There is something undeniably magnetic about a skyline view. In Chicago, the architectural grandeur of the Loop and the Magnificent Mile is not just a backdrop; it is a character in the city’s story. When you pair that breathtaking panorama with the gentle current of the Chicago River, you create a drinking experience that is purely and uniquely Chicago.
The Riverwalk has transformed from a utilitarian service path into one of the city’s most vibrant public spaces. Stretching 1.25 miles from Lake Shore Drive to Lake Street, it offers a pedestrian paradise where tourists and locals mingle. It is here, at the water’s edge, that you find the perfect vantage point to watch the sun set behind the steel and glass giants.
However, finding the right spot to sit can be overwhelming. With dozens of kiosks, wine bars, and sprawling terraces, the choice is not always obvious. Some venues offer craft cocktails and elevated cuisine, while others provide casual beers and a front-row seat to the river traffic.
This guide focuses on the establishments that combine excellent beverages with the best sightlines. We have prioritized locations that offer unobstructed views of the iconic bridges and the architectural canyon. Whether you are looking for a romantic date spot or a lively happy hour, this list has you covered.
We have curated a selection that balances quality of service with the quality of the view. From the shadow of the Wrigley Building to the convergence of the river branches, these are the premier spots to enjoy a drink. Read on to discover the definitive list of the best Riverwalk bars that offer a front-row seat to the Chicago skyline.
Chicago Brewhouse Riverwalk
| Address | 33 E Riverwalk, Chicago, IL 60601 |
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| Maps | Click here |
| Website | Click here |
| Opening Hours | Monday: 11:00 AM – 11:00 PM Tuesday: 11:00 AM – 11:00 PM Wednesday: 11:00 AM – 11:00 PM Thursday: 11:00 AM – 11:00 PM Friday: 11:00 AM – 11:00 PM Saturday: 11:00 AM – 11:00 PM Sunday: 11:00 AM – 11:00 PM |
| Phone | (312) 877-5766 |
If you’re looking for the perfect spot to enjoy the Chicago Riverwalk, Chicago Brewhouse is a must-visit! The waterfront views are beautiful, and the combination of local craft beer, classic Chicago street food, and a lively atmosphere makes it the perfect place to relax after exploring the city.
One of my favorite parts was the live music—it made the entire experience even more enjoyable. Sitting by the river with great music, a cold drink, and incredible views is the perfect way to soak in the Chicago vibes.
You absolutely have to order the Giant Pretzel! It comes with the creamiest beer cheese that was easily one of the best beer cheese dips I’ve ever had. We also loved the Maxwell Street Dog, the Pilsen Tacos, and the great selection of Chicago-brewed craft beers and refreshing cocktails.
Whether you’re visiting Chicago or you’re a local looking for a fun spot along the Riverwalk, Chicago Brewhouse is definitely worth adding to your list. I can’t wait to come back!
Shockingly we got a table immediately on what seemed to be a very busy, sunny afternoon. Service was good, appetizers, drinks and food came out quickly. I was surprised if I’m being honest competing this is a tourist attraction/trap type of spot to eat, we got sucked in by the pretty red umbrellas and wanted to eat on the river walk after an architecture tour. I’d recommend the big pretzel- served super hot and so yummy but the salad was pretty lame, to be fair it’s a salad. The chicago hot dog sausage thing looked yummy and indulgent- my friend sure enjoyed it! It’s dog and kid friendly. Views are great. People watching is also great. Prices are decent considering the location.
If it wasn't for the Riverwalk I would not bother. The thing with carding middle-aged adults to buy beer or any alcoholic drinks is simply silly. Hot dogs and taco chips were pretty decent. The beer selection was nice. Obviously, there is a pretty significant wait time to get your table but it is worth it. Views are spectacular!
Met friends for lunch. Great patio atmosphere. Got Turkey Bacon Avocado Wrap and a brew. Wrap was very fresh and delicious. Plenty of good stuff inside. Beer was a Strawberry Basil Hefeweizen and was real refreshing.
Server was quick with our food and knowledge about the whole menu. We sat out on the patio with a perfect temperature, so hard to beat.
