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Cindy's Rooftop Chicago Reviews
I ordered the Half Oysters on the Half Shell (6 oysters for
I ordered the Half Oysters on the Half Shell (6 oysters for $22), which wasn't expensive. It came with two sauces: one tasted like vinegar, sugar, and black pepper, the other was a slightly bitter, creamy sauce, which I guess was to neutralize t
Heard great things about this spot, so managed to snag a
Heard great things about this spot, so managed to snag a lunchtime reservation here on a weekday. The interior is a dream. It's at rooftop level, so there was loads of natural light that left the space feeling so open. I loved that I was abl
When planning our trip to Chicago, a couple of friends of
When planning our trip to Chicago, a couple of friends of mine mentioned that this was a really nice spot to visit. My friends and I decided we wanted to have lunch after our boat tour at this location. We found parking in a building, not far and wal
The restaurant is very cute but the greatest feature is the
The restaurant is very cute but the greatest feature is the rooftop view! It overlooks The Bean and the surrounding park. You also get views of the water and skyscrapers. Food was great as well! We had the lamb shawarma which was refreshing and healt
When i arrived they did not have any reservations but we
When i arrived they did not have any reservations but we added our name to the list and got a table in 5 to 10 minutes. The t Drinks were refreshing but not spicy even though the name suggested it would be. The pumpkin bread was soft,warm and delicio
great place for drinks! terrific service, delicious
great place for drinks! terrific service, delicious cocktails, with a limited menu. get there very early for seating. otherwise, reservations are an absolute must!
5-Star Escape to the Skyline: Cindy's Rooftop Delivers on
5-Star Escape to the Skyline: Cindy's Rooftop Delivers on Cocktails and Chicago Magic Nestled on the 13th floor of the Chicago Athletic Association Hotel, right across from Millennium Park, Cindy's Rooftop is the kind of spot that turns an
We had planned to go to breakfast at a different
We had planned to go to breakfast at a different restaurant, but it was a madhouse when we got there. We searched Yelp for another place nearby and Cindy's popped up. Sooo glad it did! We arrived right after they opened, and although we didn
Fun rooftop bar.
Super busy. View of lake. Fun place to go unwind. Drinks good. Ended up leaving though as it was just too busy
My friend and I wanted to check out the view.
We missed making reservations but we went early to have a drink at the bar and see the view. It was great and seems like a fun place. Next time I'll get the reservations in early enough.
We went here for a few drinks at the bar and some snacks
We went here for a few drinks at the bar and some snacks (without reservation). Such a beautiful, vibrant spot with a gorgeous view of the Millennium Park. Drinks and service were great. Food was decent but not so memorable. Overall, we had a good ti
Tourist venue.
Expensive drinks. Crowded deck. Pictures make it look better than we found it. Too many tourists just trying to see Chicago from a 10th floor deck
First night we went we had only wanted to get dessert and
First night we went we had only wanted to get dessert and the hostess's were being pretty rude about it and said we could order to go at the bar but when we walked inside to try to order I had made a mention of it to a man working inside and he
The juiciest and most flavorful chicken I have ever had
The juiciest and most flavorful chicken I have ever had !!! I usually start by describing the occasion, but I was blown away by the chicken. Worth the calories and the hype the Rocher. What a fantastic dessert, a deconstructed Ferrero Rocher. The
This was the moment we've all been waiting for! Haha.
This is where I chose to take my husband for our intimate meal on his birthday. We have been traveling w a party of 6, and I just wanted time away, just us two. This establishment was perfect! Once I found the correct elevator to take upstairs, I
OMG! Where do I start?!! The view is amazing and we scored
OMG! Where do I start?!! The view is amazing and we scored a table outside at the railing with a magnificent view of Millenium Park and Lake Michigan. The food is superb...Barley Salad with the best salmon! The wait staff, especially Johan, were supe
Cindy's Rooftop is THE place to be in Chicago.
It's located above the 13th floor of the Chicago Athletic Association hotel under a stunning glass atrium. I came at opening time thinking I could grab a table without a reservation but it was already packed. The draw here is that you get a beau
I've been here twice recently and really enjoyed it.
The first time was lunch with friends on a weekday. Not super crowded, beautiful light and view and very good food. Just stopped in for a drink before the theater on a weeknight and it was perfect. We got seats at the bar for drinks and we split cacร
Went in to see a friend, sat at the bar.
