Cindy's Rooftop
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We explored and went to the Bean/Millenium park. A visit to this city isn't complete without going to this area. While researching for restaurants this is one of the places we wanted to try out. I did not make a reservation because honestly this is one of those trips that I just want to relax and not be following a rigid schedule. This is a rooftop bar facing the park. Just follow the signs and go to the side entrance to get into Cindy's (go through the Chicago athletic association. We told the reception while checking in that we have no reservations so we were directed to the bar. We got here around 7:30 Monday night and were able to sit on bar and order drinks. I ordered Cha Cha Chicago and my son got a Kevin. Both drinks are superb - we left our bar seats to go to the terrace and were out there for 20 mins to enjoy the view. One of those spots you'll need to visit when you're in town. FYI to see the view - the terrace is SRO.
Great view of the lake and the bean. We came here before sunset, but it's not a good exposure for sunset. I think it might make more sense for brunch. We had chicken ceasar salad, arancini, oysters, espresso martini, whiskey sour, and white wine. All were delicious! The atmosphere is so cute! I loved the lighting. Doesn't make much sense to book a table for outside. A big portion of the balcony is for standing and sipping drinks by the view which is perfectly fine.
They are reservation based and found a table on OpenTable and had limited availability but managed to snag a table in the afternoon. 5/5 ambiance - indoors has an open air seating with a rooftop patio view. You can grab a drink and go outside for pics which tons of ol ppl were doing. 4/5 Wiener Circle spicy - like a spicy margarita with Mezcal. Strong but well flavored. 5/5 mushroom toast - flavorful, cheese was perfect and flavor was amazing. 5/5 crème brûlée was delicious! The sugar was light and the custard was perfect. Menu is limited but everything was very well prepared. We had a bday noted in the reservation and they brought a free bday dessert with a candle which was a nice touch.
Top tier place! The food was excellent and fresh. Servers were busy yet so attentive and spot on. The place was definitely a vibe , great atmosphere.
After an afternoon of sightseeing (& sweating in the heat), we were very excited for a cold beverage on the rooftop. Cindy's has a large outdoor patio with standing room overlooking Millennium Park and the bean. Such a great location! The drinks were delicious & the service was great. We wished we had time to enjoy a second beverage but we will definitely be back!
I am giving a review for the location and service! Great views of the city and fun place to bring tourists. They can't really make modifications on the cocktails but they have lots of options!
I love Cindy's!! I think this was my third time here. It's probably one of my favorite rooftop bars in Chicago. The service is always good, the vibes are fun, and the rooftop view is one of the best. If you come in the summer, the rooftop has a bar so you don't have to keep going in and out, but you're allowed to take your drinks from the inside bar to the rooftop. It gets a bit crowded out there and there are no seats or places to set your drink down. I prefer coming in the early evening so I can enjoy the clear view of millennium park. At night you can't see as much. I also prefer coming here in the winter because it's a lot less crowded and you'll basically have the rooftop to yourself. They also have cozy fires on the rooftop during the winter. We came here recently for a late night snack and dessert and drinks. As my drink, I ordered the Cha-Cha-Chicago, which was kinda like a pina colada with blueberry and super refreshing! For food, we ordered burrata, carrots, and the macchiato noir. The kitchen closes at 10pm (two hours before the bar closes). We got there around 9:30 and were able to order food no problem. The burrata was delicious and refreshing! The carrots were also good. We asked if dessert ended at 10pm too and couldn't really get a clear answer from anyone, but we ordered around 9:55. Although the bartender forgot to put our order in after we asked him, we still got our dessert after 10pm. We ordered the Macchiato Noir and it was so delicious and tasted like salted caramel and coffee. Our bartender offered us complimentary sips of Amaro (probably as a way to apologize for forgetting to put in our dessert), but that was really nice of him. We took them outside to enjoy on the rooftop.
