Enjoy the best rooftop dining Chicago has to offer. 

THE JEWEL IN THE CROWN OF THE CHICAGO ATHLETIC ASSOCIATION HOTEL, CINDY’S ROOFTOP RESTAURANT AND OPEN-AIR TERRACE OFFERS PANORAMIC VIEWS OF MILLENNIUM PARK, SPARKLING LAKE MICHIGAN, THE ART INSTITUTE OF CHICAGO, AND BEYOND.

Join our culinary team for seasonally-rotating, family-style comfort food, bio-dynamic wines and award-winning cocktails with large format apothecaries. With seasonal freshness reflected in food & drink, this Chicago restaurant serves locally-sourced, New American cuisine within the relaxed ambience of a Great Lakes beach house. Open year-round.

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[HEADS UP]

Welcome to Cindy’s! Masks are optional. We’re pretty excited about this too! But hey, if you want to wear a mask, do it! We ask that you please respect any of our teammates that choose to stay masked up.

 Reservations can be made through RESY. We are unable to take reservations by phone or via email as a credit card is required to book due to our cancellation policy. Failure to cancellation within four hours of reserved time will result in a fee. The booking window is one month.

All dining is indoors at this time and we have a twelve-person maximum capacity per table. Based on our current configuration, we are unable to take groups larger than twelve at this time.

Reservations are limited to two hours or less and unfortunately, we cannot take reservations for drinks, desserts or appetizers only. Reservations for otherwise are subject to cancellation upon arrival.

On behalf of Cindy’s and all of us at Chicago Athletic Association, we appreciate your patience and thank you for your ongoing love and support!

Cheers to you, friends.

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facebook: Cindy’s Rooftop  |  instagram: @cindysrooftop |   twitter: @cindysrooftop

Cindy’s atop the Chicago Athletic Association
12 S. Michigan Avenue
Chicago, IL 60603