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. 


From private parties to corporate events, Cindy's is one of Chicago's best event spaces. Our world-renowned view, impeccable service and seasonally fresh menu make our enclosed rooftop one of the best restaurants with private rooms in the city. Party ideas include: company events, networking events, happy hours, team building events, engagement parties, baby showers, birthday parties, wedding party brunches and holiday parties.



Reception MENU

Lunch MENU

happy hour menu




Chicago Thanksgiving: Cindy's Style

Cindy's will be open from 11 am to 7 pm (last seating at 6 pm)

Enjoy a family-style meal with a host of dishes like roasted shaved turkey breast and braised leg and thigh, all accompanied by cranberry aigre doux; cast-iron cornbread apple sage stuffing; whipped potato; and glazed haricot vert. Cost for this family-style dinner is $60 for two people and $120 for four people. You can opt for an a la carte meal with a variety of items including shaved turkey Waldorf tartine ($16) with celery, apple and golden raisin on seeded rye; turkey pozole ($18), turkey leg with white beans, salsa verde, avocado, cabbage, radish and cilantro; or trout meuniere almondine ($34) with haricot vert and whipped potato. A number of desserts, including traditional pumpkin pie and pumpkin chocolate chip whoopie pie will add a sweet finish to your festive meal. Make reservations by calling (312-792-3502) or emailing (cindysinfo@chicagoathletichotel.com).

Cindy's Pie in the Sky

Delight your friends and family with a Thanksgiving treat by Pastry Chef Jove Hubbard. 

Order online ahead of time and pick-up on November 21 + 22 from 2-6pm. 

To order visit: store.chicagoathletichotel.com

full-sized ($20)
traditional pumpkin
maple crème fraiche pies
carrot cake  
individual-sized ($8)
 pumpkin chocolate chip whoopie