Cindy's Rooftop
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The jewel in the crown of the Chicago Athletic Association hotel, Cindy's is a rooftop restaurant and
Created out of thin air, the aery 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. Our culinary team joins forces with our talented bar team to bring classic comfort and culinary invention via large format style dining over cocktails and apothecaries. Private dining available:
[email protected]
09/25/2026
Consider this your cue for a rooftop round.
09/24/2026
We’re going to need a bigger spoon. 🥄
Pretzel Cookie Sundae with chocolate fudge, salted caramel, mascarpone cream and salty-crunch mix.
08/22/2026
A round of Weiner Circle Spicy for the table 👀
08/12/2026
On a roll. A shrimp roll, specifically.
Brunch calls for a Bloody Mary. See you in the AM ☀️
06/16/2026
Good cocktails bring people together. Great cocktails give back.
From June 16 through July 31, $1 from every Cha-Cha-Chicago sold will support Working In The Schools (WITS), a Chicago nonprofit empowering students through literacy and self-expression.
Made with rum, St. Benevolence clairin, blueberry, coconut cream, and lemon, this is one worth ordering for the table.
05/25/2026
POV: The colors of the lunch spread add a little extra dose of serotonin to your day.
We’re so looking forward to spoiling all the moms and mother figures at brunch tomorrow 😍
05/03/2026
It may be gloomy outside but it’s always bright and colorful under our atrium ✨
04/29/2026
Some nights are made for the classics🍸
04/23/2026
Inspired by these first warm days in Chicago, this colorful crab salad celebrates spring produce—Jonah crab, endive, asparagus, and potato—light, lively, and ready for lunches on the terrace.
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Website
Address
12 S Michigan Avenue
Chicago, IL
60603
Opening Hours
| Monday | 11am - 11pm |
| Tuesday | 11am - 11pm |
| Wednesday | 11am - 11pm |
| Thursday | 11am - 11pm |
| Friday | 11am - 12am |
| Saturday | 10am - 12am |
| Sunday | 10am - 11pm |