Cindy's Rooftop in Chicago - Phone Number, Reservations, Reviews

Good people, great service, delicious food, and even better drinks. My second time at Cindy’s and I’ll definitely be back. Special thanks to Will for a tasty margarita and a warm Chicago welcome.

Gorgeous views and delicious food. A little confusing finding the restaurant elevator, but all in all a beautiful building and amazing place to eat and spend time.

It was my birthday and I was looking forward to finally going to Cindy’s rooftop but to be disappointed with the food and service. Highly overrated

The food was really bad. You're just paying for the nice location. The drinks were okay, but not worth it overall. I won’t be going back.

Food was bad. I got the ribeye, wife got the chicken. The $115 ribeye dish reminded me of something from Applebees, decked out with guacamole and all and a wide array of a messy dish. Everything that a beef meal should not be. The chicken was labeled as “roasted” but tasted more like boiled. No flavor and nothing going on with it. The foods just not Chicago. Do not come for the food. But the view and atmosphere is good.

Very lively and trendy ambiance at the restaurant.

Top Roof Restaurant Bar across from Millennium Park. Very friendly environment and friendly bartenders. We didn't try the food but look very good. Reservations recommended or just relax at the top terrace with a drink.

The rooftop has such a vibrant and relaxing atmosphere with stunning views. The food is absolutely delicious – every dish I’ve tried has been spot on, and the drinks are fantastic too. Whether you’re there for brunch or dinner, the vibe and flavors never disappoint. Highly recommend it for a great dining experience with a view!

The breakfast was one of the best.

If you’re coming here come JUST for the view and leave. You do have the option to just “bar and view” just don’t go to the bar. If you can get a better view elsewhere then try that. The service was not nice. The people we walked up with to whom were obviously tourist then left even before we did. The bartenders were rude to the point where they began to gossip about us because their drinks were trash! We left immediately after taking our view pictures.

I’ve been in Chicago for a few years now and it took me this long to check out Cindy’s! Fantastic view of Millennium Park & Lake Michigan. Drinks were good. Loved our food. We ordered the salmon carpaccio & chicken and waffles. We did make reservations but it did not seem too busy on a Sunday which was nice.

The view is incredible! I suggest you reserve as it gets busy, we ate at the bar because there was no other option; However, the food is delicious as are the drinks, the service leaves a lot to be desired because once they serve you the food they don't come back to find out what you need and it took them a while to take our order. Excellent location!

Great atmosphere and amazing views. They do have limited vegetarian options though.

Food average for the price. Service was dismal. Forgot our charcuterie board and brought it out after the first course. Rude about it and then brought the dinner out before we came close to finishing our board. Drinks were good. Would recommend going for drinks on the balcony and doing dinner elsewhere.

It is a place with a spectacular view! They say the chilaquiles are the best in the area, but they only sell them at weekend brunch. To have a place you must reserve well in advance

Cindy's Rooftop, this is perhaps the best restaurant that overlooks Chicago's famous The Bean or Cloud Gate from a vantage point. We had dinner here. The portions were small, but the presentation was beautiful, somewhat similar to the Fine Dining type. The best thing is their red wine. The sommelier recommended a bottle of great and smooth red wine based on our food. But the best thing is that you can go to the outdoor Rooftop to enjoy Millennium Park and The Bean, whether in the evening or in the morning. Looks great!

Fantastic location, food and atmosphere! Great wine list especially if you like Oregon pinot noir! Superb service in every aspect, beautiful views and really cool space. Will return any time we're in Chicago. Shout out to Kasia, the sommelier for providing excellent recommendations!

OK view if you like seeing skyscrapers, parks, and boats from a high vantage point.