This place is right across the street from Millennium Park. From the deck at Cindy's you can get a beautiful panoramic view of Chicago and Lake Michigan. Their Bloody Mary's are delicious and the bartenders are very attentive.
Loved everything about our experience! The location is incredible- we had our lunch overlooking Millennium Park. We came here on a Friday for our 2pm reservation. We got seated outside. Our waiter was Ian, he was amazing at his job. He knew the menu extensively and describe everything well. He treated us like we were friends. The food was surprisingly delicious- we ordered the oysters, shrimp roll, and smash burgers! It was delicious. For dessert we tried the peach orchard- it was an interesting dessert, it had a lot going on. It was big, enough for two people, maybe three. It was an OK dessert, as soon as I ate I forgot about it. Overall, a great experience! I would love to come back for a girl's brunch or dinner!
Love this location! Went for brunch (recommend a reservation if you have somewhere to be). Great view, service and cocktails!! Recommend for a view of the city.
I went here with my boyfriend and the atmosphere was incredible. Post-grad life has us balling on a budget, so we shared fries, mussels (SO tasty), and two cocktails. The environment is... bustling to say the least, but has an amazing, intimate feel with the right person. We were seated along a row of two-seat tables, which felt slightly awkward and cramped, but there was space to go outside, take pictures, and enjoy your beverage/the view from there! We had a reservation, but I saw a couple people come in without one and they seemed to have no problem entering in. To be safe, I'd definitely recommend making one.
I'll start off with the ambiance and that it's totally worth the visit just for the view alone! You take an elevator to the rooftop level of a tall building in downtown, and you get to experience a view of the lake, millennium park, and much more! You definitely want to come during a nice day and take pictures. The food was decent. I will say that I got the chilaquiles, and I was getting really tired of the flavor; it was a little salty when I got it, and the chips were so mushy at one point. The eggs benedict on the other hand was delicious! The English muffin paired so well with the ham and egg, and the potatoes were to die for! They were warm, crispy, and flavorful. The service was great; the waiter gave us recommendations and always made sure our waters were full. Additionally, he made sure to check in with us through the meal. I'd definitely recommend coming here as an experience, but I will say the price of the food is a pricey for what you get.
My sister and I went to Cindy's for breakfast and had drinks, an almond croissant, avocado toast, and the classic breakfast. Everything was delicious, but the almond croissant was my favorite. It had the perfect amount of almond flavor and was so good. The views were amazing too! Definitely make a reservation because it gets busy. We had a great time and would go back!
This place is stunning, with modern, large glass windows that open up to a fantastic view of Chicago! A lot of Yelpers say that the wait is worth it due to the view and vibes. Luckily for my friend and me, we sat down right away and arrived when they just opened. Fifteen minutes go by, and this place is popping and filling up just as expected. I recommend coming for the views and getting drinks at their outside bar because their food was just okay for us. My buddy enjoyed his Korean Fried Sandwich, but the fries and Chef's Salad could have been better. I got the job done, but I can tell they are not known for their food. The service here is unbeatable, though, and was probably the best service I've had at a restaurant for all of 2024. One gulp of my water, and the waiter was on his way to fill it up. They filled up my glass about every 10 minutes, and I loved it. read more
1 year ago
The food was pretty decent, but def paying $$$$ for the view and ambiance. The fries here are my ideal fries- not oily at all, but still crispy and crunchy! Same went for burger- not oily at all and did not feel bad after. The lamb shawarma bowl was also surprisingly filling and no complaints about flavor. Portions are decent size. We were able to walk in on a Thursday afternoon, albeit seated on the silver area and not the actual tables but no complaints! We were also hotel guests and that did not help with anything from our experience. Recommend reservations if you want to get seated asap. Fun touristy spot and great view read more
3 months ago
3 months ago
11 months ago
