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Your Guide to the Best Rooftop Bars in the Loop

Take your weekend plans to a whole new level (literally) at one of the Loop’s newest rooftop bars. These alfresco dining options boast perfectly crafted cocktails, award-winning dining, and some of the best views of the city. So what are you waiting for? Get out and enjoy these outdoor oases while you still can!

Cindy's

12 S Michigan Ave
Chicago, IL 60603
Reservations

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.

Photo Courtesy of Cindy's Rooftop 

LH Rooftop

85 E Upper Wacker Dr
Chicago, IL 60601
Reservations

LH Rooftop is truly a 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, 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. 

Raised

1 West Upper Wacker Dr
Chicago, IL 60601
Reservations

Located on the third-floor of the newly remodeled Renaissance Chicago Hotel, Raised is 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.

AIRE

100 W Monroe St
Chicago, IL 60603
Reservations

24 floors above the Loop’s Financial District, AIRE lives up to its name with a beautiful open floor plan, light airy decor, 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.


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