THE BEST Bars and Nightlife in Chicago

From hidden speakeasies to rooftop lounges — explore the best bars and nightlife in Chicago with curated picks, local tips, and free itinerary planning tools.

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🍸 Bars and Nightlife in Chicago

  • The Aviary — The Aviary is a Michelin-starred cocktail bar by Grant Achatz in the West Loop, with innovative drinks served in custom glassware, a kitchen-style bar, and a reservation-only speakeasy called The Office downstairs.
  • Three Dots and a Dash — Three Dots and a Dash is a tiki bar in River North entered through a speakeasy-style alley, with over 100 rums, elaborate tiki cocktails, and a tropical atmosphere, one of Chicago's most popular bars.
  • The Violet Hour — The Violet Hour is a pioneering craft cocktail bar in Wicker Park, with a luxurious, no-phones interior, classic and creative cocktails, and a focus on hospitality, one of America's best cocktail bars.
  • Cindys Rooftop — Cindy's Rooftop is a rooftop bar atop the Chicago Athletic Association hotel on Michigan Avenue, with views of Millennium Park, the lake, and the skyline, serving seasonal cocktails and American cuisine.
  • Broken Shaker Chicago — Broken Shaker is a rooftop bar atop the Freehand Chicago hotel in River North, with craft cocktails, a pool, and views of the city, the Chicago branch of the Miami original.
  • The Berkshire Room — The Berkshire Room is a cocktail bar in River North's the Acme Hotel, with a focus on classic cocktails, a speakeasy atmosphere, and a "dealer's choice" menu where you describe your preferences.
  • Scofflaw — Scofflaw is a gin-focused cocktail bar in Logan Square, with over 100 gins, classic and creative cocktails, and a cozy, rustic interior with a patio, one of Chicago's best cocktail bars.
  • Lost Lake — Lost Lake is a tiki bar in Logan Square by the team behind Scofflaw, with elaborate tiki drinks, a tropical atmosphere, and a hidden speakeasy called the Drifter in the back.
  • Delilahs — Delilah's is a legendary whiskey bar in Lincoln Park since 1992, with over 700 whiskeys, punk and metal on the jukebox, and a gritty, rock-and-roll atmosphere.
  • The Empty Bottle — The Empty Bottle is a legendary live music venue and bar in Ukrainian Village, hosting indie, rock, and jazz bands since 1992, with cheap drinks and a gritty, authentic atmosphere.
  • The Map Room — The Map Room is a Bucktown beer bar with 30+ taps of craft beer from around the world, a travel-themed interior, and a lively, neighborhood atmosphere, one of Chicago's best beer bars.
  • The Hoxton Rooftop — The Hoxton rooftop bar in the West Loop offers views of the city, craft cocktails, and a pool, with a trendy atmosphere and regular DJ sets.
  • Sparrow — Sparrow is a cocktail bar in the West Loop with a Parisian-inspired interior, classic cocktails, and a speakeasy atmosphere, with a popular happy hour.
  • Moneygun — Moneygun is a cocktail bar in the West Loop with a rock-and-roll aesthetic, classic cocktails, a jukebox, and a late-night atmosphere, popular with the local restaurant industry.
  • The Weiner Circle — The Weiner Circle is a legendary late-night hot dog stand in Lincoln Park, known for its Chicago dogs, cheese fries, and the famously abrasive service that has become a Chicago institution.
  • Best Intentions — Best Intentions is a cozy cocktail bar in Avondale by the team behind the Violet Hour, with classic cocktails, a neighborhood atmosphere, and a focus on hospitality.
  • The Dandy Crown — The Dandy Crown is a cocktail bar and restaurant in River North, with a vintage-inspired interior, classic cocktails, and a menu of bar snacks and sandwiches.
  • The Drifter — The Drifter is a speakeasy cocktail bar hidden in the back of Lost Lake in Logan Square, with a cocktail menu on tarot cards, live entertainment, and a vintage, underground atmosphere.

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