This is a rooftop bar/ eatery at the Chicago Athletic Association Hotel. The restaurant has a vaulted glass ceiling letting in all the beautiful sunshine and beauty of the city while keeping the wind out. Be aware that because of its unique location it will be crowded. So, make sure to plan ahead. You can enjoy a delicious meal from their menu or alcoholic/ non alcoholic drinks from their bar. Make sure to go out on the terrace and click photos. You will be stunned to see the magnificent panoramic views of iconic Chicago landmarks - Millennium Park, The Art Institute, Lake Michigan and beyond. Cindy's is on our 'Must-Eat List' for our next Chicago visit. You see, by the time we reached there, the kitchen was already taking last orders. Having read numerous high praises about the food, we were quite excited to indulge in. Alas! We have to wait till next time. Nevertheless, we were able to enjoy our drinks while taking in the beautiful rooftop views of the city. read more

Came here with some friends for drinks and had a great time! The weather was actually perfect enough where we could stay warm by the fire pits on the actual rooftop. Definitely a wonderful experience and very friendly staff. read more

I thought Cindy's would be all about the view but I was pleasantly surprised. The views are obviously amazing but so is the food and drinks. We had the Walk the Earth drink from the brunch menu and the Paloma, very delicious. We also had the aguachile and smoked salmon to eat which were very good portions. It is a bit on the pricey side but I really thought it was worth it. I made reservations about a month before my trip but when I arrived they did ask if I was a walk in so I guess you can walk in and sit at the bar if you want. I would definitely recommend it and I would come back when I am in Chicago again! read more

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My husband and I went here for brunch. We shared the burger and fries, and the chef's salad. We were staying at the hotel so they sat us quickly, but a terrible stool & bar situation along a column where a lot of people tend to loiter around and wait. Makes for an uncomfortable meal in many respects - uncomfortable stools people awkwardly watching your food. Also, your back is the view the whole time... the food was Ok. The burger was 3 stars - solid burger, ok but unremarkable. Fries, a little too salty for my tastes, but Ok. Teeny tiny amount ketchup. My ketchup had clearly been pre-portioned out because it had a gross ketchup "film" across the top. I liked the chef salad - it had a nice assortment of veggies - watermelon radish, onions, etc. If I had to eat here again I would stick to the salad. read more

Absolutely recommend! Amazing view, great atmosphere, awesome food, fabulous service. My friend and I came here for lunch during Restaurant Week and I could not have been happier with the choice. The setting is super coastal, calm, and clean. There are windows completely on one side looking out. I had the salad to start, chicken parmesan on top of spaghetti squash, and concluded with their mousse s'mores dessert. OBSESSED. It was so good, I completely demolished it. I can't believe I haven't been here before. I will definitely return when it's summer, the view will be absolutely ridiculous. read more

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I came here today for my birthday / wedding celebration. The views are amazing ! You have to come here for the views alone. The food was very good. It had good flavors. My husband said the chicken Brussels sprouts hash dish was not good. The server we had did not seem as professional and wasn't as friendly. Service could definitely improve. read more

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Stopped in without a reservation today. There was seating available at the bar which was great. The bartenders are super attentive and make some great drinks. The atmosphere is quiet unique. The sun beaming in through the glass ceiling and the large glass wall makes for a great dining experience even when the weather is quite chilly. They do have the outside open to go see the view and have some fire places going. The food portions are a little small but still quite adequate. The drinks are strong and well worth the price. read more

Been here twice in last month and love the he place and the food but getting in is quite difficult. Got there when they opened on a Monday at 11 am and they wouldn't left us stay and eat due to private function. I wish the hosts were more friendly and accommodating. Book ahead ! read more

Great ambience. Amazing views. Would recommend to go in the summer. Drinks are on point. And need to make reservations days in advance if not weeks. read more

Cindy's is beautiful. There is an inside portion for food, a bar, and an outdoor rooftop stop. The view is magnificent, overlooking Millennium Park and the Lakefront. The inside was also beautifully designed with a lot of light streaming in through the roof windows. I went only for the cocktails, No Bars and Farmer's Gin and Tonic were delicious, though Farmer's Gin and Tonic was definitely more unique: smelled kind of like cabbage, but tasted like sweet refreshing greens. Delicious! At $16 a cocktail, it was definitely on the pricier end, but no regrets at all given how delicious the drinks were! read more

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Probably the best chilaquiles I have ever had and they are a staple to my food group , I was not expecting the food to be this good when they already have one of the best views in Chicago! Wait staff service was great, only knock on this place is getting there, it's not super clear where the restaurant is since it is inside of the athletic club. We went in and went in the wrong elevator where a staff member for the athletic club notified us it was a members only elevator. We eventually got to the restaurant and it was amazing. Highly recommend! read more