I feel that this place is the nicest compared to the others next to the river because it’s not too party vibes but also not boring. It’s a good mix in between good views, ok food, good drinks and nice atmosphere!
The food is just ok, but you are paying the price to be in the Riverwalk. Overall, ok to have a drink and enjoy after work!
We were 2 people and we found a spot without reservation but later in the evening it was hard to find a spot.
RAISED | An Urban Rooftop Bar
| Address | 1 W Wacker Dr, Chicago, IL 60601 |
|---|---|
| Maps | Click here |
| Website | Click here |
| Opening Hours | Monday: 4:00 PM – 12:00 AM Tuesday: 4:00 PM – 12:00 AM Wednesday: 4:00 PM – 12:00 AM Thursday: 4:00 PM – 12:00 AM Friday: 2:00 PM – 12:00 AM Saturday: 2:00 PM – 12:00 AM Sunday: Closed |
| Phone | (312) 795-3444 |
What a beautiful place to have a drink! We stopped here on our way to dinner on a Friday night and were able to get a table outside right away. The views are amazing! The drinks were pricey and service was slow, but it was worth it for the atmosphere. This spot is definitely worth a visit for the vibes alone.
We had a good experience all around. My only reason for giving 4 stars was that we sat there for about 10 minutes and had to flag someone down to get our drink order in. It was very busy but our server Carolyn saved the day by putting our appetizers and entree order in. After that the food (which was very good) came out in a timely fashion.
Overall, we had a nice time and will probably visit again.
The views here are lovely, although at only the third floor it’s not quite as high up as I expected. If your goal is a nice view of the river; this is a good spot. If your goal is a nice view of the skyline, there are other bars that are much higher up. The drinks were good, but severely over priced. At $20 for pretty much any drink, you can pretend you are on the Las Vegas strip when you get over charged for your basic mixed drink. You are certainly paying for the vibes here, and not just the liquor. The bartender also accused me of not giving him enough money (the total was $65 and I handed him $70) in front of the entire bar until I had him count the money out loud in front of me. The crazy thing is I still tipped him $15 even after the accusation. That is why the service is knocked down a star. I recommend this as a quick stop for a nice cocktail if you have some time (and money) to kill.
Terrible customer service.
I’d give them negative stars if I could, but 1 star is the lowest option.
We came in as a party of 3 and waited 30 minutes without anyone coming to our table. After that, I went to look for someone to help and stood there for another 10 minutes, yet no one even acknowledged or checked on us.
When I finally approached one of the servers, I was told that our table was not their section. I completely understand that, but what was frustrating was that they refused to even let the server responsible for our area know that we had been waiting.
What made it worse was that I could see two employees standing there talking to each other while we were waiting for someone to help us.
I understand that the restaurant was busy, and I can be patient with a long wait. What I cannot understand is the lack of basic customer service and the attitude toward customers. A simple “I’ll let your server know” would have made a huge difference.
Very disappointing experience. We ended up leaving because we simply could not get anyone to serve us.
Such a great spot for cocktails with a view! 🍸
We stopped by for a few drinks and a bite, and it did not disappoint! The atmosphere is relaxed but lively, with stunning views of the Chicago skyline all around. Perfect place to unwind, enjoy well-crafted cocktails, and share some delicious bites. The food was surprisingly good for a rooftop bar, flavorful and nicely presented. Highly recommend for date nights, out-of-town guests or just treating yourself ❤️
City Winery Chicago Riverwalk
| Address | 11 W Riverwalk, Chicago, IL 60601 |
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| Maps | Click here |
| Website | Click here |
| Opening Hours | Monday: 12:00 – 8:00 PM Tuesday: 12:00 – 8:00 PM Wednesday: 10:00 AM – 10:00 PM Thursday: 10:00 AM – 10:00 PM Friday: 10:00 AM – 10:00 PM Saturday: 10:00 AM – 10:00 PM Sunday: 12:00 – 8:00 PM |
| Phone | (312) 229-5593 |
Stopped in for a quick glass of wine with my sisters after a lunch cruise at Navy Pier. Host was kinda stuck up and had her nose in the air. She let us know that there were no walk in reservations as they were booked up online. That's understandable, but it's not what you say but how you say it and she was kinda rude. We wanted something cool to drink as it was a warm day though. She informed us there was seating off to the side and we could order at the bar area. No problem. ANYWHO, we were greeted and served by Joseline and Nicole who were very kind, professional and had some great personalities. They were warm and helpful when making our selections to eat and be merry. Also we got to meet Chef Prince who fixed our order when it just wasn't quite right. That added a very personal dash on the almost flawless experience. Only thing I would say is, tell your hostess to treat Everyone with welcoming energy. You just never know who is choosing to dine with you.
