Cindy's - Chicago Athletic Association Hotel

4.5
388 reviews
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$31 to $50
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American

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About

Cindy’s is light, airy, and reminiscent of a Great Lakes beach house, with decor that changes along with the outside environment. Seasonality will be reflected not only in the food and drink menus, but also through the sky, park, and Chicago cityscape that is naturally absorbed into the rooftop ambiance. Our menu is light, fresh and served in larger, shareable formats to correspond with the communal picnic tables, bar counters and lounge seating, as our Culinary team garners inspiration from the local farms and flavors of the Midwest and Great Lakes. Classic cocktails with creative large format options highlight the seasonal menus.

Please note reservations are for dining only. Those looking for cocktails and appetizers can walk in at any time. Outside food and beverage are not allowed.
Dining Style
Casual Dining
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Cuisines
American, Comfort Food, Seafood
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Hours of operation
Monday-Friday: Dinner 3pm-2am
Saturday: Brunch 10am-3pm, Limited menu 3pm-4pm, Dinner 4pm-3am
Sunday: Brunch 10am-3pm, Limited menu 3pm-4pm, Dinner 4pm-midnight

Please note we will be closed January 3rd at 4pm to January 9th at 4pm for some touch-ups to make Cindy's even more magnificent! Brunch will still be served on the 3rd and we will open up for dinner service on the 9th! Sorry for any inconvenience this may cause.
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Phone number
(312) 792-3502
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Payment options
AMEX, Diners Club, Discover, MasterCard, Visa
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Dress code
Smart Casual
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Executive chef
Chef Christian Ragano
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Neighborhood
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Cross street
Madison
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Parking details
Valet is located on our Madison Street entrance in between Wabash and Michigan.
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Entertainment
The Library, our private dinning room that will house small dinners, events, mixology and chef tastings/classes for guests.
Additional
Banquet, Bar Dining, Bar/Lounge, Beer, Farm to Table, Fireplace, Full Bar, Happy Hour, Late Night, Non-Smoking, Outdoor dining, Private Room, View, Weekend Brunch, Wheelchair Access, Wine
What 388 People Are SayingWrite a review
Overall ratings and reviews
4.5based on all time ratings
4.3
food
4.1
service
4.6
ambience
3.7
value
Noise · Moderate
91% of people would recommend it to a friend
5
4
3
2
1
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OT
Cincinnati
1 review
Dined on May 19, 2017
Overall 5food 4service 5ambience 5

ED was fabulous! Best greeter in the city. We had such a fun night thanks to him.

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OT
Chicago
2 reviews
Dined on May 14, 2017
Overall 5food 5service 5ambience 5

Excellent food and great ambiance. Went there on Mother's Day and it was the perfect place. There is an amazing view of the city and the restaurant was perfect for a family with kids during the brunch.

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L
Chicago
1 review
Dined on May 7, 2017
Overall 4food 5service 2ambience 5

We had a bachelorette party brunch. The food and atmosphere were amazing. We sat inside, but went outside for pictures with Millennium Park and the Bean in the background. The service was subpar, having to ask two or three times for a refill of iced tea. Other than that, I would highly recommend this restaurant.

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a
Chicago
5 reviews
Dined on April 28, 2017
Overall 4food 5service 4ambience 3

It was a perfect location for a get together with friends. The food was delicious and the cocktails were great twists on favorites.

I expected a more quiet environment but it seems they allow anyone who wants to grab drinks up to the restaurant, which was a bit disappointing. I was expecting something a little more exclusive.

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a
Chicago
2 reviews
Dined on April 8, 2017
Overall 5food 4service 5ambience 5

the place, food & service was great !! the only thing is they took our 2pm reservation & did not tell us that the kitchen closes at 2:10 pm !! did not give us time to settle and we had to rush and order. the good was not enough but we can no longer add. left still hungry.

