Cindy's Rooftop

    Claimed
    $$ New American, Seafood, Breakfast & Brunch
    Closed11:00 AM - 11:00 PM

    Menu

    Popular drinks

    What's the vibe?

    See all 621

    Inside

    621 photos

    See all 1195

    Outside

    1195 photos

    See all 4442

    All photos

    4442 photos

    Moderate noise
    Trendy
    Good for kids
    Outdoor seating
    Good for groups

    Review Highlights

    People also searched for

    Location & Hours

    Map

    12 S Michigan Ave

    Chicago, IL 60603

    Madison St & Monroe St

    The Loop

    Mon

    • 11:00 AM - 11:00 PM

    Closed now

    Tue

    • 11:00 AM - 11:00 PM

    Wed

    • 11:00 AM - 11:00 PM

    Thu

    • 11:00 AM - 11:00 PM

    Fri

    • 11:00 AM - 12:00 AM (Next day)

    Sat

    • 10:00 AM - 12:00 AM (Next day)

    Sun

    • 10:00 AM - 11:00 PM

    You Might Also Consider

    Sponsored
    River Roast
    4.0 (1.3k reviews)

    0.6 miles away from Cindy's Rooftop

    Debbie E. said"This review could have easily been 5 stars, and it could have easily been 2 stars. Let's get the bad out of the way .... the service. Some of the previous reviews touched upon this and it's rather perplexing that the issues with the…"read more

    in American, Gastropubs

    Sweetwater Tavern And Grille
    3.5 (1.3k reviews)

    0.3 miles away from Cindy's Rooftop

    Liz S. said"Well I was trying to give this place a 4.5 but a 4 will suffice. The only reason I knocked it down from 5 is because of the atmosphere, it is very business casual. A place where people go after a long day at the office. A group of…"read more

    in New American, Sports Bars

    Amenities and More

    Ask the Community

    • Q:

      Do they accept walking?

      A:

      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.

      Hannah M. 
      10 months ago 1 person found this helpful
    • Q:

      Can you make reservations? Do you need to?

      A:

      Yes you can

      Farida Y. 
      1 year ago 2 people found this helpful

    Recommended Reviews

    Photo of Username
    Username
    Location
    0
    0
    Choose a star rating on a scale of 1 to 5
    • 1 star rating
      Not good
    • 2 star rating
      Could’ve been better
    • 3 star rating
      OK
    • 4 star rating
      Good
    • 5 star rating
      Great
    Start your review of Cindy's Rooftop

    Overall rating

    2489 reviews

    5 stars

    4 stars

    3 stars

    2 stars

    1 star

    • Photo of Amanda C.
      Amanda C.
      Nashville, TN
      5
      32
      78
      Jul 9, 2024

      We decided to come to Cindy's after a long few hours of walking around the city, and we had the best time! We only waited around five minutes to get seated.

      If you want a great view of Lake Michigan and a fun vibe, this is the place to go. While we were waiting for our table we hung outside on their rooftop patio and took some great pictures! It was pretty crowded when we went in the mid afternoon!

      We were seated right by the glass door entrances to the rooftop on a big comfy couch, so we had the best seat in the house! We decided to order the Strawberry Fields drink which was amazing and strong. If you like Aperol Spritz and more of a bitter taste, this is the drink for you! We also ordered some nuts and olives to snack on.

      Our waitress was the nicest woman ever! She was friendly, attentive, and my family had such a great conversation with her about Chicago since we had never been before. I highly recommend this place if you want some good drinks and great views!

      Spiced nuts and marinated olives
      Strawberry fields
      Helpful 3
      Thanks 1
      Love this 2
      Oh no 0
    • Photo of Porsha B.
      Porsha B.
      San Francisco, CA
      0
      1
      Jul 24, 2024

      Food was good. Service was nice .Staff were humble with friendly nature. They maintained cleanliness. I was very happy.

