS

  • Dinner
  • Late Night
  • Downtown Spots
  • Hidden Gems

16. Streeter's Tavern

Extensive beer selection and big-screen TVs

TOPICS

  • Social Gatherings
  • Cheap Eats
  • American Cuisine
  • Late Night

17. Kasey's Tavern

Extensive beer list and large TVs for sports

TOPICS

  • Social Gatherings
  • American Cuisine
  • Mid-Range

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18. Vol. 39

Historic location, famous for Chicago-style pizza

TOPICS

  • Corporate Events
  • Celebrations
  • American Cuisine
  • Downtown Spots

19. Best Intentions

Committed to locally sourced, organic ingredients

TOPICS

  • Social Gatherings
  • Happy Hours
  • Downtown Spots

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20. Shamrock Club

Extensive beer selection, rooftop bar, game area, live music

TOPICS

  • Social Gatherings
  • Downtown Spots
  • Happy Hours

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