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    Cindy's Rooftop

    4.1 (2.9k reviews)
    Open 11:00 am - 11:00 pm

    Cindy's Rooftop Reservations

    Cindy's Rooftop Photos

    Business Info

    CINDY'S ROOFTOP ATMOSPHERE

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

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    Recommended Reviews - Cindy's Rooftop

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    Reviews With Photos - Cindy's Rooftop

    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.

    Classic breakfast
    Emily F.

    Incredible venue with great views of the city. Cocktail menu was especially great due to the adjective listing under each of their specials. Enjoyed the Emerald Mile along with the classic breakfast (gluten, dairy free). Server was great. Be prepared to be put on a waitlist (didn't take too long). This place is sought after due to its location.

    Linda B.

    The only thing worth coming here for is the view. Ordered oysters which were so so and tiny for $25 for 6 and the $22 beat salad my toddler could have opened the canned oranges and canned beets himself! Service was ok. Up charge for what food costs? Prices are already inflated !! Find another rooftop as Chicago has many to chose from! Would not go back. We had to go to another restaurant for real food afterwards. Sad,

    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.

    Menu
    Kirk B.

    Cindy's Rooftop was a very enjoyable experience, and I can absolutely see why it's such a popular destination. The views of the Chicago skyline are breathtaking and definitely the highlight of the restaurant. The menu is somewhat limited, but the food was very good. We ordered the signature smashburger and the cod fish sandwich, both served with crispy fries, along with gin spritzers. Everything was well prepared, flavorful, and satisfying. Our server was attentive and friendly throughout the meal. The only disappointing part of our visit involved the host. Our server had turned our table so both of us could enjoy the skyline view through the window. Later, the host approached us and said we couldn't have the table positioned that way. We explained that our server had been the one who turned it for us, which was true. The host walked away and never returned to clarify the situation or let us know if it was acceptable after all. That interaction left us feeling confused. As a same-sex couple sitting close together, we couldn't help but wonder if that influenced the interaction, although we have no way of knowing. A brief explanation or follow-up from the host would have gone a long way toward making us feel more comfortable. Overall, the incredible views, good food, and attentive service made for a memorable visit. Despite the awkward interaction with the host, I would return for the atmosphere alone.

    Avocado toast
    Andi H.

    Always a beautiful atmosphere, friendly staff, and elevated experience. Cindy's is one of those places that is just a bucket list places for great food, unique cocktails, and stunning views! The prices are a little high, but you have to remember youre downtown! I do love that you can have a drink outside on the patio without reservations. Reservations open up 14 days in advance and they go quickly!

    Rigatoni Alla Vodka $26.00 lemon ricotta, parmesan, basil
    Holly K.

    One thing I've learned turning almost 60... I'm traveling for the views, the food, and the memories--not to fight a crowd for a spot at the railing! (If you are young, dress up, enjoy the view, the music, the vibe (as one gentleman around 26 told me, so sweet), and the crowd. Cindy's, on the rooftop of the Chicago Athletic Association, is absolutely worth the visit. The sweeping views of Millennium Park and Lake Michigan are beautiful, and the food was every bit as impressive as the scenery.   Since we're vegetarians, we enjoyed some delicious meat-free dishes, including crispy arancini, a rich and flavorful rigatoni, and a chocolate dessert (The Rocker, I will say the baked Alaska did look amazing), that disappeared much faster than I'd like to admit. We paired it all with two refreshing mocktails (N/A Spritz $16.00 a non-alcoholic hugo, aperol or pathfinder spritz; bitter - citrusy - crisp and a KEVIN!! $18 seedlip garden 108, strawberry puree, lime, elderflower soda). The best surprise? Our mocktails were complimentary because our room couldn't be upgraded, and our credit card package included a beverage credit. We also had a $100 hotel dining credit to use during our stay. It's a good reminder to investigate travel credit cards--they can add some nice perks, especially if you pay the balance off every month. My biggest tip: make a reservation. The wait can get pretty long. We were lucky and only waited a few minutes. Could you grab a drink and stand outside? Sure. But honestly... that's a younger person's game! I'll happily trade standing shoulder-to-shoulder in a crowd for a comfortable table, great service, and a view I can enjoy. Age has taught me that comfort is underrated. Our server was friendly, attentive, and somehow always seemed to appear at exactly the right moment without hovering. If you're visiting Chicago, put Cindy's on your list. Be patient if you're walking in, order something you've never tried before, enjoy one of their creative drinks (with or without alcohol), and take a few minutes to soak in one of the best rooftop views in the city. Sometimes the best souvenirs aren't things you buy--they're the meals, the laughs, and the places you'll still be talking about long after the trip is over.

    Smashburger
    Patrick Z.

