Cancel

Open app

Search

Cindy's Rooftop

4.1 (2.9k reviews)
Open • 10:00 am - 11:00 pm
Updated 2 months ago

Cindy's Rooftop Reservations

Cindy's Rooftop Photos

Business Info

CINDY'S ROOFTOP ATMOSPHERE

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

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.

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!

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.

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.

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!

i dont remember but it sure was good
Yidan R.

Super cute rooftop bar - the view is amazing and so is the food. The highlight of my night was definitely

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!

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.

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.

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.

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.

See all

8 years ago

Helpful 0
Thanks 0
Love this 0
Oh no 0
Photo of Alex C.
2920
224
908

7 years ago

Helpful 19
Thanks 0
Love this 16
Oh no 0

3 years ago

Helpful 0
Thanks 0
Love this 0
Oh no 0

4 years ago

Helpful 0
Thanks 0
Love this 0
Oh no 1

9 years ago

Helpful 2
Thanks 0
Love this 1
Oh no 0

9 years ago

Helpful 2
Thanks 0
Love this 1
Oh no 0

3 years ago

Helpful 0
Thanks 0
Love this 0
Oh no 0

7 years ago

Helpful 1
Thanks 0
Love this 0
Oh no 0
Photo of Alec S.
2
281
8

4 years ago

Beautiful vibey rooftop overlooking Millenium park and the lake; really great food. Awesome place for a nice breakfast.

Helpful 0
Thanks 0
Love this 0
Oh no 0

7 years ago

Helpful 2
Thanks 0
Love this 2
Oh no 0
Photo of Miguel M.
21
643
5354

8 years ago

Helpful 0
Thanks 0
Love this 1
Oh no 0

9 years ago

Helpful 2
Thanks 0
Love this 2
Oh no 0

8 years ago

Helpful 0
Thanks 0
Love this 0
Oh no 0

3 years ago

Helpful 0
Thanks 0
Love this 0
Oh no 0

9 years ago

Helpful 4
Thanks 0
Love this 2
Oh no 0

5 years ago

Helpful 2
Thanks 0
Love this 1
Oh no 0
Photo of Kare H.
22
27
1

7 years ago

Helpful 1
Thanks 0
Love this 1
Oh no 0

7 years ago

Helpful 1
Thanks 0
Love this 1
Oh no 0
Photo of Joe Y.
0
19
53

8 years ago

Helpful 0
Thanks 0
Love this 0
Oh no 0

4 years ago

Helpful 0
Thanks 0
Love this 0
Oh no 0

3 years ago

great if you can get a reservation. Nice food and interesting drinks. Wonderful vibe and view.

Helpful 0
Thanks 0
Love this 0
Oh no 0

3 years ago

Helpful 0
Thanks 0
Love this 0
Oh no 1

7 years ago

Helpful 3
Thanks 0
Love this 1
Oh no 0

8 years ago

Helpful 0
Thanks 0
Love this 0
Oh no 0

7 years ago

Helpful 1
Thanks 0
Love this 1
Oh no 0

7 years ago

Helpful 4
Thanks 1
Love this 3
Oh no 0

7 years ago

Helpful 1
Thanks 0
Love this 0
Oh no 0
Photo of Ngan T.
65
7
13

4 years ago

Helpful 0
Thanks 0
Love this 0
Oh no 0

3 years ago

Helpful 0
Thanks 0
Love this 0
Oh no 0
Photo of Betty C.
163
1073
2412

9 years ago

Helpful 3
Thanks 0
Love this 1
Oh no 0
Photo of Sean O.
7
48
41

9 years ago

Helpful 1
Thanks 0
Love this 0
Oh no 0

7 years ago

Helpful 6
Thanks 0
Love this 4
Oh no 0
Photo of Amy C.
516
744
9918

9 years ago

Helpful 2
Thanks 1
Love this 2
Oh no 0

8 years ago

Helpful 0
Thanks 0
Love this 0
Oh no 0

9 years ago

Helpful 1
Thanks 0
Love this 1
Oh no 0

8 years ago

Helpful 0
Thanks 0
Love this 0
Oh no 0

9 years ago

Helpful 0
Thanks 0
Love this 1
Oh no 0

5 years ago

Business owner information

Photo of Cindy's M.