I was not expecting to enjoy this chicken Caesar wrap as much as I did. Perfectly dressed, fresh, and filling, this wrap stayed together as the sun hit my eyes and the wind dared to blow over my to go box.
Sure it’s a little pricey at $23 with just a side salad/coleslaw/or pasta salad option, but it was delicious. The staff were very helpful and friendly. The music is just the right volume during the day, landed on this after walking up and down the river a bit and glad I chose city winery for lunch!
Imani is so personable and attentive!!! food and music were enjoyable. this was me and my homegirl’s first time and i would definitely come back. (mango frozen, brisket tacos and mixed green salad)
Wait was a little long, But was delicious. The cocktail was tasty. We didn’t want to wait for a table but we were able to sit in the nearby area. It worked out.
Beautiful views of the city and river boats passing by. The ultimate wind down after a busy day. Great food and drinks.Easy lower kevel access from the street.
LH Rooftop
| Address | 85 E Wacker Dr 22nd Floor, Chicago, IL 60601 |
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| Maps | Click here |
| Website | Click here |
| Opening Hours | Monday: 11:00 AM – 11:00 PM Tuesday: 11:00 AM – 11:00 PM Wednesday: 11:00 AM – 11:00 PM Thursday: 11:00 AM – 11:00 PM Friday: 11:00 AM – 11:00 PM Saturday: 11:00 AM – 11:00 PM Sunday: 11:00 AM – 11:00 PM |
| Phone | (312) 357-1200 |
This place offers fabulous views overlooking the Chicago River and its draw bridges. Spectacular scenery with all the tall and architecturally beautiful buildings. Everything was great. The burgers, salads and the fries in the truffle sauce was the cherry on the top. One thing that bothered me was the fact when the staff approached me in a very demanding and rude manner not to use my manual camera, only phones. When I asked why I was told 'rules are the rules'. I am not the one to cause trouble but it did not make any sense when there was a lady three tables down from us just shooting away with her manual camera and the staff never approached her. Double standards with prejudice, I would say. I did not appreciate that at all. Our server was nice enough to explain about privacy issues. Anyway, the whole thing could have been handled in a different manner. It left a bad taste in my mouth. Word of warning to the readers: do not take pictures there with your manual camera.
This is easily one of my favorite rooftop bars in Chicago. The views are absolutely incredible and create the perfect backdrop for a night out. Whether you're stopping by for drinks with friends or celebrating a special occasion, the atmosphere is hard to beat.
The drinks are delicious and well crafted, making the rooftop experience even better. Another great feature is that there is also an excellent restaurant inside, so you can enjoy a full dining experience in addition to the rooftop bar. During my most recent visit, the service was outstanding. My bartender was friendly, attentive, and helped make the evening even more enjoyable. Between the amazing views, great drinks, and excellent service, this is a place I highly recommend and always look forward to visiting again.
The food was delicious, and the waiters were friendly and attentive. Unfortunately, our experience changed completely when we finished our meal.
After paying the bill, we went to the other side of the rooftop because we wanted to take a few photos with the Chicago skyline. We were very rudely told to leave that area. I explained that we had just paid our bill and simply wanted to take a photo, but the response was, “You don’t have a reservation.”
I found this extremely disappointing and disrespectful. We were paying guests of the establishment, and I believe guests should be treated with respect regardless of which side of the venue they are standing on.
In the end, we managed to take just one photo, but the same employee stood there watching us the entire time. That made the situation even more uncomfortable and unpleasant.