    Rooftop is awesome and view of the bean is such a fun angle. Foodwise, the Chilaquiles were great in flavor but got kinda soggy I wish they stayed crisp. Smashburger was decent nothing special but nothing bad about it. Banana Bread was awesome, soft, moist, and had a delicious cream on the side. Monkey Bread was dry but I loved the orange flavor.

    Cindy
    Cherie G.

    All I can say is WOW! Last night in Chicago and what a perfect way to end it at Cindy's Rooftop. Make sure you get reservations ( 14 days before ). Can't miss it ! The views are incredible and make sure you come for nighttime views as well. We had the tuna tartare ( delish !) the strip steak was really great. The rigatoni vodka was in a special lemon whipped ricotta HEAVEN! Bread and herb app delish. I can't believe this mocktail !! Read up on who Cindy is if you don't know, her 1982 Warhol is prominent in the space. Thank you CINDY's!!! Xo FOX TOP PIcK Of Chicago!!!

    Skyline .
    Elizabeth S.

    Late night dinner and sips after the ghost gangster tour around Chicago! We picked Cindy's rooftop at the Chicago Athletic Association on the 13th floor for stunning skyline views which was the perfect spot to just unwind from the busy day. Though we couldn't see much of Lake Michigan, we knew it was just right there. We enjoyed the fresh Caesar salad, creamy Rigatoni alla Vodka, and warm bread with herbed butter. , and an espresso martini and a glass of prosecco. For dessert, we ordered the baked Alaska (So good), and coffees which ended the night with perfection. Service: Cheers to Anthony for the wonderful service and great menu suggestions!

    KEVIN with bourbon
    Emily K.

    Ashley at the bar is great!! Best cocktails ever. I got the KEVIN!! With bourbon and it was 10000/10!! ***HIGHLY RECOMMEND THE KEVIN WITH BOURBON!!!*** So balanced and slightly sour and not overly sweet. Also espresso martini and carajillo were fabulous!! Espresso with alcohol, can not go wrong. Fun vibes and the bar is a great spot but also the views are incredible of the views and you can see Lake Michigan and the bean. LOVE IT HERE!!!

    Caesar Salad with Salmon
    David M.

    Beautiful, grand old school lobby that takes you back in time. Rooftop restaurant and bar just as special with a great view of the park and lake. Great vibe and ambiance. Service was to be as expected, top notch. Small menu but enough to appeal to all tastes and needs. Decided to go light for dinner and I chose the caesars salad with salmon. Great flavors and toppings on the salad. Salmon was just ok. Coworkers had tuna tartare (excellent) and the beet salad also with salmon (really good). Split the roasted carrots which were delicious, especially the sauce.

    The ride...
    Leung Y.

    We visited Chicago and we looked forward to every single meal we made reservations for, and both me and my husband agreed Cindy's rooftop is the top among all the restaurants we visited. We went on the memorial weekend, and we didn't know we are getting the brunch intead of the lunch menu. We were so gonna get that fish and chips equivalent, so it took us some time to finally decided on the meal choice. My husband got the breakfast with chicken sausages, while I got the burger. Their burger is great with two thin patties. The veggies and pickles with it is delicious. The bun is pretty good. The fries was decent. His breakfast is so much better than mine though! I tried everything on his plate and it was good! After we finished our meal, we also took some nice pictures at the balcony which you can see all the way to the Field Museum area on a nice weather day. The restaurant is conveniently located near the Grant Park area. We actually visited the cloud gate, fountain, The cultural center, Target/5 below, comic stores, route 66 sign, Chicago stock exchange arch, and the art institution all in that trip. Very convenient! Their reservation opens 2 weeks before. If we ever go back to Chicago, we will definitely visit them again. Hopefully I will complete my Invisalign treatment and can actual eat more food! The elevator is very "vintage" btw. We tried both the express and regular elevators and that was an interesting ride...

    Macallan 12yr Sherry Oak

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    Great staff, atmosphere and food with scenic views of Lake Michigan. Would definitely recommend.

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    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

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    Shaw's Crab House

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    Shaw's Crab House | Chicago's ultimate happy hour just got a major upgrade!…read more Sip on a savory $10 Mignonette Martini or a crisp $7 Wine of the Month. Treat yourself to $15 mini lobster rolls on pillowy, buttery brioche. Turn up the heat with crispy buffalo shrimp tossed in signature blue cheese. Live large with the $57 Happy Hour Tower loaded with fresh oysters and lobster tails! Shaw's Crab House | 21 E Hubbard, Chicago | Happy Hour: Mon-Fri 4-6pm

    (Kari's Rating 8/10)…read more Came for an early dinner as we were seated by 5:30. I actually love coming to eat early because the servers are a little more attentive since they just started their shift and the service is a little faster as there are less tables. Let me tell you, though, whatever we came it was quite busy with graduations and family dinners-which I didn't mind at all! What ate a relatively large meal as I had eaten a smaller lunch. We started off with the wedge salad and a yellowtail sushi roll. The wedge salad was pretty average, but the dressing was really delicious. The yellowtail was also pretty good and the jalapeño topping gave an extra kick last minute. For the entrées, we ordered the scallops as well as the pan seared Chilean Seabass. The scallops are buttery, rich, and had a perfect crispy crust. The Seabass was flaky and light-overall a very good combination of flavors. We got a side of the broccolini and then the crème brûlée and a piece of Keylime pie to go. Overall a very filling and delicious meal-I was pleasantly surprised with the scallops and how light the sea bass was.