      Helpful 1
      Thanks 0
      Love this 0
      Oh no 0
    • Photo of Sammy W.
      Sammy W.
      Ocean City, NJ
      28
      66
      261
      Aug 1, 2024

      I had a great time at Cindy's! There are so many good things I could say about this place!!

      The service was great! Our server was Michael and he was very helpful and friendly. He helped us decide on drinks and was very attentive throughout the whole meal despite it being pretty busy. We also had a reservation for 1:45 but, because we were running ahead of schedule, we got there at 12:15 and they were very accommodating and sat us right away!

      The restaurant itself is so pretty inside and has a great view of the city, including a perfect view of the bean! The staff encourages you to check out their balcony area even if you're eating inside, which was super nice. We got to step out there with our drinks and take pictures. It was also very hot outside the day we went here and we were nervous it would be way too hot up on their rooftop, but it was a very comfortable temperature inside.

      The food was delicious!!!! I got the fish fry and the aioli that comes with it was SO good!! My mom and sister split the salad and the burger and loved both as well.

      I highly recommend Cindy's and I will definitely be back!

      Helpful 0
      Thanks 0
      Love this 0
      Oh no 0
    • Photo of Victoria H.
      Victoria H.
      Indianapolis, IN
      30
      41
      76
      Aug 11, 2024

      The interior is beautifully decorated with gorgeous windows and views from every chair! The interior is a walk up, first come - first served.

      The exterior rooftop bar is worth it to check out by itself. There is no outdoor seating available for anyone who just wants to drink and enjoy the view. There are tables outside but they are reserved.

      The drinks that my group tried were acceptable. Nothing life changing, but heavy pours!

      Although I did not get to personally try any of the food, what I did see looked great.

      I was simply here to enjoy the view and a drink from bar area outside.

      View from the exterior bar
      Strawberry Fields
      Helpful 0
      Thanks 0
      Love this 0
      Oh no 0
    • Photo of Melyn N.
      77
      98
      204
      Aug 7, 2024
      1 check-in

      Definitely the best rooftop bar in Chicago.

      It's located in the Chicago athlete Association hotel, this is a great place to go and hang out. The building itself has a rich history. You definitely can wander around before making your way to the elevator to take you up to Cindy's rooftop.

      I went around four and it's was not very busy. I found a spot by the bar and immediately got help from the bartender.

      The best part of this bar are the views. The rooftop is made of glass you can see directly outside. There's also a patio where you can walk around with your drink and you can look over millennial Park. This place was recommended to me by a friend and I would definitely recommend it to anybody who is visiting Chicago for the first time.

      Helpful 1
      Thanks 0
      Love this 0
      Oh no 1
    • Photo of Melissa S.
      Melissa S.
      Las Vegas, NV
      297
      73
      263
      Aug 6, 2024

      Getting a reservation was tough. I was trying for weeks! I did add my email to the waitlist in case something opened up and as it got closer to the date, you'll start receiving a ton of emails with availability. Be on the lookout as they will get booked fast!
      The place was a little smaller than expected. It is located on the top floor with amazing views!! The service was great and the food was amazing! We visited on a Thursday afternoon (around 5pm) and the place was BUSY!

      As for food, I got the SWEET CORN CAMPANELLE and it was so delicious and rich. It is filled with corn and bacon pieces.
      My husband got the Kurobuta Pork Collar and absolutely loved it. The beans were probably my favorite. Both plates were bigger portions and very filling.

      Helpful 0
      Thanks 0
      Love this 0
      Oh no 0
    • Photo of Khadijah H.
      348
      356
      1667
      Aug 5, 2024
      1 check-in

      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.

      Cheese board
      Helpful 1
      Thanks 0
      Love this 2
      Oh no 0
    • Photo of Chi W.
      Chi W.
      Jurupa Valley, CA
      64
      164
      3204
      Jul 28, 2024

      Good food, generally good service, and great ambiance!!