Cindy’s Rooftop is a must visit spot in Chicago, especially at sunset when it has unparalleled views of Millenium Park and the lakefront. For the views alone this is a five star spot but the cocktails were also well made! The food, on the other hand, is hit or miss. The charred broccoli rabe was excellent in both taste and price, while the rigatoni bolognese was a little bland and quite overpriced ($42). For dessert we got the grasshopper ice cream sandwich, which I found to be rich and delicious. My recommendation, stop in for the cocktails and the sunset views. You won’t regret it!

great location.... patio booked for private party. Service ok

Food: The salmon bagel was loaded with smoke salmons and chive cream cheese. It’s quite light and nice with the tiny bit of radish. The oyster were really fresh with some pickled vinegar radish which made the taste rather too vinegary at times w the lemon on top. Service: our server was good, made sure we had everything and got our drinks promptly Ambiance: it’s a lot of natural lighting coming from the Celling and the view from the balcony is beautiful, you can see the been and crown fountain from there. I would recommend to try it once for the scene outside but there are plenty of rooftops that can offer the same kind of vibe and better food options. Location accommodation: I would recommend getting a reservation at least 2 weeks for weekends since that’s all they allow in advance and if you don’t get it right away, put yourself on the waitlist and there should be an opening in a few days later. It’s def known for the view and there are only 2 seaters allowed to sit by the balcony so anything more than that will sit inside. You can walk around and look at the edge by the most left corner but it is first serve to see and some people tend to stay and hang over there for awhile. So take turns when you can so that someone can see the view too

We once again enjoyed the fabulous views from the rooftop dining at Cindy's! Our server Collette was excellent! We enjoyed and old fashion, vodka with cucumber mint, shared salmon carpaccio, shared green curry prawns, loaded baked potato and ended the night with madeira and the views!

Great Place, but the worst old fashioned I ve ever had in my Life. Very very low quality cocktail. Tasted like gasoline.

After our visit to Cindy’s, it was clear people only go there for the view. We were visiting from out of town and celebrating my dad’s birthday and it was just an underwhelming experience overall. First, the appetizers leave much to be desired. We ordered the grilled eggplant and the salmon carpaccio. Despite being described as “grilled”, the eggplant was cold. It was as if it had previously been frozen - horrible temperature and texture. It was also missing the fish sauce which, wouldn’t have made it good, but it sure would’ve helped. The salmon carpaccio was good, though. And I love raw food, but they could really benefit by including more cooked options for appetizers. Their current offering is too limited. Next, we ordered the fried Branzino and decided to split it amongst the three of us. We actually enjoyed it, it was perfectly cooked. But the pile of lettuce it comes with was unnecessary and added nothing. They could’ve paired it with a mango salad or even rice - anything other than Bibb lettuce. Lastly, the cocktails were decent. I ordered the Hawaiian Rose and then an Aperol Spritz. The Aperol Spritz was underwhelming and wasn’t even garnished with an orange slice. Something I found odd: our server told us the kitchen can only take “complete tickets.” I had never heard that before. My family and I like to order one course at a time, so it was slightly annoying having to put our entire order in at once. Like I said, it was an underwhelming experience. Their executive chef, Kaleena Bliss, was on an episode of a Food Network show that just aired and spoiler alert…. I’m not surprised she lost. Anyways, we went Wednesday, so we stayed to watch the fireworks, then left and went to La Grande Boucherie for a second night in a row (I can’t say enough good things about that place).

Excellent service, a mandatory stop for tourists, if you want to eat I recommend making a reservation, the bar tenders are very friendly!

Phenomenal ambiance, wonderful food and drinks, and gracious staff. Highly recommend for a fun night with friends or a romantic evening with your partner. An additional 5⭐ for Gabriel who made my partners birthday celebration feel magical.

From the moment we walked in the ambiance was unbelievable. We had a little rain you could see from the glass rooftop. The host was able to seat us even tho they were very busy and our server, Gabriel, was gracious friendly and knowledgeable. We ordered the oysters and other appetizers, cocktails and wine, everything was paced perfectly. Gabriel even gave us some great recommendations for things to do around the city! A *perfect* birthday dinner!!

We got a drink and it was very nice!