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    Inside main dining room
    Full Dozen Oysters
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    The Gage

    The Gage

    4.2
    (3.7k reviews)
    0.0 mi
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    Had lunch here and were seated right away. Our server greeted us promptly and took our drink order…read moreimmediately. We ordered the venison burger and, honestly, I was hesitant at first because I was worried it might be too gamey. However, our server did a great job explaining what to expect, and she was absolutely right. The venison patty was juicy, flavorful, and exceeded my expectations. The food was delicious and beautifully presented. Service was attentive and efficient throughout our meal. They also have an impressive selection of signature cocktails. I didn't end up trying one because the drink I was interested in sounded a bit too strong for lunch, but it's definitely given me a reason to come back later for drinks. Overall, I left as a very happy customer and would gladly return.

    To be fair, we've been here before and absolutely LOVED it. However, this past visit on 6/19 was…read morerather problematic. After we sat down, our server took her sweet time getting to us and was largely absent the entire visit while the servers for the others tables were attentive and present as I've come to expect. We started with the Crispy Brussels and Burrata Toast which was an amazing and fun combination of flavors textures with the sherry glaze and pickled onions providing a perfect counter to the richness of the cheese. Our second course was the Gage Caesar which we've had before and have enjoyed sharing multiple times, but this time the lettuce was full of grit as if the prep chef did not even bother washing the lettuce. The server never came by to check on us so I had to wave the manager to complain about the salad. The server also never checked to see if we wanted refills on our cocktails so we placed our orders with the manager. The final dish was the venison burger which was perfectly cooked and seasoned if you like venison, which I do so we enjoyed that greatly. The condiments that came with it were perfectly matched to balance the game of the meat and the fries were perfect as usual! The server then FINALLY got more involved with our dinner and was predictably perky and present at the end, something that always irks me when they have been otherwise absent for the meal. The ONLY reason they are getting 3 stars instead of less for this visit was the flavor of the food and the response of the manager in dealing with the lack of service (and the gritty salad). I would give the initial server a zero if I could.

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    The Gage Bar
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    Bar Mar

    Bar Mar

    4.3
    (643 reviews)
    0.6 mi
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    After years of driving by and seeing the hanging octopus I finally stopped in to celebrate a…read morefriends birthday!! A seafood birthday dinner has become her tradition, can't say I'm upset about this!! We started off with drinks! Two of us got the Floral Cloud and the other two got the salty air margarita! The salty foam (replacing the traditional salt rim) was perfection!! The presentation of the floral cloud was so cute! For starters we got the patatas bravas, 10/10 would recommend!! The sauce was delicious!! I personally got the poke bowl, it was love at first bite!! While it may not look like a huge portion I was only able to finish 3/4 of it. Shared with the after in an attempt to save room for dessert!! Two of my friends got the scallops and the other got the lobster roll. Scallops were delicious, they shared a bite with me! The lobster roll left me a bit unsatisfied. While it had plenty of meat it lacked lasting flavor!! Now let's talk about the MVP's of the night- Dessert! HIGHLY recommend the key lime pie if you're a fan! It also includes some of that salt foam! The sticky toffee was a huge hit at our table!! And the passion fruit in the flan was a very yummy add on!! Our server was the best!! She was so lovely and made excellent recommendations!!

    We loved this place! We initially thought we would be sitting looking at the river but it's a bit…read morefarther in and we couldn't see the river from our table but no big deal. The ambiance was beautiful, our waiter was so kind, and the service was great. The waiter misheard my order so I didn't get my right entree the first time but they were super kind, quick, and accommodating to bring out my correct order. The food was AMAZING! We shared the tuna tartar as an appetizer and it was one of the best things i've tried! The presentation was also so fun and pretty, served inside a coconut with plantain chips on the side. I ordered the lobster roll and it was so so so amazing, definitely best i've ever had. The bun was toasted and buttery and the lobster filled with flavor.. I could eat 5 of them!! They also had brought seasoned corn nuts to the table when we were seated and salted caramels for dessert, both fun and yummy. Would recommend to anyone looking for a bit of a nicer dinner in Chicago. We had a reservation on a Saturday night and it looked like the place was full, we were glad we had one and got seated right away.