Came to Chicago for my birthday trip! Literally writing this as I leave the table! Michelle our waitress was wonderful! scallops 8/10 Truffle fries- 9.3/10 the black garlic aioli honestly makes it a 10. We each got one of the seasonal drinks! Very good! Very potent!! The vibe of this place is also very good!! You can do a date night or like a girls night out! Def recommend! Pretty pricey, worth it read more
First time at Cindy's and the view from the roof is great. Very very busy, so if you're looking to enjoy lunch I would book a week or two in advance! I got lucky since I was dining alone and got a last minute reservation. If I would've known you could just go to the rooftop and have a drink without sitting for lunch I would've definitely done that, the food was super pricey, I'd say you're paying for popularity. read more
Also had the slow cooked baby back ribs. Had high hopes but was disappointed. Found it dry and without much taste. We got the side of sautéed vegetables which was buttery good. Would pass on the baby back ribs and try something else. Vegetables were good tho. read more
Cindy's Rooftop is that effortlessly cool friend who's gorgeous, funny, and somehow makes a curried shrimp dish taste like a religious experience. The salmon tartare? Silky, bright, borderline smug with how perfect it is. Toss in panoramic views and this might be one of the best spots in the city. Go for the food, stay because you've suddenly developed a rooftop personality. read more
We visited Cindy's Rooftop for the stunning views of Millennium Park and, of course, the famous Bean! Although we couldn't get reservations, we were seated quickly as walk-ins on a Saturday. Initially, we were placed at the counter, but once a table opened up, we were able to move. Many guests come for the drinks and the scenery. I was hoping for a bigger food menu on the weekend, but it was limited to brunch options only. We ordered the Beau Soleil oysters, classic breakfast, Aphra-Cadabra, and Pink Panthers. The dishes were nicely presented, though the portion sizes felt a bit small given the price. We enjoyed our experience, but the brunch cost was on the higher side - about $150 for two people. The atmosphere can be quite noisy as well. Nevertheless, the rooftop location is gorgeous, making it a wonderful spot for dining. I recommend securing a reservation! read more
3 months ago
Beautiful rooftop, friendly helpful staff. Food was very good. Enjoyed the evening very much. read more
3 months ago
3 months ago
This place was recommended to us and overall, it was great. Upon arrival to the bldg, enter and take the 3 elevator to the R level, that's the restaurant level. Check in. Reservation is recommended. Restaurant's ambience cannot be beat. High ceiling with glass roof as if you're sitting in an atrium. At dinner you can see the sunset while enjoying your cocktail and meal. Bar is impressive. Although decent amount of chairs, it was completely filled up. You can work onto their outdoor patio and be wow by the view of the water, the Bean, the park all in front of you. The gal that checked us in seems as if she's done for the day. She just looks exhausted. Our waiter was ok as well, seems like he's ready for closing time, although it's about another 2 hours. Thank goodness the food was amazing!!! Menu was not big but the items we ordered did not disappoint. It made the night. The view was re 2nd. We were seated in the room on the side so it was a bit quieter. Overall, a nice dinner and would return. read more
8 months ago
Suchhh yummy cocktails. We went for a nightcap after dinner and these drinks were the perfect end to our night. The service was good - our bartender answered all our questions (: read more
7 months ago
Loveeeeed this place. Went post marathon. Food was great an awesome drinks !!! Can see all of Chicago! read more
3 months ago
The food and the ambiance were fantastic. !!! I had the duck pot pie and my boyfriend had the steak with fries. We also had creme brulee and truffle fries. It was amazingggg !!! read more
1 month ago
7 months ago
7 months ago
The ambiance and service are exceptional. Food quality is top as well. They dishes are completely overpriced given the portion sizes. I would go here for drinks rather than dinner. read more
Cindy's was awesome!!!! The drinks were delicious and ~handcrafted~ The views from the outside terrance were unbeatable. We just stopped in for a drink, but seeing the inside and experiencing the high quality service and cocktails made me want to book a reservation to come back for dinner!!! read more