Rude host, rude waiter. Pasta was overcooked. I was surprised that the chef allowed that soggy pasta to leave the kitchen. Go spend your night and money somewhere else.

I was genuinely excited to visit Cindy’s Rooftop during our trip to Chicago, but unfortunately, the experience fell short of expectations. The stunning skyline view overlooking Millennium Park is certainly a highlight, but the rest of the dining experience was underwhelming. We started with oysters for the table, but were shorted a few. When we brought this to our server Colette's attention, she questioned us as if we were mistaken, which was disappointing. It took nearly an hour for our entrees to arrive, despite the restaurant not being particularly busy. There were several empty tables, so the long wait was surprising. When the food finally arrived, it was just okay. I ordered the branzino, which was cooked well, but it wasn’t enough to make up for the overall lackluster experience. The green curry prawns and Campanella pasta were good, but nothing extraordinary. Considering the prices, the food simply didn’t measure up in terms of quality. The service was another letdown. Colette seemed irritated by the end of our meal, and instead of handing our cards back politely, she stacked them on the table, which felt dismissive. For a place with such high prices, the service should match, but it didn’t. While the view is beautiful, it’s not enough to bring me back. Overall, Cindy's Rooftop was a disappointment, and I wouldn’t recommend it for dining.

Late Sunday nightcap Didn't have to wait too long but there was a line at 9:30pm on a Sunday Cocktail was wonderful and not a crazy price considering it was a rooftop I am sure it's a zoo during midday. But we had a wonderful evening cocktail here with perfect Park & The Bean views

Trouble will find me (Cimarron Blanco tequila, la luna mezcal, Fino sherry, watermelon, lime, agave, Yuzu soda, bitters )

Very lucky to have chanced on two empty seats at the bar. We had amazing drinks, excellent service and delicious food. We started with oysters and shared the heirloom tomato salad and the green curry prawns. YUM!! 😋 our bill was a little pricey, but all of our own doing- we ordered the Octomore, which is difficult to find under most circumstances and a must when you do. 🥃 The atmosphere is open, airy and beautiful. The view from the patio is spectacular!! A do not miss in Chicago. 🩷

I think this is the type of place you go just to say you’ve been there. While the food was okay, the prices were not really reflecting the quality. I had one of their big fish and while it tasted good it wasn’t nothing out of the ordinary, the side was just a bunch of greens. I ordered the baked potato and that was lacking big time. Drinks were probably the best thing here. Finally at the end we ordered a slice of cake and it came too late so we took it home. You’re not missing much besides the nice view.

Wish they were open later, loved their drinks!

Great drinks with a GREAT view. This is the place to be in Chicago!!

Excellent rooftop for an aerial view of Millennium Park. Aperol Spritz is so good!

On Google it is classified as one of the best rooftops in Chicago, and in fact the view is remarkable directly over Millennium Park and the Bean. However dinner was a disappointing experience. Booking was difficult as it was sold out for several days. You can only stand on the terrace (you can't dine), but I already knew this. The internal room where we dine had very strong air conditioning that came out directly in different points of the floor right under the sofas where people dine (and where our table was). Furthermore, the shouting of the people who were near the bar counter, ordering drinks to be consumed on the terrace, was so loud that my partner and I struggled to hear what we were saying to each other. The food was cooked well and very good. The price is quite expensive but in line with the venue and the service of the rooftop terrace. In general I would say that for a drink on the terrace it is perfect, but for dinner I would not return. Sin.

Excellent service and with a very nice view of the Millennium Park

Cocktails this year are below average. In past years were better

Great service, fantastic cocktails, good food and the view can't be beat.

Incredible views of the city, park and lake. They have table reservations or standing room if you are walking in. We went around the afternoon and were able to get a good spot to take photos.

I came here for lunch and had a wonderful experience. The salmon carpaccio was the best I've ever had. The shrimp and crab sandwich was also good but I would have rather had another order of the carpaccio. The location is amazing and the interior is really breath taking. I particularly liked the bar and of course the amazing view. There is a balcony there that you can use anytime to get the best view directly into Millennium Park and yes, you can see the bean from there.

