An island in the sky: Cindy Rooftop Restaurant review

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Photo by Joseph Molina

By Joseph Molina
Business Manager

Located at Millennium Park’s doorstep and right next door to Roosevelt University’s Gage Building, Cindy’s rooftop is one of Chicago’s most exclusive hidden gems. In the heart of the Loop, and just steps away from Cloud Gate (“The Bean”) Cindy’s is the perfect destination for a panoramic view of the city and for some of its most delicious upscale eats.

Executive Chef, Chrisitan Riagano, brings an inspiring menu choice influenced by Italian and Spanish flavors to this restaurant in the sky. Formerly the chef of NoMi, Ragano brings classic large plate style dishes with inspiring cocktails selections. Cindy’s is on the 13th floor of the Chicago Athletic Association Hotel, making its home in the Historic Michigan Boulevard District. With the building dating back to the 19th century, this Chicago landmark brings its visitors and patrons a taste of a time when Chicago was affluent with athletic clubs for the elites. Rest assured, you don’t have to be staying at the Athletic Association in order to visit Cindy’s.

Cindy’s rooftop terrace feels like a upper peninsula Michigan beach house. With a high-glass ceiling, picnic bench seating, and an outside terrace with lounge seats and fire pits. Cindy’s is the epitome of a rooftop lounge with a breathtaking view of the city. As summer weather is quickly approaching, Cindy’s is the perfect spot a Saturday night where you can enjoy the Navy Pier fireworks in full view.

While enjoying a lemon drop martini on the rocks or one of their classic old fashion with angostura bitters, this luxury rooftop spot has something for all.

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