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Cindy's

New American Restaurant, Gastropub, and Roof Deck$$$$

The Loop, Chicago

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Cindy's

8.9^/10

827

ratings

Ranked #2 for a rooftop in Chicago
Has a stamp of approval from Eater and Chicago Tribune
"Great family style food with amazing views over millennium park!"(15 Tips)
"Great view from the patio with creative cocktails & pleasant staff."(105 Tips)
"rooftop bar atop the Chicago Athletic Association hotel"(4 Tips)
"beautiful Chicago Athletic Club Hotel"(3 Tips)

138 Tips and reviews

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scenic views
millennium
rooftop
good for dates
trendy
chicago athletic
good for groups
fire pits
bar
gardens
spacious
brunch food
pancakes
restaurants
good for singles
beef tartare
park
crowded
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good for special occasions
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ChicagoistJuly 26, 2016
This rooftop bar atop the Chicago Athletic Association hotel boasts incredible cocktails, a gorgeous design and a view of Millennium Park unmatched by any other bar in Chicago. Read more
Upvoted Sep 15
Sarah K. QuinnJune 23, 2017
Cindy's is known for expertly crafted cocktails that give you a sense you're in a secret garden in the 1930s. The drinks pair well with the stunning view of Millennium Park and the Chicago Yacht Club.
EaterFebruary 18, 2016
Got pancakes on your mind? Cindy's serves whole platters of them (meant for 3-4 people) on Saturdays and Sundays from 10am - 3pm. The panoramic view you get while eating them doesn't hurt, either. Read more
Chris DavisMarch 7, 2017
All time favorite rooftop bar. Besides the amazing view the menu hear is exquisite. Especially the cocktails-never been to a place with such a unique drinking menu sure to explore your tastebuds.
Ami H.September 27, 2022
A lake facing couch table for a splendid view, the fabulous farm to table plant-forward fare, & THE SERVICE. Charred Rabe + Hummus and the Baby Beet Toast exploded with flavor and texture. 👍🏼brunch
Helen ZhangAugust 9, 2019
In the summer the patio has a great view of fireworks from Navy Pier every Wed and Sat at 9:30pm. Why fireworks all the time? Because, Chicago! Summer! Summer in Chicago! 🎇
Aditi LuthraAugust 24, 2018
I loveee Cindy’s! Their frozen drink was creative and yum. Heard their food is awesome also! Went during sunset. Balcony area was crowded but the interior decor was open airy and pretty!
ElisaSeptember 3, 2018
Lovely rooftop, not too crowded in the late afternoon. Fantastic views of Millennium Park. The view stretches all the way to the Planetarium. Don't even need to buy any food or drink to see the view.
Kindall HNovember 9, 2016
Been here 5+ times
Chic atmosphere welcoming everyone at any age. The food is simple yet superb and the cocktail menu is simple yet sofisticado. Not to mention the spectacular view at this rooftop.
KT FloridaSeptember 27, 2016
View is amazing, both day and night!
Redeye ChicagoJune 25, 2015
Cindy's was designed to feel like a Michigan beach house. The shareable paltters menu is full of oversized family-style dishes; but you can still order half dishes of roasted claims or meatballs. Read more
AmateurConciergeOctober 2, 2022
Great view on the patio. Bartenders are very attentive, even when it’s packed. Solid drinks.
Lukas CarvajalApril 10, 2017
Definitely #1 rooftop in Chicago for young people in my opinion 🍹🥂🍸The cocktails and views are amazing so it's definitely a must if you are visiting Chicago! Even if you're a bit older 😉
Keith WoodJuly 25, 2015
Very lively place for afterwork, which causes a bit of a back up for ordering at the bar. Great view from the patio with creative cocktails & pleasant staff. Recommend the Aegean sea cocktail!
Angie OsmanskiJanuary 16, 2016
Great patio for all seasons with 2 fire pits to keep warm by; some of the best views in Chicago. Love the inside chill atmosphere and great drinks!
Pame Rubio PiñaJanuary 9, 2016
The view is amazing! Nice rooftop! Reservations are required at night because it it to crowded! Try The croque mandame with black truffles 👌🏼
İclal KireçNovember 9, 2017
Its scenic view, coctails and meals are awesome. But you should make a reservation otherwise you have to wait for a loooooong time like us!
Marie La RueMay 31, 2023
For the best views of Millennium park and the lake. Airy and spacious space, a good spot to refuel while hitting all the tourist stops
Maria PhamMay 3, 2016
Love this place!! Very attentive staff, try offer to take pictures for you. Definitely make reservations, oh and get the Grey Garden cocktail.