Fantastic! Their view is worth it. If you dont want a table, you can go right up. (All tables are inside)(The balcony with good views of millennium park are standing room) They have an outside and inside bar. Both are amazing. We just went for drinks.

Everything was excellent for the price! Expect to spend some money "it is Chicago" but the view can not be beaten. Unfortunately, I did not know that they weren't serving dinner until a certain time so they have a snack menu which was very tasteful but left me wanting more still. I recommend you make reservations for and outside seat or make sure you go there at the right time to try their full menu 😋

Small overcrowded place. Drinks were ok, but overpriced.

Excellent place to have a drink, with a very nice view of the park and the bean. Not recommended for eating as penguins were directly inside the restaurant to serve you.

I came for drinks and dinner. Great views from the smallish outdoor bar area. Very nice food in the indoor seated restaurant. Would recommend if you are in Chicago.

Busy spot and beautiful view! Good place for chilling, couple dates or meet up friends. Old world Chicago mixed with modern city vibe. Try it!

There is an extremely limited food menu (about 7 options) from 2-5pm. The salmon dip left a lot to be desired. It was pretty sour. The homemade potato chips also were not great. Generally, the food was overpriced for the quality and small portion sizes.

Beautiful views of Lake Michigan and Grant Park!

Mike, thank you for making our 30th Anniversary special. We are locals but this was our first time there. If we come back, we'll do our best to find your section! Well done to everyone behind the scenes.

The rooftop is small but wasn't overly crowded which made it nice. They do have a bar outside so you can order drinks. We sat back inside and the waitress was great and attentive.

Stop in for noon drinks. Great atmosphere, more up scale feeling, didn't ask but casual dress seemed fine

Me and my best friend had been looking forward to eating here for almost a full year. We visited Chicago last year and heard about Cindy’s rooftop but could not get a reservation. After a long awaited dinner, we finally ate here last night and both now have food poisoning. We spent almost $250 and were not impressed by the quality of the food we received. Service was fine but the food definitely did not live up to our expectations given the price. Would not come back.

Cindy's main attraction is their rooftop bar looking out at Lake Michigan and the lakefront parks. It's a nice stop to cool off with some good, albeit pricey drinks. Make this joint a stop on your Chicago tour after seeing the bean, and be sure to check out the rest of the building, especially the 2nd floor.

It's beautiful and the view is stunning. Great drinks menu. The classics are well executed.

It is a must-see to have the best view of Millennium Park, but the attention and prices of the place put you off quite a bit.

I had an extremely disappointing experience at Cindy's. We were told to join the waitlist and that it would be a 30-minute wait. However, after waiting for 2 hours, we were still not seated. For an hour and a half, there were more than six empty tables, including one that could have accommodated us. The staff completely ignored us and made no effort to accommodate us. The hostess was rude, arrogant, and utterly unhelpful. After wasting 2 hours, we finally left without breakfast. I would not recommend this place to anyone.

We came for the view. We stayed for the drinks and appetizers. The food was soooo good I would come back again.and again!

I was really excited to dine here, but unfortunately had about as terrible of an experience as one can get. My party was treated extremely poorly, the service was abysmal, and the food was soggy. Definitely will not be going back

Fantastic... great food, amazing view. The perfect spot to create lifetime memories

A wonderful view of Millennium Park.

The view is stunning. Food was okay. But we had a great brunch time.

Had a great time! Chris the bartender was amazing! Drinks were great! Highly recommend going here!

Our bartender did not say ONE word to us when we sat at the bar. Just pointed and made hand gestures. Seemed annoyed to be there. What do you tip someone who says nothing?

Gorgeous views, limiting lunch menu.

One of my favorite places to see Millennium Park

Limited menu but the crispy chicken and seafood sandwiches were so good. Would go back !

The views at Cindy's Rooftop are unmatched! It's a great spot to grab a drink, especially before dinner. We just walked in, but it seems as though it could get busy!

