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    Cindy's Rooftop

    4.1 (2.8k reviews)
    Closed 11:00 am - 11:00 pm

    Cindy's Rooftop Reservations

    Cindy's Rooftop New American Restaurant Photos

    Business Info

    CINDY'S ROOFTOP ATMOSPHERE

    What's the vibe?
    Trendy
    Moderate noise
    Outdoor seating
    Good for groups

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    Recommended Reviews - Cindy's Rooftop

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    Reviews With Photos

    Emily B.

    Cindy's is so bright during the day and has such a fun brunch vibe. The mimosas were great, we loved the avocado toast, and the Chilaquiles were very flavorful. We had no problem waiting for our table on the sunny rooftop deck with our mimosas. Service was efficient but not overly friendly.

    Charred brocolini
    Staci L.

    The ambiance is jist what yoi would expect for a delightful dinner in Chicago. You can walkoit pn the rooftop and experience beautiful views of highrise buildings, Lake Michigan, and the famous bean. The menu is extremely to limited, although the waitress noted that the oysters are a favorite among customers. I had the Rigatoni Alla Vockda which includes a lemon ricotta, it was a nice flavor however the rigatoni was more than aldenti. I also had charred brocolini. It was very hard to chew, and while the fried onions and sauce op top were good, the texture was not and its likely my fault i didnt realize charr meant the flavor would taste like a burnt cigarette. We didnt try dessert.

    The rooftop view!
    Kimberly P.

    The views. The service and the drinks! Very good quality and if there is a certain drink you would like the bartenders have been great to make accordingly. Also the view outside is beautiful at night because you can see the bean!

    Andres D.

    IF YOURE IN TOWN PLEASE DONT SLEEP ON THIS PLACE! Beautiful views, sensational service, and the food was phenomenal. You can taste the quality immediately. It was a little hard to find if you're not reading, but its inside a hotel property (next to Acanto) and its on the top floor, just ask whoever's at the desk to point you in the direction of the elevator! Make a reservation! We went on a Friday morning at 11:30 AM and it wasnt busy at all until about 12:30 PM. Super relaxing atmosphere and comfy seats. We had the smash burger and grilled chicken sandwich. Both were to die for but the grilled chicken sandwich especially impressed us. Truffle fries were a must, of course. Their mimosas (cranberry and pineapple) were really good too, just stronger than you might think! Andy was our server and was very attentive and kind. We also got to talk to Ennis (i hope that's how you spell it) and he treated us like old friends and gave us a really nice conversation and even recommendations on what to do in town! The outdoor balcony was really impressive, too, with views to the bean, the lake, and the art Institute. You can even take your drinks out there after you order food and still have your table. We heard the grilled cheese is great so we'll be coming back for that next time!

    Duck Pot Pie
    Chalandra G.

    This was a fun experience! It was a gloomy cold day in Chicago, but you didn't feel it being on the roof at Cindy's. I got the duck pot pie and loved it! It was the perfect rainy meal. My date got the pasta and added chicken I believe. He loved it! We walked outside with our coats to look at the view. I would definitely recommend for a date night if possible or that perfect sunset evening view.

    Lamb Shawarma Bowl with side of fries
    Jordan C.

    First time coming to Chicago with my friend (who lives here) and she got us a reservation at Cindy's Rooftop for lunch! Cindy's is located in the downtown Chicago area atop the Chicago Athletic Association. The view from the restaurant is stunning and gives guests a really lovely view of Millennium Park and Lake Michigan. The terrace is open year-round and is a wonderful spot to get pictures and take in the view! The interior is cozy and welcoming, with vibrant, modern touches. I loved that there was a glass atrium, really added to the ambiance and was unique. This is definitely a popular spot and I would recommend getting a reservation via OpenTable to ensure you get a spot. The service was excellent and very accommodating. All the servers do a great job of topping off guests waters and ensuring they have a good experience. Their lunch menu isn't huge but has something for everyone. They offer a couple starters, salads, sandwiches, and entrees. We opted to not get a starter. For my entree, I ordered the Lamb Shawarma Bowl with a side of fries and my friend ordered the Grilled Chicken Sandwich. The food arrived within 15-20 minutes of ordering, which seemed appropriate. I enjoyed getting to take a moment to enjoy the restaurant and chit chat with my friend as we waited. My Lamb Shawarma Bowl was beautiful and a large portion. The bowl included basmati rice, tabouli, feta, tomato, pickled red onion, hummus, and pita. I really appreciated that there were minimal amounts of rice as it let the other components shine. The tabouli, tomatoes, and cucumbers were really fresh and paired excellently with the smoky lamb. The hummus was super smooth and I loved the olive oil in the center--very tasty! The pita it was served with was warm and great to dip into the bowl too. My side of fries was also great. They were some of the better fries I've had to be honest. Nice and crispy on the outside, not overly greasy, and salted just right! I would recommend anything we ordered, it was all very impressive. Overall, I was extremely pleased with my experience at Cindy's! The food was phenomenal, the service was excellent, and the atmosphere is the best. All the food was full of flavor and were elevated versions of "traditional" lunch dishes in my opinion. The service especially was quite impressive. My friend received her sandwich with aioli after requesting to have it removed when ordering. When the food came out, her sandwich had the aioli on it. Our server sent it back immediately and without hesitation he got it removed from our bill. We don't request for it, but went out of the way to make up for the small error. This was unexpected but appreciated! If you are in the area, I would highly recommend Cindy's. The food, the views, the service--all of it is wonderful!

    Chilaquiles*
    Anna T.