Cindy's M.

Helpful 0
Thanks 0
Love this 1
Oh no 0

7 years ago

Helpful 0
Thanks 0
Love this 0
Oh no 0
Photo of Chad C.
183
15
0

7 years ago

Helpful 2
Thanks 0
Love this 0
Oh no 0

Page 30 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
•$$

A quality - quality establishment through and through. Vibe is very much, tavern meets upscale…read moremodern American dining experience. Service was great. Attentive, explained the menu well. Lunch - we all got burgers and we all thought they were absolutely fantastic. It wouldn't be fair to compare to another well known for their burger establishment in town wink wink; but the Dearborn burger was very very respectable and...came with fries which were perfectly fried and salted. My son loved them. The burger, cooked incredibly well for a medium. Still juicy. The bread, pickles, sunny side up egg and bacon all lent itself to a well balanced burger. Does it reach the heights of some other spots? Not as much - BUT This would be the best burger in most large American cities. Would highly recommend for a good lunch. The basque cheesecake was also solid!

The Dearborn has a great atmosphere, and most of our food was very good. My son really enjoyed his…read moresoup appetizer, though my fried chicken appetizer wasn't quite as strong. My gnocchi entree, however, was excellent, the rolls are very good, and everyone in our party enjoyed their craft cocktails. The only strange moment of the night occurred when our server snapped at my teenage son while he was ordering. It's a loud restaurant, and she abruptly yelled at him that she couldn't hear him and needed him to speak up. My wife immediately called it out, saying, 'That's very rude,' which seemed to snap the server back to reality. The rest of the meal was completely uneventful, and despite that momentary lapse, I would still go back.

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

The Purple Pig - 36 Day Aged Pork Chop

The Purple Pig

4.3(9.1k reviews)
0.6 mi•Near North Side
•$$$

I headed out to the North Side today for a bit of exploration, and despite the lively Friday…read morebustle, stepping into The Purple Pig was a remarkably grand experience. The restaurant commands a sense of scale and elegance that immediately impresses. The interior is impeccably designed and spotlessly clean, featuring sophisticated private seating areas, beautifully arranged tables, and an extraordinary collection of fine wines lining the walls. The hospitality was top-tier from the moment I arrived attentive, polished, and effortlessly gracious. To start, I ordered the "Fire and Smoke" cocktail, which arrived artfully crafted, perfectly balanced, and thoroughly sensational. For my main course, I selected one of my absolute favorites: the Spanish Octopus. When the dish was served, the aroma alone was divine, and the execution proved to be an absolute culinary triumph tender, exquisitely seasoned, and full of rich, sophisticated flavor. Between the immaculate environment, vibrant atmosphere, superb libations, and flawless service, The Purple Pig earns full marks from me. A quintessential destination I shall most certainly be returning

This was a very mixed experience, which surprised me given the overwhelmingly positive reviews that…read morebrought us here. To start, the hostess was rude. It took her a while to acknowledge me standing there, and when she finally asked how she could help, I mentioned I had a reservation and began giving my name. She cut me off with, 'Please wait, I'm very busy.' After another five minutes, she finally took my name and asked my family and me to step fully outside, saying someone would come get us. We were finally seated fifteen minutes later--only after watching another party of three walk in without a reservation and get seated immediately. The appetizers and entrees were good, and our waiter was attentive, even apologizing for the rough start at the host stand. Things seemed to be turning around until we tried to order dessert. Despite being more than forty minutes from closing, our waiter returned to tell us, 'The chef refuses to make any more desserts.' This was that rare restaurant visit where the food itself was solid, but we won't be back. The service made it abundantly clear that our presence was an inconvenience.

Photos
The Purple Pig - The kitchen

The kitchen

The Purple Pig - Chicago style hot dog

Chicago style hot dog

The Purple Pig - Squid Ink Chitarra

See all

Squid Ink Chitarra

Hoyt's Chicago

Hoyt's Chicago

4.1(16 reviews)
0.4 mi•The Loop

It was a long day, and this was convenient since we're staying at the hotel. The staff was great:…read moreused to dealing with hungry kids, and addressed their needs first, which was greatly appreciated. We all enjoyed our food and my hazy IPA was great. I popped back in the next night to grab a glass I'd wine to take back to my room.

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.

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...