Unfortunately, this experience completely ruined our impression of the place. I will not be coming back, and I cannot recommend it because of the poor treatment of guests. The food may be good, but good customer service and respect are just as important.
Food and ambiance was nice, we sat on the high top tables on 21 th, ordered a burger and udon stir fry. There were group events that got really loud and we checked the rooftop before we leave to get a glimpse of the Skyview from the rooftop. Rooftop seating was waitlist only no reservations accepted and we didn’t want to wait.
I visited the London House roof top several times, but I never knew about the cupola; it was always closed when I visited. I was stunned by the beautiful skyline view from the cupola!
The main balcony area is relaxing. They have cushion sofas. A gorgeous view of the river. Also, an excellent place to watch the sunset. My understanding is the rooftop is open all year around, I could be wrong, but I visited in the cold winter nights.
For the people afraid of heights, the rooftop is very secure. The balcony has clearance. While you can look down at the river walk, you can’t directly look down because of the extra concrete space.
The London House rooftop is completely free. Anyone can go to the balcony area, unless an event is going on—ofc. But you can order drinks inside, or not, and hang out in the balcony space.
Subjectively, I find their food enjoyable. The prices are also reasonable. And, to me, I find the rooftop with the views is the focus for the visit, the food is a bonus that makes the experience better.
As for their customer service, some staff members could appear as flat and straightforward. They are not necessarily rude, but may be perceived as rude. However, I witnessed the staff members working as a team and I was quite impressed by how harmonious and happy everyone seemed working together.
Brews & Bites Riverwalk
| Address | 201 - 231 W Riverwalk, Chicago, IL 60606 |
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| Maps | Click here |
| Website | Click here |
| Opening Hours | Monday: 12:00 – 10:00 PM Tuesday: 12:00 – 10:00 PM Wednesday: 12:00 – 10:00 PM Thursday: 12:00 – 10:00 PM Friday: 12:00 – 10:00 PM Saturday: 12:00 – 10:00 PM Sunday: 12:00 – 10:00 PM |
| Phone | (312) 291-1075 |
Great location at the river. Prime view of the Art at the Mart. Great selection of drinks, with small bites for food.
Chill vibe to enjoy the river views. I liked that it wasn't very loud like other restaurants on the river
Best Lamb smash burger I've ever had. I wasn't going to pay $21 with no sides for a burger & water, but I was hungry and was waiting for the light show. You order at the counter and get it yourself, so no service really, unless you're drinking. For the prices I'd like service and maybe some chips to provide some value, although, sitting on the water has its price. But, all staff was friendly, positive and helpful. Great people/boat watching spot. I'd eat here again!
The location was nice but the food just isn’t good. I didn’t try any of the main courses, but we ordered Margarita flat bread, beer cheese pretzel, and chips and guac (chips and pretzel on happy hour pricing $6 each) The sauce on the flat bread was very bland and the bread was not appetizing. Pretzel was ok. Chips were burnt. Food was over priced for the quality. I stopped eating halfway through because i wasn’t satisfied. Location was nice with great views. I personally wouldn’t come back.
We had a company happy hour at Brew & Bites. Rajee was wonderful to work with. She was very responsive. The venue was perfect for us as it's a 5 minute walk down to the river from our building. It was a really hot day but they reserved an area for us that was covered. The decor was nice and there was a huge fan that helped. The apps were excellent. We really liked the caprese and the margherita flatbread. They had a wide variety of food which was nice. The service was great too!
We attended their St Patrick's Day event - we did the general admission, was $20 to get in, which included a shot (of something green) and then we just paid for drinks. We had front row seats to the river, that area is a great place to hang out, only real issue was there was only 1 bartender with a person helping for the area we sat in and the bathrooms were bananas (realize only one thing the venue can control). We will definitely stop back this summer when we are on one of our walks. Fun times!