Food? On point. Drinks? Fire. Beautiful space. Guy named Topher was the bartender, chill dude. Best thing was his energy with his coworkers. Vibes. Sometimes the real dining experiences are the friends we make a long the way. Definitely going back
This is our first time here since collaboration with boka
This is our first time here since collaboration with boka group. We went for 1130 lunch but got there at 11 was no problem. You typically cannot get in without reservation. Nice size drink and food menu easy to manage . We had cocktails both good bot
The food was simply divine.
Every dish was a work of art, a true feast for the eyes and taste buds
Cindy's was nothing special.
Wouldn't go back as there are too many other rooftop venues that have a better vibe.
Amazing views
We went for drinks on a glorious sunny day. The entrance to the hotel is old architecture and so beautiful. The lift takes you to rooftop which is a bright airy space. Views from here are amazing can see across Millennium Park and beyond.
one of the best rooftop views in the city.
I'd recommend going in the morning so you can see the lake. We ended up going at night for a beer and some light appetizers. I got the salad with green goddess dressing - simple, very fresh, and very good dressing !
Love this spot! Gorgeous views of the city and perfect for
Love this spot! Gorgeous views of the city and perfect for a date night. The snacks are a bit expensive for their size, but I liked the Fernet About It
Went for some after dinner cocktails.
Was a good view of the bean, lake and pretty good drinks.
Great location with nice view when you step out on the
Great location with nice view when you step out on the viewing balcony. Arrived between lunch and dinner so they were only serving lite bites. Had the smoked whitefish dip. It was ok. Service was good. Cute little place, would like to try it for lunc
Stopped by Cindy's Rooftop after a nice dinner.
Ordered the Island Time cocktail. The drink was refreshing with a tropical flavor profile, balanced and easy to sip while taking in the scene. The real standout here is the view. From the terrace you get a sweeping look over Millennium Park with The
Fantastic job on your restaurant all was great and if you
Fantastic job on your restaurant all was great and if you interested in getting to know more about each other privately please contact me at Scotthogel1@gmail.com hey it could be super awesome for us
Cindy's rooftop and a beautiful sunset is probably the best
Cindy's rooftop and a beautiful sunset is probably the best combination for a summer dinner!
Asked for a table near the windows and instead got the
Asked for a table near the windows and instead got the opposite end of the restaurant near the very loud bar even though it was a birthday celebration and there were better tables available. Too many loud drunk people at bar. Food is ok. Balcony h
We stopped at Cindy's rooftop for a late night dessert and
We stopped at Cindy's rooftop for a late night dessert and drink. The best part of the experience was going outside to the outdoor area and look over Chicago at night. On a beautiful summer night, this was a spectacular experience. The booth an
Some of the best views in the city! I've only been for
Some of the best views in the city! I've only been for drinks which were good. Would love to come for dinner
Celebrating My Birthday -Could Not Have chosen a better place in all of Chicago
Review in one word... WONDERFUL! I will describe in more detail. We came to explore Chicago and attend a Neil Young concert for my Birthday. August 25, 2025. I did try to reserve a table for 4 people online in advance, but it was all booked up until
Best servers EVER!
Annie and Erin made my dining experience a day to remember! Incredibly knowledgeable and impeccable service. Those two and their rizz made my day. Canโt wait to come back!
Great views but over crowded with mediocre food. Definitely a skip.
Went on a Saturday night with friends. Thankfully we were able to snag a reservation and didnโt have to wait once we arrived (other than for the elevator to get up). The restaurant is beautiful with gorgeous views of the city but you are definitel
great roof top with amazing view
excellent roof top great service price for drinks on point food quality A+ great bartman and servers I really recomend to visit this great place
Highly recommended by my sister
My sister, a suburbanite who loves to visit downtown Chicago to see shows or visit museums or attend a sporting event, recommended Cindy's Rooftop to me. Whenever she is in the Loop, she usually has lunch or dinner at the hip, stylish rooftop re
Meh for a very desired Resy
The view is divine! The staff was very attentive. We went for Brunch, and it was fine, average at best. Was it fabulous, not in my opinion. The fries with my burger were beyond salty. My sister thought they made a mistake, because for real, thes
Great ambience and great food!
The atmosphere is fantastic, complemented by a beautiful view. The food was enjoyable, and the service was good, although it was a bit slow in arriving.
Terrible Service
The bartenders and manager were unbelievably rude from my arrival. I don't why they are so hostile. The bartender was rude from the beginning to me and the rest of my party for seemingly no reason.