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W
Chicago
1 review
Dined on April 8, 2017
Overall 5food 5service 5ambience 5

We visited several restaurants while in Chicago for a bachlorette weekend, Cindy's was by far my favorite! I could have stayed all day to take in the scenery.
My sister, who is a Chicago resident, recommended Cindy's, as well as, all of the other hot and on-trend places we patronized. I doubt I would have found this gem without her guidance. Cindy's was a fresh and vibrant brunch spot. We ordered 7 dishes on the menu (large group) and shared everything. Each dish was amazing!! The entire presentation was on point... from the food and drinks to the gorgeous view! I highly recommend Cindy's. It will be on my list every time I visit Chicago!

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E
New York Area
7 reviews
Dined on April 4, 2017
Overall 5food 5service 5ambience 5

Cindy's has great food and an excellent
atmosphere for convivial dining!

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J
San Diego
1 review
Dined on March 25, 2017
Overall 4food 5service 4ambience 5

Great, except hostess was extremely rude and unprofessional.

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OT
Chicago
5 reviews
Dined on March 23, 2017
Overall 5food 5service 5ambience 5

Un lunch rapido para antes de visitar el museo de arte, la vista espectacular y la comida buenisima!

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OT
Cleveland
1 review
Dined on March 20, 2017
Overall 4food 4service 4ambience 4

Food was great! And it was a perfect place for our large group. However, our waiter could have done a better job of recommending when to order up based on the size of the dishes. So if you are there with a large group. Ask specific questions about size of dishes if you want everyone to be able to try everything.

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OT
Oklahoma City
4 reviews
Dined on March 17, 2017
Overall 3food 4service 4ambience 4

The host did a poor job in his job as a customer service agent.

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AV
Orlando
23 reviews
Dined on March 16, 2017
Overall 5food 5service 5ambience 5

Best view in the city and delicious food!

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LM
Chicago
24 reviews
Dined on March 12, 2017
Overall 2food 2service 3ambience 4

Go! And see the hotel part! Super cool history if you can find a phamplet to read up on the building. Food. Well, interesting. Not what we expected for breakfast as we are more a traditional eggs and toast. Drinks looked interesting and $, but the coffee was very good. Deck looking out to the park was nice, but we didn't experience it do to temps. Fire pit was rolling though. Will have to skip it next time. We like our eggs and toast.

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OT
Chicago
1 review
Dined on March 11, 2017
Overall 5food 3service 5ambience 5

Danny was fantastic! We went on the Saturday afternoon of the St. Patrick's Day parade and it was an interesting mix in the restaurant. Our server, Danny, made our experience very special.

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OT
San Diego
2 reviews
Dined on March 11, 2017
Overall 5food 5service 5ambience 5

One of my favorite places to go to when I come back home. Amazing views. Fabulous drinks. Cool vibe. Always worth it!

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JL
San Francisco
1 review
Dined on March 10, 2017
Overall 3food 3service 3ambience 3

Overall had a good experience while I was there - but the weeks/days leading up to the event Cindy's had the worst customer service. Left several voice messages regarding my reservation and no one returned my phone call. Something that they need to work on.

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CH
Chicago
29 reviews
Dined on March 6, 2017
Overall 4food 4service 4ambience 5

Great service and an amazing roof-top. This is worth your drive.

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OT
Chicago
1 review
Dined on March 5, 2017
Overall 5food 5service 5ambience 5

AWESOME VIEWS AND EVEN BETTER FOOD! I will definitely be back!