Nice place, pleasant atmosphere, delicious cocktails.

We had salmon carpaccio and kurobuta pork collar, both tasted mediocre. The salmon carpaccio was so salty that it almost gave me high blood pressure. When I asked the staff for some bread because the salmon is basically inedible, the staff insisted carpaccio could not be eaten with bread—the hell, customers can eat anything offered at the restaurant🤡 The pork collar was also a meh. The outside was burnt yet surprisingly the flavor didn’t go inside. At least the view is not that bad, but while we were eating, the balcony was packed with people catering, so that part of the experience was also disturbed.

Pricey drinks but incredible views!!! Get the Bloody Mary.

Went by here all alone to treat myself to a glamourous meal looking over Chicago and got to see The Bean from the rooftop! The waiter was so helpful in choosing the right drinks and made me feel less awkward being there alone. The food was mouthwatering and really highlighted the quality ingredients used. 10/10 would go back!

Only went for Happy hour for a going away party. Amazing view! And I’ve never seen a cleaner bathroom in my entire life. They clean the bathroom stall as soon as somebody walks out of it. The floor is Spotless!!

We went there on Christmas holidays and we love the views and the drinks. Great Negroni. This is a cool place, so if you are visiting Chicago, it’s a good recommendation.

I’ve known about Cindy’s for years and was hesitant because of the food selection. Today was the day I took the plunge and decided to check it out. My drink was called “Trouble will find me “. It tasted ok, but it was heavy on the pour, which was appreciated. Water is offered as well, but it was hot not room temperature, or even cold 😕. For my entree, “The Not So Secret, Secret Burger”, which came with fries. Both tasted 🔥🔥🔥🔥, fries were hot and fresh, the brioche bun pairs well with the burger. Dessert a seasonal sorbet, which tastes like blueberries and lemon was pretty good. My only suggestion is to add two to three more items on the entrees, and dessert menu.

Our favorite spot for cocktails during our visit to Chicago. Drinks were excellent. Especially loved standing on the balcony overlooking Millenium Park. Overall a great experience. We’d love to try the food next time.

The place is very nice and the view of the Millennium Park except that the guy who runs the bar outside served me badly and I didn't give him a tip. I spent 102 dollars on drinks and I put 0 dollars as a tip because he was rude afterwards. He came and told me that because I didn't put a tip and I told him that he treated me very poorly and he told me that he wasn't going to serve me any more as soon as we were arriving we just finished the drinks and left I was going with uncles and family we didn't even eat there anymore I think they must knowing who to hire

Great view and wonderful cocktails! A must for any visitors that I have.

Great view. Overpriced and pre mixed cocktails

This place is wonderful!! The vibes and view are excellent, the liquor selection is great, and the service, especially from the bartender we had (Chris) was unparalleled!! He was fantastic!!

Patio needs a better layout. There really isn't anywhere to hang out if it's busy. The drinks were okay. Really cool place, though. Just needs a better layout outside to accommodate more guests/groups.

This is an excellent location to have drinks on the roof top with friends and colleagues. There's food options too which are amazing as well. But I haven't had good outside events here. And the food for those events were lovely. The view is amazing, the people are vibrant and the drinks are fancy. I highly recommend this place for those who want to get a flavor of Chicago rooftops during the summer time.

Such a wonderful place to grab a lunch in the heart of Chicago. Wonder food, service was great and the views of Chicago were amazing! Prices were great for the food portion, quality and wonderful patio space

Good drinks and a great view of the city and park!

We visited Cindy's on our first night in Chicago and it was a bit of a let down on the food front. $40 chicken entree which I could have made better at home. The views and the drinks were the only thing that redeemed Cindy's for us.

Extremely busy so plan accordingly, we waited about an hour at lunch time. The view is awesome if the weather is good and the food was really good and unique. Pretty expensive

Very good atmosphere and excellent view!