Beatnik On The River
| Address | 180 N Wacker Dr, Chicago, IL 60606 |
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| Maps | Click here |
| Website | Click here |
| Opening Hours | Monday: 11:00 AM – 11:00 PM Tuesday: 11:00 AM – 11:00 PM Wednesday: 11:00 AM – 11:00 PM Thursday: 11:00 AM – 11:00 PM Friday: 11:00 AM – 12:00 AM Saturday: 10:00 AM – 12:00 AM Sunday: 10:00 AM – 11:00 PM |
| Phone | (312) 526-3345 |
I don't know what picky tourists cause this place to have a 4.1 star review because I live in town and absolutely love both beatnik restaurants. The food is amazing, service is fantastic and the ambiance is unbeatable. I want them to decorate my house. If you get the right seat you can sit on the river and enjoy some of the best views in the city. This place is 5 star through and through. Bring your friends from out of town and wow them because they can't find this anywhere else
We came in last night for dinner, small portions but everything tasted great I just wish my meat dish had more than a tiny bit of rice. The salad, Zatar fries, salmon , beef all was delicious. They even had burgers for the kids which they really enjoyed. We sat on the front patio which was pleasant but we were eager to try the waterfront patio downstairs. The hostess was super kind to let us sit there for desserts when a table was available, it was 9:30 pm and super hot down there, we didn’t realize that it was a closed patio… but the decor is nice and it has a vibe . Desserts were not that great . If your coming here in the summer bets table is indoor with ac that are overlooking the river
INCREDIBLE experience!
We had a large party so had to get there at opening. We got drinks at the bar to start, I would highly recommend their bloodys, their mix is amazing.
We sat with a river view, which makes the whole experience even better. Once the food came, I was so happy that everything matched on how good this place is.
We had several plates from the menu and they were all 10/10. The tables favorite was the steak Kebob.
Service was really good, very friendly staff.
Beatnik On The River is one of the most beautiful restaurants in Chicago. The atmosphere is stunning, especially the floral décor and riverfront views, making it perfect for a date night or special occasion. The service was excellent, and the food was fresh and full of flavor.
I also appreciate that they offer halal options, which makes it easier for those looking for halal-friendly dining. My only suggestion would be to expand the halal selection by adding more halal beef and other meat options. I think it would make an already great restaurant even better and attract more guests.
Overall, I highly recommend Beatnik On The River for the food, ambiance, and overall experience. I’ll definitely be back.
Hands-down, this might have been the restaurant I was most looking forward to on my trip to Chicago. So many of the videos I watched and the posts I saw mentioned it as want to go to. I snagged a reservation a week or so before I left and I am so glad I did.
I love restaurants that not only put out amazing food, but also transport you to a completely different place. The vibes of this restaurant. The details. The decor. And especially the food make this one that I will continue recommending to people.
I was a little bummed that the lower level with the hanging flowers wasn’t wheelchair accessible, but I was impressed that as soon as I rolled up, the staff immediately got a portable ramp to put up so I could access the upper dining area and their hospitality continued throughout the meal. While it wasn’t over the top like the lower level, it is still so beautiful with amazing views of the river.
We went for a Sunday brunch and tried a number of different things. You can taste the grill and char on that beef kebab which I appreciated as a true Iowan raised on good beef. The short rib hash was easily my favorite. All of the different flavors and ingredients were so different and unlike so many other offerings. The salmon benedict was fairly traditional, yet delicious, whereas the breakfast gnocchi was super unique, but equally divine.
The only thing I will say is that I can’t wait for the next time I’m in town so I can go here for happy hour, dinner, and/or drinks.
River Roast
| Address | 315 N LaSalle St, Chicago, IL 60654 |
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| Maps | Click here |
| Website | Click here |
| Opening Hours | Monday: 11:30 AM – 9:00 PM Tuesday: 11:30 AM – 9:00 PM Wednesday: 11:30 AM – 9:00 PM Thursday: 11:30 AM – 10:00 PM Friday: 11:30 AM – 10:00 PM Saturday: 11:00 AM – 10:00 PM Sunday: 11:00 AM – 9:00 PM |
| Phone | (312) 822-0100 |
Okay I went to this place like 3 times, and I sat outside all 3 times. It’s so BEAUTIFUL I swear to god I’m a person who loves views and it’s so worth it. The food is super good too. I’ve had the burger, the fried chicken sandwich, the half chicken, and it was all amazing. They used to have a spinach dip that was super good but I guess they took it off. It’s right on the riverwalk so you see other people on boats, all the building, the bridge. Just everything is so nice. BOOK A RESERVATION. They rarely have walk ins. You’re lucky if they do, and if they do it’s def not any outside. They prioritize their reservations. Anyways, please go.