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OT
Chicago
2 reviews
Dined on March 3, 2017
Overall 4food 5service 4ambience 5

The food and table service were amazing as was the view of course!
I do want to mention that the hostess was so beyond rude, it honestly took my breath away. My friend and I arrived really really happy to be together and were being really friendly and chatting with the hosts. I gave the hostess my name and immediately told me, with no smile on her face that I was wrong and that our reservations were for an hour later. I said that no, in fact we were right on time and I could look at Open Table. She said frowning, "it doesn't matter, we don't use Open Table anymore. But we can seat you." She talked to us like we did something wrong and it was really upsetting because I made this huge point of being on time and organized, got a sitter for the specific time...I was taking my friend out for her birthday and was made to feel like I screwed up. I looked up our timing when we were leaving and as it turned out, I was right all along and tried to show her this in kind of a lighthearted, ha ha, look at this, kind of way but I didn't like being walked all over either. She stared at me with the meanest tone said, "it doesn't matter. We don't use open table." I did say that she was really mean and I just wanted to show her that I wasn't disorganized and was there when we were supposed to be. I called a manager about this but no one ever called me back. I'm a really friendly person and have honestly never in my life been treated like this by a hostess, waiter, anyone working in a restaurant. It was really sad.

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SR
Chicago
22 reviews
Dined on March 2, 2017
Overall 5food 5service 5ambience 5

Great view - fun spot with really good food. The burrata starter is yummy. Last time I went we shared the scallops and duck. Both were amazing.

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MB
Chicago
1 review
Dined on February 28, 2017
Overall 5food 5service 5ambience 5

We had a group of 8 professionals. The drinks were very creative and tasty. It was a bit loud for conversation. We were there on a stormy night and the lightning across the lake was fantastic to view from the enclosed rooftop.

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CB
San Francisco
2 reviews
Dined on February 27, 2017
Overall 3food 1service 3ambience 4

Menu is very limited, and almost everything is spicy.

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T
Chicago
35 reviews
Dined on February 27, 2017
Overall 3food 4service 2ambience 5

The view from 12 S. Michigan is great. Nearly the entire restaurant is glass overlooking Millennium Park and the Art Institute. It's bright and cheery. The decor is really fresh. The menu for lunch is not huge but everyone in our party of 6 found something they liked. The presentation and food were good. The service, not so much. It really lagged... like 15 minutes after we got our drinks we finally were asked for our orders. We weren't checked on with regularity. The food came pretty quickly, but once our check was dropped off it took a very long time for her to come back to get the credit card. I ended up docking the tip because it took so darn long and the waitress was not very attentive. She was nice but didn't provide the level of service I would expect at a place like this. Kind of a shame because it really hurt what would have been a very positive overall impression of the restaurant.

I will go back for drinks or dinner mainly because of the atmosphere and the view. I hope that they get their service issues worked out.

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EJ
Chicago
62 reviews
Dined on February 26, 2017
Overall 2food 4service 1ambience 4

I love this venue. We have been here before for cocktails so I thought we would try it for brunch. It was a beautiful day so it really added to the view and ambiance. However, the service was not good at all. The food was good, but I will not return here for brunch...not worth the $ to get poor service.

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OT
Chicago
2 reviews
Dined on February 25, 2017
Overall 4food 4service 4ambience 5

This was my fourth visit, first time dining (brunch). This is always on the list when I have guests coming for their first visit to Chicago. The view speaks for itself/ ambiance never disappoints. The meal was overall, excellent, we had a lovely view from our table, and thoroughly enjoyed our visit. Minor snaffu... checks took a long time, one credit card ended up being charged $183, rather than $43, and the hostesses are typically unwavering in their cold/unfriendly demeanor.

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TK
Chicago
3 reviews
Dined on February 24, 2017
Overall 4food 4service 3ambience 5

Fantastic cocktails, great charcuterie and meals. Group favorites were the grey garden and a version of a peach mule. The scallops were fantastic and I enjoyed picking at a friend's fish and chips. Service started out strong and attentive but it seemed that we were forgotten after we ordered our entrees. Which reminds me.... I didn't get to order dessert!

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OT
Chicago
2 reviews
Dined on February 23, 2017
Overall 4food 3service 3ambience 4

Cindy's is very loud. We were not there at a busy time frame (1pm) and it was very loud. The outdoor area is very nice with a rock fire pit and great view of Millennium Park. Pricey, limited lunch menu choices. You MUST make a reservation if you need a specific time frame but you can walk in. Special occasion or watch fireworks at Navy Pier but definitely reserve a table for the evening.