I am a local and was staying at the hotel for a staycation. I made a reservation 2 months in advance for a Saturday brunch. I feel you are paying for the view, but that's why you eat at a rooftop bar overlooking Michigan Ave. The Service is good, food was delicious, portions ok sized. I would go back, but probably for the drinks. Drinks tasted great and were strong. The balcony is open for pictures even in the winter. See if you can spot the original Andy Warhol read more
2 years ago
This was a magical experience with amazing views! It's one of the first things we did when we got to Chicago, so it was hard for anything else to rival this experience on the trip. We stayed for the sunset and although you might not see the sun go down the soft glow over the bean and the water is breathtaking. We didn't have a reservation so we added our name to the list which could've taken up to 90 minutes, but by the time we ordered a drink and looked at the view, we had a text and was seated. The food was delicious, pricey, and limited for those who don't have extended pallets, like my companion. So we just split a couple of things on the menu and planned to go out after for more extensive Tastes of Chicago. Our waiter was extremely knowledgeable and seemed to have a passion for his job! read more
7 months ago
We stopped in after visiting The Bean. The restaurant is sleek and stylish, with gorgeous views overlooking Lake Michigan and Millennium Park. What we ordered: * Deviled Truffle Eggs - Absolutely divine. Silky, buttery eggs with just the right hint of earthy truffle. A must-try. * Lobster Roll - Lightly dressed and tasty, with a buttery bun that hit the spot. That said, for the price point, we were hoping for a bit more lobster meat. * Cheeseburger - Juicy with a delicious char that gave it that perfect grilled flavor. read more
I completely get why this place is on everyone's list. The view is unmatched and the vibe is amazing. The restaurant itself is so cute and I can see it being great year around. Our waiter and the others were zipping around and catering to the constant flow of people. The patio does get crowded but was never overly so. I'm glad we got a table though even if we just got one round and a snack. Espresso martinis are plentiful despite not officially being on the menu. It was a top 3 contender of my many for the weekend visit. The pulled pork sandwich we split was a bit small to split but was delicious! I kinda wish me and my husband each had our own since we were so hungry. Would love to return on another trip! read more
1 year ago
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1 year ago
Totally worth paying $20.00 dlls for the drink to enjoy the view. Just walk into the lobby and follow the arrow. Nice gentleman at the lobby welcoming people. When you go up you can either eat or sit inside but try going outside and enjoy the view. Nice experience. ! read more
4 months ago
4 months ago
Great rooftop to check out if you're in Chicago for dinner! Cindy's offers a great view of Millenium Park and has an outdoor area with heaters and indoor area with the dinner and bar area. We ordered the Burrata and Fall Squash Mafaldine which were so yummy. The portions are also big which I appreciated! We wanted to try one of the desserts as well and ordered the black sesame pavlova, which was super light and a delicious end to the meal. They also offer a great variety of drinks including delicious mocktails! Staff was super nice and quick with our food even though it was a really busy night. Add Cindy's to your list if you're looking for a fun rooftop! read more
2 years ago
Gorgeous view of the Chicago downtown from this building. Located at the top of a nice hotel with large amounts of space. The decor gives vintage Gatsby elegance but the ambiance of customers is casual. My friend ordered his favorite whiskey neat and that was the best thing of the evening. We paid $32 for a cheese board full of our favorite spicy meats and veggie items. Sad to say, none of the delicacies were spicy or close to. The berry preserve was very sweet and paired well with the horseradish but some of the prosciutto had too much fat on it - felt like I was chewing forever. To have spent over $50 for a cocktail and cheese board is wild to me. I'd love to try Cindy's again on a brunch day. read more
1 year ago
Excellent views, yummy drinks, great service, good food and a must do on any visit to the Windy City! We come here every time we're in town! read more
This spot is a bit pricey but imho worth it for the views. As a tourist, this was a great spot to visit, being just minutes walk from Cloud gate aka The Bean. Go see the bean, then walk across the street and a few minutes you will be able to find this little roof top restaurant for brunch or lunch, or just some refreshments. Grab your drinks and head outside to the patio (no seating out here, only open for restaurant guests to visit). You will have a pretty decent view of the bean from this rooftop. read more