First time eating there and it was excellent! Our server Jeffrey was wonderful. He was able to explain what was on the menu so well and describe what the taste was on the menu. He also gave us really great suggestions on what to eat and we followed through with those suggestion’s and he did not disappoint. I asked for the Steak Frites cooked medium and thats what I got no send backs and definitely no complaints. Also had the delicious rolls and a glass of champagne and it was really wonderful. When I come back to Chicago I would definitely be back for the food and the wonderful service thanks to Jeffery!
Had a great time at River Roast. The food was solid and flavorful (4★), with well-executed dishes, though not overly memorable. The ambience truly stands out—beautiful riverfront views and a vibrant setting make it special. Service was excellent, attentive, and welcoming throughout (5★). Overall, a wonderful dining experience I’d happily recommend, especially for the atmosphere and hospitality.
Went to River Roast to celebrate me and my partners anniversary. It truly was a wonderful experience. From the moment we arrived the host and the staff were very welcoming and sweet. Our server was Hozell and he was amazing. Very attentive and offered a lot of recommendations and details about the food menu. Made us feel very special and happy when he brought us dessert to celebrate and say congrats to our anniversary. The food and dessert was delicious. We appreciate the way he took care of us and will definitely come again soon with friends and other future celebrations!!😊
A New American style restaurant in one of Chicago’s best locations. The roast chicken is crispy on the outside, and the potato wedges inside are hands down the crispiest, most tender, and most flavorful I’ve ever had. Plus!! the service from restaurant manager Morgan and the bar staff was absolutely fantastic . I can’t wait to come back once their riverside location is renovated!
Tiny Tapp & Café
| Address | 55 W Riverwalk, Chicago, IL 60601 |
|---|---|
| Maps | Click here |
| Website | Click here |
| Opening Hours | Monday: 8:00 AM – 10:30 PM Tuesday: 8:00 AM – 10:30 PM Wednesday: 8:00 AM – 10:30 PM Thursday: 8:00 AM – 10:30 PM Friday: 8:00 AM – 10:30 PM Saturday: 8:00 AM – 10:30 PM Sunday: 8:00 AM – 10:30 PM |
| Phone | (773) 967-0102 |
This place is perfectly set up along the Riverwalk which is a stunning location to people watch. But like many tourist traps, the dessert I purchaed here was over-priced and pedestrian (no pun) at best.
But this place will continue to be a “must stop” because of location!!
The food here was great! I got the Caesar chicken wrap, and it was delicious. I forgot to get a picture of the food, but got photos of the views. The atmosphere at night was cool with all the buildings and city lights surrounding you and sitting right along the riverfront just a few feet from the water. Such a cool vibe. I’d definitely come back here again!
Came here on a Monday afternoon and it was super busy! Thankfully, we still got sat right away. They have the best waffle fries we’ve ever had! The drinks were also really good, and the views were stunning. It was a bit pricey but that isn’t super surprising. Our server was super nice and service was pretty quick.
It’s a very nice place to drink, eat and enjoy the boats passing by the river.
Food is good, not too overpriced. Drinks, in my opinion, are a little overpriced for what you get but, it’s okay.
The food was just okay and didn’t quite meet our expectations, but the drinks were good. We mainly came for the beautiful views, and dining by the Riverwalk made the experience well worth it.
