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The 15 best rooftop bars in Chicago

Chicago's best rooftop bars and restaurants, including the heated ones that stay open through winter.

Updated · 4 min read

Rooftops open in winter

Heated, glassed in or with fires going, so the view stays open all year.

  1. Cindy's

    LoopRooftop cocktail bar$$$Cocktail Bars list

    The glass-topped rooftop of the Chicago Athletic Association hotel, looking over Millennium Park to the lake; in winter the terrace keeps fires going.

  2. VU Rooftop Bar

    South LoopRooftop bar$$$Happy hours list

    Twenty-two floors above Cermak near McCormick Place, a big all-season rooftop with firepits, retractable windows and jazz bands late in the week. There's a dress code.

  3. Sifr

    River NorthMiddle Eastern restaurant$$$Mediterranean & Middle Eastern list

    Indienne's Sujan Sarkar and Sahil Sethi cook Middle Eastern dishes over a wood-fired hearth in River North, a Michelin Bib Gourmand with an all-season heated rooftop.

  4. Cabra

    West LoopPeruvian rooftop restaurant$$$Happy hours list

    Stephanie Izard's Peruvian cevicheria on the Hoxton's rooftop, 12 floors up, with a heated terrace and skyline views; order a few ceviches and her goat empanadas. Happy hour runs Monday to Wednesday 4 to 6, Thursday and Friday 3 to 6.

  5. Midwest Coast Brewing

    Near West SideBrewery & taproom$$Breweries & Taprooms list

    A West Coast-leaning brewery in the Chicago Brewing District with an all-season rooftop upstairs, rare among city taprooms. Dogs and kids welcome; closed Monday. Bring your own food; local spots pop up on weekends.

Rooftop cocktail bars with a view

Hotel rooftops for a drink over the skyline, the lake or Wicker Park.

  1. Z Bar at The Peninsula

    Gold CoastRooftop cocktail bar$$$$Cocktail Bars list

    The Peninsula's rooftop lounge in Streeterville: skyline views, globally inspired small plates and live music many nights.

  2. The J. Parker

    Lincoln ParkRooftop bar$$$Happy hours list

    The glass-walled rooftop on the 13th floor of Hotel Lincoln, with 360-degree views over the park and lake and DJs on weekends. Brunch is bottomless.

  3. The Up Room at The Robey

    Wicker ParkCocktail bar$$$Cocktail Bars list

    The top-floor bar at The Robey, above Wicker Park's six-corner intersection, with seats inside and out and the widest skyline view on the Northwest Side.

Rooftop restaurants

Dinner up top: a tower-top dining room, a Mediterranean rooftop, a rooftop agave bar and a Greek roof garden.

  1. Arla

    Gold CoastJapanese-Mediterranean$$$$New this fall

    The Adalina team's restaurant perched atop a Gold Coast luxury tower, mixing Mediterranean and Japanese flavors (white miso hummus, miso cod), with outdoor terraces facing the skyline.

  2. Aba

    Fulton MarketMediterranean rooftop$$$Mediterranean & Middle Eastern list

    CJ Jacobson's Fulton Market restaurant for Lettuce Entertain You: Mediterranean plates with a California accent (hummus, kebabs, seafood) under a canopy of plants, and a sprawling rooftop that fills up after work.

  3. La Josie

    West LoopMexican restaurant & agave bar$$Happy hours list

    A family-owned Mexican restaurant on Randolph's Restaurant Row with three agave bars, one on the rooftop, and mezcal from eight states.

  4. Taxim

    Wicker ParkGreek restaurant$$$Mediterranean & Middle Eastern list

    Regional Greek cooking in a Byzantine-style Wicker Park room: small plates to share, a gyro made with duck and rolled in Pontian bread, and a rooftop garden in warm months. Dinner from 5.

Beer and live music on the roof

A brewery's rooftop and two music venues with decks upstairs.

  1. Guinness Open Gate Brewery

    Fulton MarketBrewery & taproom$$Breweries & Taprooms list

    Guinness's second U.S. brewery, filling a huge former rail depot in the West Loop: small-batch experiments that only pour here, a restaurant and a rooftop. Weekend brunch runs 9 to 2.

  2. Bottom Lounge

    West LoopMusic venue & bar$$Live Music & Comedy list

    A 700-capacity venue under the Green Line on Lake Street from the Delilah's crew, with a bar and kitchen up front, pinball, and a rooftop deck facing the skyline.

  3. Reggies

    South LoopRock club & record store$Live Music & Comedy list

    A former auto-bumper shop in the South Loop, open since 2007 as a rock club, a smaller stage, a record store and a rooftop deck, plus open-mic comedy and karaoke nights. Its own bus runs fans to games and concerts.

The best rooftop bars by neighborhood

Downtown: VU Rooftop Bar and Reggies in the South Loop; Z Bar at The Peninsula and Arla in the Gold Coast; Cindy's in the Loop; Sifr in River North.

West Loop and Fulton Market: Cabra, La Josie and Bottom Lounge in the West Loop; Aba and Guinness Open Gate Brewery in Fulton Market.

Wicker Park, West Town and nearby: The Up Room at The Robey and Taxim in Wicker Park.

Elsewhere in the city: Midwest Coast Brewing in the Near West Side; The J. Parker in Lincoln Park.

Want more?

For a drink below street level instead, see the 20 best speakeasies in Chicago, or the 25 best cocktail bars.

Common questions

What are the best rooftop bars in Chicago?
Our 15: Cindy's, VU Rooftop Bar, Sifr, Cabra, Midwest Coast Brewing, Z Bar at The Peninsula, The J. Parker, The Up Room at The Robey, Arla, Aba, La Josie, Taxim, Guinness Open Gate Brewery, Bottom Lounge and Reggies.
Which Chicago rooftop bars are open in winter?
Cindy's keeps fires going on its terrace; VU Rooftop Bar has firepits and retractable windows; Sifr and Midwest Coast Brewing have all-season rooftops; and Cabra's terrace is heated.
What are the best rooftop bars in downtown Chicago?
VU Rooftop Bar and Reggies in the South Loop; Z Bar at The Peninsula and Arla in the Gold Coast; Cindy's in the Loop; Sifr in River North. Just west of the Loop: Cabra, La Josie and Bottom Lounge in the West Loop; Aba and Guinness Open Gate Brewery in Fulton Market.
Which Chicago rooftop has the best view?
Cindy's looks over Millennium Park to the lake, The J. Parker has 360-degree views over Lincoln Park and the lake, and VU Rooftop Bar is 22 floors up.
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