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    Lowcountry South Loop

    Lowcountry South Loop

    3.9
    (493 reviews)
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    I've never been a fan of the seafood boil dining thing, just too messy for me, but I must admit I…read moreenjoyed my visit and the food was really good. My daughter asked to come here so we came downtown on a Friday around 7:30pm and it was pretty crowded, but by it only being two of us our wait time was less than 10 minutes. Once seated you scan the QR code to look over the menu and once decided you go to one counter to place your food order and the bar to place your drink order, they then bring your food to the table and our food came pretty quick after ordering. Bib on, gloves on, time to dig in... My daughter ordered the bag with shrimp, crab legs, corn and potatoes and I ordered lobster tails, corn and potatoes and two lemonades (lemonades were delicious!) We ordered our food with the everythang sauce (which is a mix of all their sauces) and it was really good and really flavorful. Messy is to be expected but surprisingly the food mess was manageable and did not take away from my dining experience. The amount of crab legs in my bag to me did not justify $32 and if it wasn't for the potatoes and two corns I'm sure I would of still been hungry. Seafood boils are not a cheap experience neither, our meals with the two lemonades and no alcohol was $110, so definitely not an every weekend dining option, but leaving I did see on their info board that their shrimp, crab bags are $28 Monday - Thursday and they look to have a pretty good happy hour so this might be a reason for a quicker return. Overall my experience was pretty good.

    This place is like a self-serve where you order at the counter and the bring it out to you. Perfect…read morehappy hour options but the drinks is really strong that we didn't even finish half. The ambiance is nice inside and gets busy a little after happy hour. I would say their happy hour deal is such a good deal and if you wanted to you can share with other people. Loved that they have spice levels like hot to extra spicy. The jalepeno corn bread was really good and flavorful. The mango lemonade is also good but wished it was a little colder. The beignets can get a little messy but they were good as well being that it was my first time.

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    Lowcountry South Loop
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    Inside
    Acanto

    Acanto

    4.3
    (697 reviews)
    0.0 mi
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    The restaurant is not that far from the Art museum and Cloud Gate (aka The Bean)…read more We had reservations and were seated right away. They light a new candle on your table and it was fun guessing how many hours it takes for the candle to melt all the way down. We came during dinner time and sat inside. We shared the Arancini, usually comes in 3 and they made 4 for us, since there were 4 of us. Very delicious and we all just took our time savoring the flavor. So good and it is also GF made with rice flour. Next I had the Umbricelli con Sugo d'Anatra. House made spaghetti with duck meat. Noodles were firm and didn't twirl on the fork easily. But it was really good. There were plenty of duck meat shredded and chunks. The cherry tomatoes were a bit tart to me, so I didn't eat them all. For dessert we shared the Tortino al Cioccolato Valhrona, like a chocolate lava cake. Very soft and rich chocolate. Had orange pieces throughout. Came with coffee gelato. Also shared the Vanilla bean panna cotta. Smooth creamy and light, reminds me of crème brulee. Had lots of cherries with crumbles of cookies. Both desserts are GF. I actually like the chocolate more... couldn't resist. They cleanup and give you a new plate and or silverware after each course. They are very good at keeping your glass of water refilled. Very friendly staff.

    After catching a play in the city, we headed just a 10-minute walk away to this wonderful…read morerestaurant and wine bar for dinner, and it completely blew us away. The inside of the restaurant is so nice and cozy, though they also offer covered patio seating if you prefer the outdoors. We sat inside for our 5:00pm reservation for a table of four, which I booked easily ahead of time. What truly sets this place apart is their incredible accommodation for dietary restrictions. Because I have celiac disease and am listed as a vegetarian on OpenTable, the host thoughtfully brought a separate vegan menu right to our table without us even having to ask. Their main menu also has multiple items clearly marked as gluten-free or gluten-free available, and best of all, they use separate fryers to prevent cross-contamination. I let our server know right away that I have celiac, and she reassured me that the kitchen would take every precaution to make sure my food was entirely safe. We started off with the arancini, which is made gluten-free in a separate fryer and was absolutely to die for. For my main course, I had the gluten-free radiatori tossed in a spicy vodka sauce, and it was so good that I ate every single bite. To top it all off, we shared two desserts between us: the panna cotta and the flourless chocolate cake, both of which were delicious. To drink, I enjoyed a refreshing Aperol Spritz followed by a glass of the moscato. From the top-notch allergy safety to the amazing drinks and food, everything was excellent. This is a must-visit spot, especially if you need gluten-free or vegetarian options!

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    Bar
    Fusilli with squid ink pasta, lobster, scallops, shrimp, san marzano tomatoes, calabrian chili, crispy garlic
    Fusilli with squid ink pasta, lobster, scallops, shrimp, san marzano tomatoes, calabrian chili, crispy garlic
    Arancino**

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    Arancino**

    Cindy's Rooftop - newamerican - Updated August 2026

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