I have seen pictures of the view from Cindy's and have been dying to check it out for myself. Not to add, this rooftop spot has my name all over it, so how could I not?! On a Saturday morning, there was no line up the elevators to Cindy's. We were planning to just grab a drink to enjoy at the balcony overlooking Millennium Park. My friends who are locals did mention it's usually much more crowded, so we got pretty lucky. Despite that, I was not too impressed with the view. Although it was neat to have a bird's eye view of the infamous park with the bean down below, it wasn't anything I would be sad about missing. Since I wasn't too keen on staying around, we skipped out on grabbing a drink here. As far as I can say for the view and atmosphere, it was okay. The interior was beautifully designed though! read more

Would have given more stars, but the hostess stand was sub par. Sat at bar and waited for a table that was clearly open for 30 min. At table now and still waiting for food while my two friends are eating. Cheese isn't even melted because I suspect, they forgot. Conversely the bartender was excellent at serving the "No bars" cocktail. This is a "take your chances" place. Service could be better! Just adding, hate complaining, but the manager was exemplary in making things right. Definitely will come back. Much appreciation and THANKS! Added another star! read more

Cindy's Rooftop - Lakeview when it's a clear day. Unfortunately the Shamrock Shuffle day was cloudy. - New American Near Me - Chicago, Illinois

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Amazing views of the city. Make sure you book a reservation ahead, otherwise be cool with first come first serve at the bar. We had the omelet and the lox bagel. Who knew an omelet could cost $16 and be worth every penny? I never knew you could make an omelet not boring. The Lox was super fresh and my favorite by far. Get the bloody mary, just do it. read more

Cindy's Rooftop - New American Near Me - Chicago, Illinois

The patatas bravas were really delicious and paired marvelously with the IPA on draft. The view was fantastic and the atmosphere is really fun. But the acoustics are awful and the noise level is grating. They need to add some acoustic management. We really enjoyed Cindy's but they need an acoustics engineer to add some sound management coverings, coatings or other treatments. read more

Made a resy for Saturday brunch and it did not disappoint! We had amazing views and the food was delicious! Service was wonderful as well. Highly recommend the biscuits and gravy! read more

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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. read more

Came here on a Saturday night and had so much fun. Along with the really good drinks, the bartenders were the sweetest and just overall amazing. I would say they definitely made the experience that much better. Couldn't thank them enough for everything they did for us that night and I highly recommend anyone come here for good drinks and a beautiful view. read more

Cindy's Rooftop - New American Near Me - Chicago, Illinois

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Ever wonder what ants flocking toward a bean would look like? Well at Cindy's, you can see such a thing! Excellent views & cocktails!!! I picked up my girlfriend from work and we cruised thru Cindy's on a busy Friday afternoon. There was a line downstairs to get into the elevator that takes you up to the bar itself. But totally worth the wait if you ask me! Once you get up there, the bar & patio is all open seating. They do also have a some tables if you're looking to have a meal here. Would probably try and put in a reservation ahead of time if you're looking to grab a table. The drinks are definitely on the pricy side. Cocktails from $15-$20 & beers at $9. I suggest going for their hand crafted cocktails! It was like watching art in the making seeing our bartender make our drinks. I went for my usual old fashioned with easy sugar/simple syrup and my my that was a solid old fashioned! Not sure I have much else to say about this one, but definitely worth a stop for drinks and to take in the beautiful views from their patio!! 'Til next time, cheers! read more

Cindy's Rooftop - Double fisting old fashioneds like a boss! - New American Near Me - Chicago, Illinois

After a few times up and down the sidewalk we finally found the entrance of the athletic center and it's a beautiful place to explore before finding your way upstairs to Cindy's. I definitely recommend a reservation, but if you can't get one be the FIRST to the door for the waitlist! My table each got different things and slept them all and wow it was amazing! 10/10 recommend!! Plus, the view is phenomenal. read more

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Great view of the city and park towArds the lake. Rooftop bar portion is def the reason to go. They do close it down early week nights so that's a bummer but worth a visit for the sights for sure. Communal style tables inside feels like octoberfest a bit but outdoors is nice to stand and be a bit more intimate for conversation. read more

