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.

Open for lunch, dinner, cocktails 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. Larger groups of 12+ can be accommodated through a booked event. 

Cindy's offers semi-private and private event space as well as full buyouts for larger groups.  


(312) 792-3502


12 S. Michigan Avenue
Chicago, IL 60603


M-F 11a–1a

Sa 10a–2a

Su 10a-12a


M-F 11a–2p


Nightly 4p–10:00p


Sa + Su 10a–2p

Limited menu daily between 2:30p–4p


General Info

facebook: Cindy's Rooftop
instagram: @cindysrooftop
twitter: @cindysrooftop

Upcoming Events

September 11, 2017:
Closed for dinner due to a private event

September 13, 2017:
Closed for dinner due to a private event

October 28, 2017:
Closed for a private event

Thanksgiving 2017
Reservations available by phone or via email at

Thanksgiving Hours: 11a-6p