Cancel

    Open app

    Search

    Cindy's Rooftop

    4.1 (2.9k reviews)
    Closed • 11:00 am - 11:00 pm
    Updated 2 months ago
    Loading...

    Cindy's Rooftop Reservations

    Cindy's Rooftop Photos

    Business Info

    CINDY'S ROOFTOP ATMOSPHERE

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

    You might also consider

    Recommended Reviews - Cindy's Rooftop

    Your trust is our priority, so businesses can't pay to alter or remove their reviews. Learn more about reviews.
    Yelp app icon
    Browse more easily on the app
    Review Feed Illustration

    Reviews With Photos

    The view
    Pam B.

    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.

    Espresso martini
    İdil S.

    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.

    Second to None & Werner Wiener Circle Spicy
    Melanie L.

    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.

    Ceaser salad
    Gaby B.

    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.

    Menu
    Melissa W.

    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!

    Ali P.

    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!

    sourdough for burrata
    Cady D.

    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.

    Bloody Mary's
    Cindi B.

    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.

    Dessert peach orchard
    Tigui D.

    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!

    Classic breakfast
    Emily F.

    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.

    Ashley O.

    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.

    Chilaquiles*
    Jonathan B.

    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.

    Kelsie P.

    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!

    Menu

    See all

    1 year ago

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0

    3 years ago

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 1

    3 years ago

    Helpful 1
    Thanks 0
    Love this 0
    Oh no 0

    1 year ago

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0

    2 years ago

    Helpful 1
    Thanks 1
    Love this 0
    Oh no 1

    1 year ago

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0

    1 year ago

    Business owner information

    Photo of Cindy's M.

    Cindy's M.

    Helpful 2
    Thanks 0
    Love this 0
    Oh no 1

    3 years ago

    Helpful 0
    Thanks 0
    Love this 2
    Oh no 1

    3 years ago

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0

    8 months ago

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 1

    9 months ago

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0

    2 years ago

    Helpful 2
    Thanks 0
    Love this 0
    Oh no 1

    3 years ago

    Helpful 7
    Thanks 2
    Love this 5
    Oh no 1

    10 months ago

    Helpful 1
    Thanks 0
    Love this 0
    Oh no 0

    2 years ago

    Helpful 2
    Thanks 1
    Love this 1
    Oh no 0
    Photo of Shani H.
    947
    1396
    2460

    2 years ago

    Helpful 6
    Thanks 1
    Love this 3
    Oh no 1

    3 years ago

    Helpful 4
    Thanks 1
    Love this 2
    Oh no 0

    4 months ago

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 2

    3 years ago

    Helpful 1
    Thanks 0
    Love this 0
    Oh no 2

    3 years ago

    Helpful 0
    Thanks 1
    Love this 0
    Oh no 0

    5 months ago

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0

    1 year ago

    Business owner information

    Photo of Cindy's M.

    Cindy's M.

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0

    1 year ago

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0

    1 year ago

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0

    3 years ago

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0

    3 years ago

    Helpful 31
    Thanks 4
    Love this 30
    Oh no 0

    5 months ago

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0

    2 years ago

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0

    3 years ago

    Helpful 1
    Thanks 0
    Love this 0
    Oh no 0

    2 years ago

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0

    11 months ago

    Great breakfast with a great view of Millinium Park, the Bean, Grant Park, and the Lakefront. Chicago at its finest!

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0

    1 year ago

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0

    2 years ago

    Helpful 1
    Thanks 0
    Love this 0
    Oh no 0

    2 years ago

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0

    3 years ago

    Helpful 3
    Thanks 0
    Love this 2
    Oh no 1

    2 years ago

    Helpful 1
    Thanks 0
    Love this 0
    Oh no 0

    3 years ago

    Helpful 3
    Thanks 0
    Love this 2
    Oh no 0

    3 years ago

    Helpful 1
    Thanks 0
    Love this 0
    Oh no 0

    10 months ago

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 1

    2 years ago

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0

    Page 7 of 73

    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… 

    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

    You might also consider

    The Dearborn

    The Dearborn

    4.4(2.8k reviews)
    0.3 mi•The Loop
    •$$

    This was my second visit to The Dearborn, and the food and service were both on point. We ordered…read morethe salmon tataki, fish and chips, Wellington burger, and Midwest fried chicken. Everything was well prepared, but the fried chicken was the standout, especially with the hot sauce adding another level of flavor. The staff stayed attentive throughout dinner and even replaced our plates between rounds, which was a level of service I wasn't expecting. I also respected seeing the owner personally making the rounds, stopping at every table to check on the guests and the food. Calm atmosphere, solid hospitality, and a kitchen that delivers.