Cindy's Rooftop - Rooftop views !! - New American Near Me - Chicago, Illinois

Came here for a Friday lunch after snagging a last minute reservation. Highly recommend booking weeks in advance, we were lucky to get our spot even on a weekday! The place can get packed with people ordering drinks at the bar since anyone can head up and order a drink and hang out on the patio. Cindy's is gorgeous, from the view to the table settings to the honey on top of the bar. We were seated right away and our waiter was very helpful in making suggestions. We ordered the Mama's Garden and Spontaneous Publicity cocktails, as well as the Winklebottom's Tonic mocktail. All of them were delicious, and you're not missing out on anything if you get a mocktail. For food, we got the charred eggplant, roasted chicken & brussel sprout hash, and chilaquiles. All of the dishes were AMAZING with great flavors. My favorite was the chicken & brussel sprout hash. The chilaquiles had a great kick of spice. Definitely want to try more (especially from the dinner menu) if I ever come back to Chicago. read more

Very pricey but SO SO DELICIOUS. Had their between lunch and dinner "bar snacks" menu: an amazing burger and a mojito made to perfection. Quite a long wait to get in because we didn't think ahead to make a reservation, but the view from the balcony was spectacular. read more

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When on Michigan Ave- where else ya gonna go....??? Best roof top bar in the 606XX by FAR....

Awesome view of Millennium Park from this very cool rooftop joint sitting atop the Chicago Athletic Association. I mean you can clearly watch the cars and foot traffic go north and south on Mich. Ave, you get a good view of The Bean along with Grant Park and not to mention the boats on Lake Michigan. I got here a little after 5pm on a Tuesday and the crowd wasn't too bad. I could tell that the bar area was a little busy but the bar tenders seemed to get the people served in a good amount of time. The interior of the place is made up of wood communal seating and while the outside corners had nice couches and of course the awesome view. I was told the "We'll always Have Paris" drink was what I should get. It was good but and I could see myself getting very hammered after a few...I decided to have just 2. The drink includes gin, strawberry, pistachio milk, cocchi americano, lemon, date syrup and a rose petal. I then jumped over to the recommended Spritzker in which most people seemed to be enjoying. Its dolin blanc, tonic and a basil leaf....very refreshing and summery...not to mention good as hell! Tried the Grey Garden (vodka, dolin blanc, lemon, pearl tea and creme de violet) also and it was ok. In terms of food we got the Shellfish Platter ($72) which supposedly can serve 3-4 people according to the menu...thats debatable, by the way. It came with lobster, oysters, shrimp and king crab. The dish was kinda ok and It all comes chilled so do not expect warm lobster. My dad was still hungry after sharing this meal...LOL My only real issue with this place is the service as people saw us standing around for quite some time and didn't ask if we wanted a drink as the waitresses are assigned to serve certain areas outside of the bar. They seemed to have the bus boys coming around picking up glasses more often than the girls taking the orders. Once we were able to get their attention, they were pretty nice gals, but need to be more aware of their surroundings. Good spot which will get much attention due to its awesome roof view and good drinks I came back again in August of 2016 after watching Purple Rain @ Movies @ The Park and got those same drinks I mentioned previously. A friend of mine got hungry and ordered the Shrimp Plancha which she forced me to share with her and it was pretty damn good...definitely recommend! read more

Cindy's Rooftop - View from the rooftop! - New American Near Me - Chicago, Illinois

This is a rooftop bar. The ambiance inside is BEAUTIFUL. Can be very intimate. Had the drink the sundown. It was very spicy. I didn't expect the peppercorn to be that powerful in the drink. The outdoor area could be better. Im used to rooftops having more seats and a bar outside. read more

Cindy's Rooftop - Sundown - New American Near Me - Chicago, Illinois

Cool views but the meal I ordered I personally did not enjoy - I would want to try out something new instead before finalizing my thoughts.

The drinks are refreshing, the view is amazing. I notice many stay for a drink or two then leave. For me it is a place to check off the tourist list because of the gorgeous view. That said, there are other places throughout town that are more comfortable to hang out, and a little more affordable for the quality. read more

View: AMAZING. Why else would you go to a rooftop bar?! It overlooks The Bean, Millennium Park, the Pritzker Pavilion, and the lake. The sunset looked breathtaking. Drinks vs Dining: Reservations to dine here need to be placed way, WAY in advance; I would say at least over a month to be on the safe side. However, you can grab a drink and go to the rooftop without a reservation (hello?! Isn't the whole point of Cindy's Rooftop to be on the rooftop?!). There is about a 15-20 minute wait to go up the elevator to get there, but that's nothing compared to many other wait times on a Saturday night in the middle of downtown. Drinks: They have a lot of delicious options, but they are very pricey and very tiny. Most ranged from $15-$18, so your best bet is to grab one, enjoy the view for a while, and move on to the next stop. read more

Cindy's Rooftop - Sunset on the rooftop. - New American Near Me - Chicago, Illinois

One of the best views in the city! Great drinks, but a little pricy, worth it though!