My niece was here from California, and she wanted a
My niece was here from California, and she wanted a rooftop, so I suggested this place. The view is absolutely amazing! Plus, the food is delicious.
Food was good.
Service was nice .Staff were humble with friendly nature. They maintained cleanliness. I was very happy.
We decided to go to Cindy's and wait list.
Although reservations are hard to come by, it's recommended if you want to eat. Luckily, it was later and just 2 of us so we were able to squeeze in at the bar and order food and drinks pretty quickly. I had the Trouble Will Find Me and my husband g
Great location and views but service was lacking and food
Great location and views but service was lacking and food was subpar. Oysters were probably great for a landlocked state but not if you are from the gulf coast.
Wonderful place to stop in for drinks and the panoramic
Wonderful place to stop in for drinks and the panoramic view of Lake Michigan. Service was great at the bar. This place stays busy. Beautiful place that I will definitely be coming back to again and definitely recommend.
Food Was Off and Not Cooked Properly
I ordered the fish and chips and it was definitely off or had gone bad. I actually gagged when I was trying to eat it and didnโt finish any of my lunch. The waitress was so busy and rushed. She never even asked why I sent a full plate back. My sto
Came on a Monday for lunch without a reservation and were
Came on a Monday for lunch without a reservation and were able to get seats at the bar pretty quickly. Drinks, food, and service were good! Prices are a little high, but I think that is typical for rooftops. Definitely worth visiting for the view!!
Great city views, great food, and great cocktails.
I have been here multiple times and they never disappoint! Great spot to bring family and friends visiting the city!
Great views, delicious fish and chips, beautiful venue.
Very much enjoyed. Wish the lunch menu had a few more options as it was somewhat limiting, especially for those who don't eat red meat.
Connect with users posting reservations for Cindy's Rooftop Chicago
AppointmentTrader is a community-driven platform where users can exchange their reservations or leverage their personal relationships with Cindy's Rooftop Chicago. Buyers can make informed decisions using automated seller ratings, which reflect past transactions and reliability.
Each posting on AppointmentTrader shows you which user submitted it and along with that provides a trackrecord of that user which indicates how much experience
the user has and how many percent of their transactions resulted in them issuing a refund.
If there is no user posting that fits your schedule, you can bid on your preferred time.
Let's say Peter has a great morning and decides to take his three friends to Cindy's Rooftop Chicago at 6 PM the same day.
He checks the restaurant's website and sees that no reservations are available. He then looks at the Cindy's Rooftop Chicago page on AppointmentTrader, but finds that there are no user postings either.
That's where the community-driven bid process comes in.
Peter can place a bid on AppointmentTrader, which serves as a reward for any community member who chooses to work on securing the reservation. AT then notifies experienced users who may be able to help.
Step-by-Step Process
1.) Setting a Reward (Bid)
* AppointmentTrader uses historical data to recommend a reasonable reward amount for securing a reservation - let's say $100.
* Peter really wants to go, so he increases the bid (or reward) to $200.
* At this stage, the reservation does not exist yet.
2.) A Community User Picks Up the Bid
* PerceptiveWash44, an experienced AT user, has a strong track record of successfully securing reservations and low refund requests, they receive a notification about Peter's $200 bid.
* PerceptiveWash44 picks up the bid, meaning they will now work on securing the reservation.
* Peter can now talk to PerceptiveWash44 for any questions Peter may have as PerceptiveWash44 user fills the bid.
3.) Finding the Reservation
* PerceptiveWash44 now uses their connections at Cindy's Rooftop Chicago to secure the table.
* If they successfully get the 6 PM table for four, Peter receives a confirmation that the reservation has been secured.
* If PerceptiveWash44 fails to secure the reservation, the bid is returned to the pool so another user can try.
4.) Payment & Protection
* Once the reservation is secured, PerceptiveWash44 receives the $200 reward which is credited to PerceptiveWash44's AT balance, where users manage their own funds and can withdraw via available payout options such as bank transfer, PayPal, or Zelle.
* Peter can now enjoy the dinner with his friends at Cindy's Rooftop Chicago!
* As with all transactions on AT, disputes and no-show fees are handled through the platform's community-driven resolution system. Users with a strong track record are incentivized to fulfill bids successfully, and community members can report issues to maintain trust in the marketplace.
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6 transactions from users who transacted at Cindy's Rooftop Chicago
1 transaction from users who transacted at Cindy's Rooftop Chicago