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Swanky Rooftop Bars in the Chicago Loop

Posted  23 months ago  in  Restaurants and Dining, Loop List

3 MIN READ - As warmer weather rolls in, rooftop bar hopping season is in full swing. Take your weekend or after work plans to a whole new level (literally) at one of Chicago Loop’s finest rooftop bars. These skyscraping patios boast perfectly crafted cocktails, award-winning dining, and some of the best views of the city. They offer essential consolation and stimulation for you to creak back to life after months of indoor hibernation. Get out and enjoy these sky-high oases while you still can.

Roof on theWit

Perched 27 stories above the hum of the Loop sidewalks atop theWit Hotel, the nightlife experience at ROOF can be defined in a word: View. The scene from the deck and out the windows of ROOF is spectacular, with views of the Bean at Millennium Park, the Chicago River, and the surrounding downtown architectural details. Soak up the gorgeous surroundings while dancing to Chicago’s best DJs and soundtrack with a different feel to each day of the week. A menu of small plates, pizza, and sushi are also available, along with a seasonal craft cocktail menu, large format drinks, and bottle service. ROOF on theWit recently launched a lively Saturday brunch party called TOAST, featuring dishes and cocktails perfect for starting the day on a lively note with favorites such as Aunt Reba’s Fried Chicken and Biscuit or Brioche French Toast with lemon mascarpone and Nutella. Thanks to ROOF's retractable roof, enjoy a day of partying come rain or shine. Images linked here.


Located on the third floor of the beautifully designed Renaissance Chicago Downtown Hotel, Raised is an indoor-outdoor space with an industrial aesthetic that feels distinctly Chicago. Cabanas and fire pits provide a relaxing atmosphere for an afternoon overlooking the Chicago River with a drink in hand. Beer lovers will enjoy an expansive beer list, including six rotating draft beers together with over 40 beers by the bottle from breweries located throughout the neighborhoods of Chicago.

IO Godfrey Rooftop Lounge

Sitting atop the Godfrey Hotel, this award-winning rooftop lounge offers exquisite American dining and two (indoor and outdoor) bars. Alongside the panoramic skyline views, IO Godfrey has festively illuminated decor, cozy fire pits, s’mores kits, shimmering water elements, a video wall and retractable roof. Bask in the sun with seasonal, chef-crafted cocktail drinks and revel in the night while enjoying the southern Chicago skyline.


Twenty-four floors above the Loop’s Financial District, AIRE lives up to its name with a beautiful open floor plan, airy décor and a 360-degree view of the city. A favorite for Loop locals, its cozy atmosphere features tabletop fireplaces, large umbrellas, plenty of greenery and some of the best cocktails in the Loop. This sky-high patio will feature a pop-up grill from Kuma's Corner this year on Saturdays starting June 2.


The most "Insta-worthy" of all the rooftops on the list, Cindy’s has magnificent views of Millennium Park, the Art Institute of Chicago and Lake Michigan. Atop the Chicago Athletic Association Hotel, Cindy’s view and beachy decor aren’t its only assets. The award-winning menu and cocktails make this a destination for locals and tourists alike. Reservations are available for lunch, dinner, cocktails and weekend brunch.


This rooftop radiates with warmth infused with the spicy scent of Peruvian and Argentinian street food lingering in the air. Boleo is 15 stories up at the Kimpton Gray Hotel. All night long, hear the sultry beats of South America paired with bold cocktails and savory Peruvian and Argentinian street snacks. Boleo features a spirited and flavorful beverage menu for Chicagoans and guests to enjoy year-round. There is no need for the 15-hour flight. Boleo is the hangout for your next date night, happy hour, or event. Customize your event with staff and have an authentic experience at Boleo. Make reservations here.


Cerise is modern, familiar, spontaneous, and fun with a view. Located on top of the Virgin Hotel Chicago, find yourself 26 floors up for an impressive view of the city. Enjoy luscious cocktails, an elevated menu, and continuous music to dance all night long. Make reservations here.

LondonHouse Rooftop Lounge

LondonHouse Rooftop is a truly one-of-a-kind experience. The city’s first tri-level rooftop venue, each floor has its own unique focal point including a fashionable bar, a rooftop terrace and exclusive in-dome dining for wedding proposals and private events. While reservations are required through Tock, we promise they are worth the wait for these incredible views of the Chicago River and overall luxurious experience.

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