    OMG! Walk, run, sprint here to get the FISH N CHIPS THAT ACTUALLY BEAT BOBBY FLAY. The executive…read morechef and now chef partner, Aaron Cuschieri, is absolutely amazingly talented. I am used to really good fish and chips... I've never had better fish and chips than Tom Douglas's Mr. Fish in Seattle, UNTIL NOW!!!! Wow, wow wow wow! Do not pass GO, do not read the menu, just order the darn fish and chips! It might be a whole heart attack on a plate... But it doesn't matter... You can walk all of Chicago and burn it off. I decided to work out before I came here for this big splurge and I'm so glad I did. I can see that this is the theater district... And you could come here before a show fish and chips and have the best night of your entire life! I can't wait to try more of this chef's food! I'm BEYOND INSPIRED! ps great beers here toooooi!

    Photos
    The Dearborn - $12 Martinis for Martini Mondays

    $12 Martinis for Martini Mondays

    The Dearborn - New Spring Menu

    New Spring Menu

    The Dearborn - Spring desserts

    See all

    Spring desserts

    Lockwood Restaurant & Bar

    Lockwood Restaurant & Bar

    3.2(374 reviews)
    0.1 mi•The Loop
    •$$

    One of my favorite places to grab a drink. Located in the lobby of and gorgeous Palmer House Hilton…read morehotel, the art and amazing ceiling are stunning to look at. It's also decorated with a gorgeous Christmas tree for the holidays. Very relaxed vibe and some TVs showing sports too. Lots of seating options. Luis has taken care of my table a few times and he's fantastic! He provides excellent service. I love the brownie. Bertha's brownie is a must try. Bertha Palmer actually invented the brownie in the late 19th century and they keep her signature recipe. It's so delicious!! Made with lots of butter. The cherry sauce with it is so good too. The drinks are delicious! During the holiday season, I enjoyed the Meet Me At Midnight, Cheer Spritz (mocktail), and the Vanilla Chai White Russian. All were amazing but wow, the chai White Russian was so good and beautifully presented. I love meeting friends for drinks here. On the regular menu, some of my favorites are Island Time, if you like rum, and Hot Pants if you like tequila.

    While walking back to my cousin's condo, we passed by the historic Palmer House and decided to stop…read moreinto the Lockwood Restaurant. We came for one reason--the famous Bertha's Brownie--and it definitely lived up to the hype. Rich, creamy, and wonderfully decadent, it's a must-try for any chocolate lover. The service was friendly and attentive, making for a pleasant visit. Even if you're only stopping in for dessert, it's worth taking a moment to admire the Palmer House's beautiful, ornate interior. The elegant architecture and historic charm make the experience feel extra special.

    Photos
    Lockwood Restaurant & Bar
    Lockwood Restaurant & Bar - Chicken penne with vodka

    Chicken penne with vodka

    Lockwood Restaurant & Bar

    See all

    Hoyt's Chicago

    Hoyt's Chicago

    4.0(15 reviews)
    0.4 mi•The Loop

    Since we were staying at the Royal Sonesta hotel, we decided to have brunch downstairs at Hoyt's…read moreinstead of going elsewhere. We got there around 8am on 06/18/26 and the place was kind of empty. We stood for awhile waiting to be seated. Finally a lady said she would take us to a table but that they were all dirty. We kind of looked at each other puzzled. She kept mentioning that they were dirty and weren't cleaned yet but seated us at a high top that hadn't been cleaned and tried to clean it herself. We wanted a window seat so we accepted it. It seemed fine after she cleaned it. It was just a strange way to bring us into the restaurant before the tables were cleaned. We could have stood by the door and waited some more. But the service and food were very good! Our server was Jose, who was excellent while checking on us several times to make sure everything was good. The vanilla latte that he recommended was delicious! I ordered the 3 Egg Ham 'n Cheese Omelet with mushrooms and my daughter had the Eggs Benedict. Both were cooked perfectly and seasoned correctly. Yummy! For dessert, we shared the delicious Cinnamon Roll Waffle, made perfectly, of course. We were surprised when we received our check, which was $92 for breakfast plus 20% tip. Anywhere else It would be around $65 but we were here on vacation. We were in Chicago for another 5 days but we did not come back here. There were many other breakfast places on the Riverfront that were equally good and much less expensive. My rating was 3.5 stars rounded up to 4 stars.

    Conveniently located in the Royal Sonesta hotel, Hoyt's offers good food and even better drinks! We…read morestopped in here multiple times during our stay and requested Ruben every time! He is so lovely and makes the best cafe lattes!

    Photos
    Hoyt's Chicago - Indoor dining at the bar or booths

    Indoor dining at the bar or booths

    Hoyt's Chicago
    Hoyt's Chicago

    See all

    Cindy's Rooftop - newamerican - Updated October 2026

    Loading...
    Loading...
    Loading...