    Came here on Christmas Eve with my sister and had the best time! I love it here, the inside is stunning and I love that you can bring your drink outside to look at the stunning view and take pictures! Service was great! Everything was brought out very timely! I got a Bloody Mary to drink which was perfection! We split the oysters and chilaquiles. I always say the oysters at Cindy's are some of the best! I love them so much! The chilaquiles blew me away. These were outstanding. So much flavor!

    Millennium Park
    Dina E.

    Cindy's Rooftop restaurant has unbeatable views of Millenium Park. The restaurant is located on the rooftop of the beautiful historic Chicago Athletic Club. Even on a cloudy day the natural light pours into the large bustling dining room. The restaurant has an elegant feel; however, has a large bar for those just wanting to meet up for cocktails and to enjoy the people watching and city views. The service was great, we didn't feel rushed and our server knew both the food and drink menu well and was helpful. Entrée portions were on the small side, but were all delicious. Cindy's would be a great place to take out of towners for cocktails, a good light meal and views of Millenium Park!

    Pam D.

    Cindy's Rooftop is one of those spots that instantly delivers a cool, energetic vibe. Located on the 13th floor of the Chicago Athletic Association Hotel--perfect for a special night out. My husband and I stopped in before a concert, and from the start, the experience felt elevated--literally. There's an elevator operator and a check-in desk on the first floor, so reservations are a must if you want to avoid a long wait. We went in the evening, so we missed out on the full views of Lake Michigan and Millennium Park since it was dark. I can only imagine how stunning it is during the day. NOTE: the tables are fairly close together, which makes it a bit tough to have a private conversation. We shared the charcuterie board, which was more than enough for two--perfect since we didn't want to overdo it before a night of dancing. Overall, it was a great pre-event spot, and I'd absolutely go back--next time for brunch or lunch to really soak in the views and get the full Cindy's experience. If you're driving, I highly recommend using the SpotHero app to make parking easy and stress-free.

    Pit stop
    Andy P.

    This place has an awesome view! When weather permits, outside seating is quite nice. Since we visited here without reservations, it was first come first serve at the bar. In that area, bartenders are quick to acknowledge and engage. This is something that I appreciate quite a bit. Helps with settling folks down and getting a drink in their hand. Since we had a sitting spot at the bar, we decided to order a few dishes which tasted amazing. Scallops was my favorite. Truffle fries had a unique sauce that had me visiting it frequently like an ice cream shop on a hot day. Overall, it was a fun experience with our bar tender with great food and service. Can't wait to visit again when weather is nice again.

    Chilaquiles*
    Yining D.

    Super beautiful rooftop restaurant and bar. We came here before a bears game for brunch and we were seated right away even though we didn't have a reservation. The views are amazing of millennium park and the lake, and they had fire pits going as well outside on the deck. My husband and I got the pumpkin monkey bread to share. For entrees I got the chilaquiles which were incredibly filling and a little spicy. My husband got the shrimp and grits which were hearty and rich in flavor. Definitely recommend coming here for the food! Service was friendly but a little slow. It took them quite some time to bring our appetizer out. And our waiter forgot some items on our receipt which I had to remind him about.

    Danah A.

    The food at Cindy's Rooftop is unparalleled, although it is on the pricier end. The food is gorgeous, the ambience is wonderful, the service is strong. Best to come here in the summer so you can enjoy the patio. I wouldn't consider this a budget-frinedly outing but if you're willing to splurge on an amazing meal, come to Cindy's. They book up fast, especially in the summer, so make sure to reserve your spot as soon as you know you want to go.

    Interior
    Morgan H.

    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 beautiful view of Millennium Park if you have one of the few tables outside. You can also just grab a drink at the bar and stand outside. I ended up leaving but was able to book a lunch reservation for a Thursday a few days later. Reservations typically seem to be booked up far in advance. My mom and I returned and requested to be seated under the atrium in the main room when they tried to seat us in the side room and they obliged. We both ordered the Lobster & Prawn Raviolo. Keep in mind that a raviolo is one large filled pasta, which our server kindly reminded us of upon ordering so that we wouldn't be surprised. I thought the pasta was too thick and chewy, and the filling lacked flavor. I did enjoy the prawn bisque it was served in. I think it's worth stopping in here for a drink and the view!

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    1 year ago

    A beautiful view, delicious drinks and food. A great place to celebrate anything. I'll be back!

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    Page 10 of 71

    Cindy's Rooftop Reviews in Other Languages

    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… Read more

    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...

    What's your preferred experience- Brunch or dinner?

    Dinner

    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.

    Can you make reservations? Do you need to?

    Yes you can

    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"...

    Is there a open bar?

    It's 'open' as in able to use but not as in free;)

    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 they serve burgers?

    No burgers.

    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!.

    View All 48 Questions

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    We dined at the Dearborn on a Saturday afternoon with my family. Our reservation was strategic we…read morearrived hours before we assumed it would become very crowded. The seating was tight. Overall I was having a good experience. The food was OK. The menu was limited. Oh btw, the special that day was a $70 wag goo burger. That interaction between me and the server reminded me of a car salesman trying to sale me undercoating for the car i just purchased. REALLY I can't make it up. The experience dropped to a single star as our dining experience was nearing an end. The manager of the front of the house. Made a conscious effort to make it clear that the table we were dining was needed by waiting customers. I've never ever experienced this before in any restaurant in the Loop. I can't and will not recommend dining here. This is why I'm giving 1 star. I my opinion The Dearborn maybe they need to be in a different location. Maybe located far west of the Loop. I would suggest instead of Dearborn maybe Halsted St. and probably change their name to The Halsted. Im not going back. OH btw good luck in your new location.

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