We went on a Wednesday night for drinks around 9:30pm. It was pretty busy. You have to have a reservation to be seated. We grabbed drinks at the bar and took them outside. Great views of the city and Cloud Gate from the balcony! read more

My friends and I decided to have brunch at this place while we were visiting Chicago for the first time. When we arrived, we weren't welcomed or greeted by the hostess. When we told her we did not have a reservation, she gave us the menu and asked if we still wanted to dine in.. Umm that's why we're there.. We said yes, and she gave us a table that was facing a green tree. We went for the view and got just grass up in our faces. We all sat horizontally next to each other so it was hard to communicate. We decided to go back up to the hostess to see if there was any other table available. She was on the phone so we told another host. She heard us asking the other host (while talking on phone), and just replied "No". Not even a simple explanation or an apology. Just a plain, rude "No". Hostess/host has the responsibility of making customers feel welcomed and we got ZERO. Yes, it's a great place to dine with a beautiful view, but customer service is key. We walked out of there with disappointment of this hyped place all because of that one hostess. P.S. She was rude to other customers too. Other customers made eye contact with us and gave us that look. Didn't see her smile once.. Like how is she the hostess?! Everyone else was nice. She clearly doesn't belong there. read more

Cindy's Rooftop - New American Near Me - Chicago, Illinois

Fireeeeeee had the Fish and chips very fire!! I like the touch of lemon and the views are amazing.

Great views and good drinks. We went for a staff outing last summer. Definitely busy so make a reservation. The appetizers were tasty as well. read more

I really didn't know what to expect coming here, but I came on a Saturday night around 10:30pm. There are multiple steps in the process in order to get here. First, you have to stand in a long line on the first floor that wraps around. Then, you have to stand in a shorter line to get to ride the elevators. Finally, you have to take the elevators to the top. The rooftop view was truly amazing. You see the lake and a couple of buildings in Streeterville. On this particular night, the moon was out and reflected off the lake in a way that turned it into this surreal view that could have been a painting. I liked that the bar/restaurant had a high ceiling made of glass and a very open atmosphere. The layout made it very welcoming for groups, maybe not so much for couples. It wasn't too crowded when we went, but it was busy. We didn't have to wait long to order drinks. Cocktails are somewhat pricey at $14 - $18/drink. I ordered the Kick in the Daisy, which didn't disappoint. I didn't taste the watermelon flavor much, but the drink was delightful nonetheless. This is a very chill spot, which I'd recommend. read more

Cindy's Rooftop - View on the left - New American Near Me - Chicago, Illinois

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I'm so annoyed. My server Hector was an absolute inconsiderate and could care less serving me, but had no other issues with other guests. I witnessed him literally have a full blown conversation about the food items and menu, however when I asked him the same thing I got these short nonsense answers. His answer, "everything is straight forward" duh I'm asking that. I'm asking what is good and what you like. "It just depends" ok fine man be short with me but then when the women in front of me ask the same thing and you actually have an interest then that's why you got the tip you got. I have him a crappy tip for crappy service. Didn't check on me once but to the check asked if I wanted another drink when he had the check in his hands. I saw him a total of 4 times. One to greet me, to take my drink order, my food order and the check. Don't expect me to tip when you took my order and rang up my tab. I was thinking about giving $0 but I didn't. Act a little nicer and not have your nose in the air thinking you are someone. Just relate to the customer. I rate the service a -5 stars. The views are a 5 star for sure it was beautiful up there. Fantastic place to be for a fun lunch or evening. The food is fine. 3.5-4 stars for flavor and great presentation. I got to somen noodles and it was light, not really filling, portion size was so small compared to the price. I would think $17-$22 max. Value was about a 2. I got a glass of rosé which was fine and probably could have bought the bottle for as much as the glass. $45 lunch for one person seems a tad excessive to me, but I've had higher. I would be back just want better service and not treated like an idiot when I ask a question it's not that hard. Also this is the worst service I have had on Chicago trip. read more

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The atmosphere is cozy and inviting. We sat by the bar and the service was good. I enjoyed the Korean fried chicken sandwich and fries. While we did not go over to the windows to fully enjoy the view, it seemed like a highlight we would come back for. read more

Loved the view that Cindy's offered. The bartender was very knowledgeable about the drinks he was concocting for us. And! Shake Shack is right downstairs for a drunken bite after you leave. Yum. read more

Cindy's Rooftop - Old school whiskey sour with egg white! And their grey something? - New American Near Me - Chicago, Illinois

It's Cindy's. You don't need an explanation. Great drinks. Great view. If someone is from out of town, you gotta grab a drink here.

The view is amazing. The food during the middle of the day (snacks) are not so good (the salmon dip and humus with garlic dip had no spices at all). But the view is amazing. read more