      After reading good reviews about this place, we decided to come here after hours of walking in the city during our visit of Chicago. Based on the reviews, I anticipated a big crowd being that it's a sunny Saturday afternoon... and indeed it was! I put my name in and it was a 45-min wait. The nice thing was we were able to wait at the balcony to soak in the view, which I think this was the main draw to the restaurant.

      We got seated next to another couple, and that was perfectly fine. Nice lighting with high ceiling, which made the whole place looked quite spacious. The server came right away and got us water. We actually already knew what we wanted as we looked at the menu during the wait, and he took our order right away as well.

      We ordered Prawns Nayarit and Mozzarella di Bufala with Chicken Thigh, and a spirit-free drink (forgot the name). The prawns were perfectly cooked, but the sauce was the winner, blending well with the shrimp, and worked even better with the toast! The winner, however, was the mozzarella dish. For whatever reason, the cheese and the grapes worked really well together. It was light, a bit sweet, and a bit savory, and together with the heavier chicken meat, it was fantastic!! We devoured the whole thing in minutes. As dessert, we got Black Sesame Pavlova. The presentation was fun and photogenic, but the taste was just OK.

      Overall, we really enjoyed our experience here, and will most likely come back when we're back in town!

      Helpful 0
      Thanks 0
      Love this 0
      Oh no 0
    • Photo of Jennifer P.
      220
      157
      252
      Jul 14, 2024

      Came for a Sunday morning brunch -being tourists in our own city. Had a reservation for when they opened and they seated us quickly.

      Started with the donut which was peach cobbler and the hummingbird coffee cake. Both were delicious. We tried the avocado toast and chicken and waffles. Both delicious and didn't disappoint.

      Service is spectacular and the views and ambiance are top notch.

      Helpful 1
      Thanks 0
      Love this 1
      Oh no 0
    • Photo of Daviyion J.
      368
      545
      1360
      Jul 7, 2024
      1 check-in

      I went for a friends graduation brunch, and it was definitely a hopping spot in the city, and I can see the appeal for the rooftop views alone, but I think it's a bit overpriced for what you're getting in my opinion.

      I had the biscuits and gravy ($25) which was fine but also strange in that it tasted more like a chowder than gravy.

      I also got the chocolate chip cookies which were and came in an order of 3 for $12. As I said, a bit overpriced for cookies, but actually felt worth it for their size and deliciousness.

      Of course, part of why you're coming here is for the views and this place did not disappoint! Despite it being a very hot day outside, there was a good crowd out there especially because there's a bar on the patio as well.

      And even though it was very busy throughout the entire time there, my party and I had fairly consistent service, although I did have my drink order forgotten, but the server ended up comping me for it, which made up for it.

      Drink menu
      Helpful 3
      Thanks 1
      Love this 3
      Oh no 0
    • Photo of Shannon W.
      85
      648
      83
      Aug 11, 2024

      Amazing views! It gets super crowded here but the bartenders were great. The game room downstairs is so cool and you can bring your drinks down there if the crowd gets too much.

      Helpful 0
      Thanks 0
      Love this 0
      Oh no 0

    138 other reviews that are not currently recommended

    You Might Also Consider

    Sponsored
    Roka Akor - Old Orchard
    4.1 (526 reviews)

    Jenn T. said"While I have been here several times, I finally had to sit down and write a review. We all have our favorites and "go-tos" and this is definitely one of ours. This past Friday my boyfriend and I went and had some of our favorites…"read more

    in Sushi Bars, Japanese, Steakhouses

    Batter & Berries
    4.2 (3.6k reviews)

    3.8 miles away from Cindy's Rooftop

    Colby W. said"The only reason this place isn't 5 stars is because of the service. Its not because of any of the servers or staff there, it's just that when we went they were short staffed. It was just my wife and I. We were seated and given…"read more

    in Breakfast & Brunch

    Collections Including Cindy's Rooftop

    People Also Viewed