Bitches Who BrunchApril 19, 2016
Cindy’s sits atop the historical and beautiful Chicago Athletic Club Hotel, and has an extensive menu full of delicious libations and entrees. Read more
EaterJanuary 13, 2017
The outdoor space at the CAA on Michigan avenue features a breathtaking view of Millennium Park, if you can brave the line to make it through. Read more
Merly payneJune 6, 2015
Stools can tip - 3 folks fell in 30 min - b careful! Michelada clams delicious, lots of bread 4 broth. Bar busy, cocktails delicious. Great view, friendly staff. Meals 4 sharing, so $$$ shock, but ok
Whitney FishmanApril 13, 2016
Everything is delicious and made for sharing. Great for all seasons with the indoor seating. Make sure you see what can be done in half portions so you can try even more!
Kuo-yu LiangApril 13, 2018
Hosted a dinner for 15 people. Superb all around. The food, service, view, ambience and flexibility. Highly recommended.
Amy RobertsonJune 5, 2016
The view is unbeatable. The vegetarian tartine a are so rich that you don't miss the meat
Kyra KilianMay 19, 2019
If you go at lunch they have a “secret burger” that’s not on the menu. It’s really good! Great service and nice view.
Avneesh KohliAugust 14, 2018
Really nice views of Millennium Park from the rooftop deck, and great drinks. Can get crowded and tough to get to the front of the bar though.
Jameel SheriffMarch 19, 2016
Ha dthe grilled salmon. It was pretty good. The service was awesome. And the view is just amazing from the patio. Definitely a great place to eat in chicago..
JJuly 27, 2015
Great city views. Dishes are meant for sharing. My cocktail was fairly light on the alcohol content. Service was a bit aloof and took quite a bit of time.
Yunus TaslielAugust 27, 2016
Delicious salmon eggs benedict for brunch inside and an amazing view outside!
Raed MansourDecember 23, 2015
One of the best views of Millennium Park. Great food and service. Really busy every day of the week, definitely need an RSVP.
Jeff CarterAugust 23, 2015
Pretty tough to beat the view here. Overlooks Millennium Park, and Lake Michigan. If you want this view elsewhere, you need to join the University Club.
Jason SundramSeptember 3, 2021
The Secret about the secret burger? It's not that good. It was overdone ... and I was told: "they all come out that way" 😭
Redeye ChicagoJuly 20, 2015
It has one of the most dazzling panoramic views of Grant and Millennium Parks and the museum campus that I've ever seen. Read more
Kayla RAugust 4, 2018
All the food is great! Drinks are so pretty and the view is great. You can see the overview of the bean and the water.
PureWowSeptember 25, 2015
Cindy’s at the CAA is open till the wee hours all week, and it has wild-Michigan-blueberry tarts topped with vanilla crème fraîche and almond streusel.
John WildesJanuary 18, 2017
Never been to this place before but it was awesome. Drink recommendations are always appreciated from the staff. Menu was varied and appetizing.
BiancaJuly 23, 2019
Best rooftop in town. Fantastic view, great cocktails - but long lines.
PureWowMay 30, 2017
Clinching a reservation at this über-hip spot at the top of Chicago Athletic Hotel will impress pretty much anyone. Read more
ILYA SPECJune 14, 2017
Reserve a table in advance. Great bartenders. Duck is amazing. Probably the best view of Chicago.
Mohammed AlDhaheriJuly 28, 2017
Delicious Salmon .. one of the best. Lovely atmosphere and amazing view❤️
Michael HaaralaOctober 17, 2016
If the wait for Cindy's is too long, check out the game room on the second floor of the Athletic Association. It's a hidden gem!
Ashleigh GardnerMay 25, 2017
Great family style food with amazing views over millennium park!
RcLAApril 5, 2016
Great drinks + service. Order a drink and head outside to take in the view!
Meghan PreussSeptember 5, 2018
Beautiful city views. Good drinks but the line to get to the rooftop can get very long!
Adam SigelOctober 15, 2017
Best bucatini carbonara I’ve ever had. Smashed potatoes, beef tartare, and scallops also delicious.
Jon B.February 29, 2020
Best view from a bar in Chicago. Also very good cocktails.
Irays MunozMay 4, 2016
Amazing panorama! The food is great, try half platers for groups. Pineapple upside down dessert is a must.
Tana BabcockFebruary 24, 2017
Marvelous location, amazing view and delicious drinks. Service was lacking but I would return! Great for groups.
AMP*October 15, 2015
Pricey drinks, so good for 1 or 2. Amazing view from here and the firepits are a great touch on a chilly night!

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