Great bar, great brunch, and great views. My friends and I were visiting from out of state and stumbled upon Cindy's since it was walkable from our hotel and the bean. We took a risk going without a reservation around 11-12 on a Saturday but the 4 of us did not have to wait long at all for a table. While we waited, we got drinks at the bar. Christopher was our bartender and he had great recommendations and made fabulous drinks. I ordered the chi shandy shake and had no regrets. For food, I tried the monkey bread and the avocado toast. The monkey bread is in pull apart form so it's very convenient to share. It tastes like a cinnamon roll so less cakey/dense than other monkey breads I've had. The avocado toast was really good. It's just a small serving so you might want to order a side or something else to be fully satisfied. Service was excellent. Would highly recommend! read more
2 years ago
Rooftops are my favorite and so is Cindy's Rooftop! The view is spectacular and so is the food and the restaurant. I had the braised short rib, the Kokomo and the beet which did not disappoint. Our server Anthony was very helpful with the recommendations. This is a must try when visiting the Chicago area. read more
More info about Cindy's Rooftop
12 S Michigan Ave
Chicago, IL 60603
The Loop
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(312) 792-3502
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https://www.cindysrooftop.com
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Ask the Community - Cindy's Rooftop
Do I need reservations just to have drinks at the terrace, not for dining?
I walked in without a reservation... Had a few beers on the terrace.
Is there a dress code?
No strict dress code. Attire runs the gambit. I went in the summer and folx had on shorts and tees, sundresses, jeans, and tees, etc... This was for brunch. I think snappy casual to business casual works for weekday lunch or dinner as well. It's a…
Lunch or Dinner for best views (sunset) and menu?
Cindy's faces east so no sunset...it is a pretty view all day long. Patio may be more pleasant in the evening on a warm day...
Do they accept walking?
They do! But come early - even if you get there before they open and go up the first elevator, you might have to wait at the bar. I've walked in twice during opening and been seated within 15 minutes.
Good place for dinner conversation? Or, super loud and you need to yell to be heard?
It is loud in the dining room, you can talk to the person next to you but have to talk loud or yell to heard on the other side of the table.
Are kids allowed?
I'd imagine so, but after 8:30 PM / 9 PM it might not be a "fit"...
What is the Attire. Can you come casual?
Yep, you can absolutely come casual. Not a formal place.
Are you able to sit outside? Trying to make a reservation but it says indoors only? Weird
No seating outside
Could I show up for just a drink or two on the patio without reservations? Hoping to go Friday afternoon to show my out of town sister the space.
I went about a week and a half ago and though it says you can't online, while I was there, they were allowing people to just show up and get a drink if there was space available.
Is the outdoor patio open?
Yes for viewing purposes only. You get like 15 min to look at the views.
Kid menu? Wondering if they have anything off menu for kids
Can't really say. I had the pleasure of dining only with other adults so didn't have to look for a grilled cheese or chicken nuggets. Although there were a surprising number of families with small children in attendance
What time is happy hour?
There isn't a happy hour, per se, but they do have a 'limited menu' from like 2:00-4:00 (or maybe 2:30-4:00) and it is just a couple of items/shareables. Even without a sunset view, it is well worth an afternoon visit, the lake view is amazing!
Yelpers! What would you recommend for solo diners?
There's a bar / countertop where a lot of people sit and hang out. Looked like a ton of fun. I almost got up from my table to go sit at the bar.
You have to pay $65 to get in?
Honestly though you can easily spend $65 when you leave there.
Do you have to have a reservation for brunch?
Yes, unless the popularity has fallen way off. I made a reservation three months out last summer.
Do I need reservations OR a table to hang out on their patio? I'm wondering if I can just grab a drink and take in the view and then leave :-)
You can just go hang out, no need for reservation!.
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