Cindy's Rooftop

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

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.

06/12/2026

Some accessories sparkle. Our favorite adds a little acidity.

05/25/2026

POV: The colors of the lunch spread add a little extra dose of serotonin to your day.

05/09/2026

We’re so looking forward to spoiling all the moms and mother figures at brunch tomorrow 😍

Photos from Cindy's Rooftop's post 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.

04/17/2026

Spring has sprung with our new beverage menu!🌱🌼

Expect beachy sips, funky flavors, a little spice, and all the refreshing, bright vibes✨

04/17/2026

Psssst… our new cocktail menu just dropped!

Expect beachy sips, funky flavors, a little spice, and all the refreshing, bright vibes✨

04/12/2026

Our favorite way to do a Sunday ✨

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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