Enjoy the best rooftop dining Chicago has to offer.

The jewel in the crown of The Chicago Athletic Association Hotel, Cindy's is our rooftop restaurant and open-air terrace with panoramic views of Millennium Park, the Art Institute, Lake Michigan, and beyond.

Created out of thin air, the aery atmosphere gives contrast to the Association’s history as a men’s club, yet carries an unmistakable look of having always been here. With seasonal freshness reflected in both food and drink, the rooftop dons the relaxed ambience of a Great Lakes beach house with a view. Executive Chef Christian Ragano joins forces with renowned Spirit Guide Nandini Khaund, to bring classic comfort and culinary invention via large format style dining over cocktails and apothecaries.


Feast with us this Thanksgiving, check out the details here. 


We accept reservations for lunch, dinner, and weekend brunch.

Dinner and brunch reservations are available for parties of four or more. Lunch reservations are available for parties of two or more.

The largest reservation that Cindy's can accommodate in our dining room is for 12 guests. Groups of 12+ can be accommodated through a private event. 

Upcoming Events

November 21+22, 2017:
Pie in the Sky-grab-n-go Thanksgiving pies

November 23, 2017:
Cindy's will be celebrating Thanksgiving by showing football and feasting on all the fixin's.

December 10, 2017:
The Lakehouse Series-
An Evening of Alsatian Cuisine and Wine


Sit beside friends, family and colleagues for an unsurpassed experience, only to be found at Cindy’s. Event spaces include our semi-private Lakeview couches, private Library dining room  and full restaurant buyouts.