The Northman Beer & Cider Garden on the Riverwalk
| Address | 233 East Riverwalk, Chicago, IL 60601 |
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| Maps | Click here |
| Website | Click here |
| Opening Hours | Monday: 11:00 AM – 10:30 PM Tuesday: 11:00 AM – 10:30 PM Wednesday: 11:00 AM – 10:30 PM Thursday: 11:00 AM – 10:30 PM Friday: 11:00 AM – 10:30 PM Saturday: 11:00 AM – 10:30 PM Sunday: 11:00 AM – 10:30 PM |
| Phone | (312) 877-5212 |
Beer garden on the river is an understatement when you consider the view and the relaxing evening beside the river. First Chicago Dog (not a relish or pickle lover), but consider me not only a fan but a convert as well. The service was both fast and friendly making this the perfect end to a long day.
Taste of Chicago sausage sampler. Better call it “getting shafted “ . Small wieners for high price. They say size don’t matter - judge for yourself. Atmosphere is amazing and beer is ok. But don’t come here if you’re hungry
Nice place to sit down with friends and chat near the river. The Chicago dog was pretty damn good. But the beers were a bit fruity for my flavor. Overall nice place.
......stopped by here our last night in chicago after a five day visit.......perfect spot to sit along the waterfront and enjoy the incredible views.......service was great; friendly, easy, and right there.......tried the last of 4 ciders during this soiree, uncle john's blueberry.........smooth, flavorful, and nice.........last stop here next time ?.......yep, thanks folks..........
After our boat tour on The First Lady we wanted to grab a quick bite to eat and found this place while walking down the riverwalk. The setting on a nice summer day made it the perfect place to eat as there are a lot of benches and people lining the area. We didn’t get any drinks, ironic considering the place is known for that, but we did grab a plain hot dog and pretzel. Both were pretty standard with the pretzel being the better of the two. This is definitely a place we’d try again (drinks specifically) if we’re ever on the riverwalk. The vibes are great and you should definitely stop by.
Cindy's Rooftop
| Address | 12 S Michigan Ave, Chicago, IL 60603 |
|---|---|
| Maps | Click here |
| Website | Click here |
| Opening Hours | Monday: 11:00 AM – 11:00 PM Tuesday: 11:00 AM – 11:00 PM Wednesday: 11:00 AM – 11:00 PM Thursday: 11:00 AM – 11:00 PM Friday: 11:00 AM – 12:00 AM Saturday: 10:00 AM – 12:00 AM Sunday: 10:00 AM – 11:00 PM |
| Phone | (312) 792-3502 |
Cindy’s has a beautiful interior space as the dining room with glass ceilings through which light pours in, changing the atmosphere as the day turns into night. While you don’t have views from the dining tables, there’s a terrace where you can have drinks and soak in the views. We were perfectly comfortable at our table but the bar looked packed. We really liked the food, and the dessert was the best part. The manager and waitstaff were super attentive. We had a great night at Cindy’s overall.
Stopped by on a Friday early evening for a site visit with their team and was really impressed with the space, service, and food. If you’re looking to book an event here, make sure you plan many months—or even a year—in advance. They book up quickly during the summer, and I wish I had started the process sooner.
The views are some of the best in Chicago, overlooking the city and the park. Even with about a 45-minute wait for a table, it was absolutely worth it. The service was attentive and professional from start to finish. The cocktails were excellent, the chicken was packed with flavor, and the Caesar salad was one of the best I’ve ever had. And whatever you do, save room for dessert.
One thing to note: this is definitely a splurge. For one person, my bill came to about $127 including tip. I also noticed a service fee on the check. When I asked my server about it, he explained that it was added by management and kindly offered to remove it, which I appreciated. His willingness to help only added to the excellent service experience.
Highly recommend for visitors and locals alike. Tip: If you’re staying at the hotel, you get priority access to reservations, which can be a huge advantage during busy periods. Amazing views, great food, attentive service, and a memorable Chicago experience—just be prepared for the higher price point.
The food was fantastic. The steak was cooked perfectly. My daughter’s celiac sate chicken breast was cooked and seasoned to perfection. The drinks and desert were great. The views are exactly what you want in a city skyline. I will be back again to take it all in.
Cindy's Rooftop is widely regarded as a premier destination for those seeking an elevated dining and drinking experience in Chicago. Perched atop the Chicago Athletic Association Hotel, it strikes a balance between being trendy and laid-back, offering an upscale atmosphere that remains welcoming and comfortable. It is particularly noted for its ability to feel special for everything from casual sunset drinks to romantic date nights.