Cindy's Rooftop: A Haven Above the City Nestled atop the historic Chicago Athletic Association, Cindy's Rooftop is more than just a dining experience; it's a picturesque escape from the city's relentless pace. As you step out of the elevator onto the 13th floor, you're greeted by an ambiance that's both chic and inviting, a rare find in the heart of downtown Chicago. The open-air terrace offers a breathtaking panorama that stretches from Millennium Park to the vast blue expanse of Lake Michigan. It's a view that can only be described as one of the city's finest, transforming a simple meal into a visual feast. But Cindy's is not just about the view. The menu, crafted with a nod to Executive Chef Kaleena Bliss's Pacific Northwest roots, offers a seasonal array of dishes that are as fresh as they are flavorful. From the brunch offerings to the late-night bites, each plate is a testament to the kitchen's commitment to quality. The service at Cindy's matches the excellence of its cuisine and views. Attentive yet unobtrusive, the staff ensures that your experience is seamless from start to finish. Whether you're there for a casual brunch or a special dinner, you feel welcomed and valued. And let's not forget the cocktails. The bar at Cindy's is a destination in its own right, with creative concoctions that perfectly complement the menu. Each drink is a blend of art and science, with seasonal ingredients that make every sip a new discovery. Cindy's Rooftop is not just a restaurant; it's a destination that offers a unique perspective of Chicago. It's a place where memories are made, whether you're a local or just passing through. It's a reminder that sometimes, the best way to appreciate a city is from above, with good food, great company, and a view that's second to none. Cindy's Rooftop is a must-visit for anyone looking to experience the best of Chicago's dining scene.

I have been twice and on neither occasion have I eaten at the restaurant, so I couldn't comment on the food, but what I do know is that they have a varied drinks menu, a spectacular view and a terrace where you will have a great time. Well, it's one of my favorite places to have a drink and see the city.

The views and atmosphere at Cindy’s were wonderful. The food was pretty good. Very high quality and made well however some of the flavors didn’t really go together. The charcuterie plate was incredible as well as the crispy mushroom side dish. The half roasted chicken with corn was also good but the piri piri sauce on the chicken made the skin a little soggy. The Campanelle was the weird one. The pancetta was not crispy and was kind of off putting. The corn was good but didn’t make sense in the dish and neither did the cashews. The criticism in the other reviews about service are spot on. The hosts are amazing 10/10 there but the waitstaff was not good at such a high end restaurant. They didnt explain anything on the charcuterie plate. They didn’t ask if we wanted more drinks after we clearly were done with our first ones. They didn’t check on us after we got our food. She was overall kind of flippant and acted like she didn’t want to be there. That is what kept it from being a five star review for me.

Drinks are excellent the food is underwhelming! But the view is incredible just really lovely. Great for a date night or just hanging with friends. This is my second coming here and it’s still a really gorgeous view. Highly recommend to go. Hopefully they will update dinner menu soon.

Great view and the bartenders make a great dirty martini!

Had never been to Cindy’s before, but will definitely make reservations for my next visit. Visited on a Saturday morning & they were packed. My daughter & I were lucky to have a seat at the bar, and so glad we did. Amy makes THEE BEST espresso martinis of anyway I’ve ever had one. Her service was friendly & efficient. The food was delicious & looking forward to my next visit!

I’ve been here a few times and the vibe was different every time. Each one good but very different. The spectacular views and straightforward service, however, remain consistent. I recommend going at night with someone you’re the heart eyed emoji about. The sunset/night time view is my favorite.

Awesome view of the park and lake

Loved this place! Did not get food - but walked straight in and got a beverage at the bar, and went out to the patio. Breathtaking views and delicious cocktails!

Just stopped here for drinks after attending vegandale for the first time. The drinks and views at Cindys are always awesome. Definitely hidden in a line in a hotel lobby. Definitely check out the drinks and views, I also hear the food is amazing.

As always the food was delicious and the service fantastic. Alia was very attentive to our needs and she had an in depth knowledge of the menu. I appreciated her suggestions a lot!