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R
Montreal
7 reviews
Dined on February 21, 2017
Overall 5food 5service 4ambience 5

Beautiful views and even better food

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OT
Chicago
2 reviews
Dined on February 19, 2017
Overall 5food 5service 5ambience 5

Cindy's came trough like always. Their skilled staff, awesome ambiance and delicious food our special occasion even more special.

Truly awesome.

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R
Chicago
2 reviews
Dined on February 19, 2017
Overall 3food 2service 2ambience 5

This was my second time here. We were taking out of town guests and the building itself and the view are both spectacular and so worth it. The first time I went I felt the food was worth it too. The menu has changed totally since I was there before. Unfortunately I did not feel that the food was worth it this time. There were 6 of us so we ordered the full order of scallops for $60 as one of our 3 entrees. The gal said there were six of them and they were huge. The scallops were good and nicely displayed but they were regular size to small. The full portion steak entrée for $140 was very good too but not a lot to eat for six people either. We had a third entrée and a number of sides and dessert. Everyone enjoyed their evening and meal but I worried that our guests were still hungry when they left.
I would go back again but maybe next time just for drinks and appetizers.

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J
Chicago
4 reviews
Dined on February 19, 2017
Overall 4food 4service 4ambience 5

Fantastic view, lively crowd, innovative menu, friendly service. Enjoyed Sunday Brunch Birthday Celebration with friends. Will be back to try dinner menu.

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MM
Detroit
33 reviews
Dined on February 19, 2017
Overall 5food 5service 5ambience 5

Best brunch in Chicago amazing room, view, music and the food served family style is fantastic. Cocktails are handcrafted creative and special. So much fun and drinks in the evening with the view and people is a must do. I go back every time I'm in town you should too.

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OT
New Orleans
2 reviews
Dined on February 17, 2017
Overall 2food 3service 1ambience 3

When people with reservations are provided lesser service than drop-ins who are there to drink and gawk at the view, you do start to wonder whether it was simply oversight or due to other reasons. Will not be returning to this establishment, nor recommending this place to our colleagues and clients.

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OT
Detroit
1 review
Dined on February 16, 2017
Overall 5food 5service 5ambience 5

My husband and I went out to Chicago for a show and I surprised him with a happy hour at Cindy's. We had the East to West oysters and the beef tartare appetizers, both were outstanding. I had two mocktails (the kombucha rocked) and he had on specialty cocktail and one scotch and soda. The staff was great, super willing to take our picture out on the amazing balcony. It was just wonderful. A truly one-of-a-kind experience.

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MV
Miami
5 reviews
Dined on February 15, 2017
Overall 5food 5service 5ambience 5

My Birthday

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OT
Chicago
4 reviews
Dined on February 10, 2017
Overall 5food 5service 5ambience 5

Great food! Would love to go back.

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b
Chicago
77 reviews
Dined on February 10, 2017
Overall 5food 5service 5ambience 5

We had the best table and best server! Food was perfect. The view.. outstanding!

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OT
New York Area
1 review
Dined on February 10, 2017
Overall 5food 4service 5ambience 5

We came in for a weekend in Chicago and this was our first spot straight from the airport. On the 13th floor rooftop of CAA, the view is superb overlooking the Lake, you can see from the Museum Campus out to the end of Navy Pier and up to the Hancock Building. Hard to say what was better, the food, the view or the service.

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OT
Chicago
2 reviews
Dined on February 8, 2017
Overall 4food 4service 4ambience 5

We booked this through Chicago Restaurant week. Loved the environment. Had a bloody mary at the bar on arrival - super group of servers. Fun!
The fixed lunch menu was excellent and value was definitely there.
Would come back.

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P
Chicago
19 reviews
Dined on February 8, 2017
Overall 5food 5service 4ambience 5

Beautiful space, open ceiling, nice break in the winter!

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Tweets by Cindy's - Chicago Athletic Association Hotel