Views:
The venue offers stunning, panoramic vistas of Millennium Park and Lake Michigan, which are consistently cited as the highlight of the experience.
Atmosphere:
Visitors describe the vibe as classy, lively, and energetic, yet relaxing. The space features a mix of indoor and outdoor seating, allowing guests to enjoy the skyline regardless of the season.
Culinary & Drinks:
The menu features seasonal fare crafted from local ingredients, with many diners praising the quality of the cocktails and the selection of light appetizers and hearty main dishes.
Service:
Reviewers frequently highlight the attentive and knowledgeable service, with staff often providing excellent recommendations for both food and wine pairings.
Great views of the lake and Millennium Park. You can’t really see anything from your table. Service was great! Food was mid. The flow of people only there for the view and treating the restaurant as a tourist spot cheapens the ambiance.
Island Party Hut
| Address | 355 Chicago Riverwalk, Chicago, IL 60601 |
|---|---|
| Maps | Click here |
| Website | Click here |
| Opening Hours | Monday: 11:00 AM – 11:00 PM Tuesday: 11:00 AM – 11:00 PM Wednesday: 11:00 AM – 11:00 PM Thursday: 11:00 AM – 11:00 PM Friday: 11:00 AM – 11:00 PM Saturday: 11:00 AM – 11:00 PM Sunday: 11:00 AM – 11:00 PM |
| Phone | (312) 600-0488 |
(1/5)
Tiki Party Hut is proof that simply placing alcohol near water does not automatically create paradise.
The setting initially appears promising. There are colorful picnic tables. There is a river. There are tropical-themed drinks. There is a tiki hut containing a hardworking bartender who appears to be carrying the entire operation on their back.
Unfortunately, that is where the good news ends.
The drinks were simultaneously syrupy and alarmingly strong, as though someone had attempted to recreate fruit using only corn syrup and rum. They were not refreshing so much as aggressively tropical.
The seating deserves special recognition. The picnic tables looked festive from a distance but were so uncomfortable that I eventually decided the superior seating option was an all-you-can-drink architecture boat cruise departing next door.
Think about that.
I paid additional money to board a moving boat for comfort.
The outdoor area was hot, crowded, and featured portable toilets that suggested management had given up on the concept of permanence.
As for the food, I cannot state with certainty that it caused my subsequent gastrointestinal catastrophe.
What I can say is that this establishment was the last place I ate before spending the night becoming intimately acquainted with the bathroom.
The evidence has been entered into the record.
Final verdict:
The bartender tried.
The river tried.
The picnic tables tried.
My digestive system did not.
Would not return.
Would not recommend.
Would advise future visitors to continue walking until they find literally any boat leaving the dock.
The best part about place is the environment. The place has island vibes, servers wear island shirts and all seating is outside. Our order did not come out together for our 2 person order. Food was fairly tasty (shrimp and chicken sandwich). Sandwich top fell apart and pickles/tomatoes fell out. One of us needed more pickles and tomatos and it took a long time to receive replaced toppings. In addition took a long time to receive receipt per our request. Sitting outside listening to live music was highlight of our Sunday afternoon
Stopped here for a quick drink on the waterfront. Atmosphere was fun, everyone was having a good time, drinks were good!Definitely tourist focused but it's great if you are okay with that. Theres tons of seating, corn hole, and 2 bars so it shouldn't take too long to get a drink. Shoutout to Joey our bartender for showing us a good time!
This place is a great standby at the easternmost area of the Riverwalk. It's not as polished as some of the other bars closer to the Mart, but you can typically find a chair to sit in and a tropical inspired beverage to sip on that doesn't break the bank. We came here to watch the World Cup final when most other places were already over capacity
Anthony was absolutely AMAZING! From the moment we sat down, he made the entire experience better. He was friendly, attentive, personable, and genuinely seemed to enjoy taking care of his guests. Our drinks were perfectly made, he never let us sit with an empty glass, and somehow managed to be right there when we needed something without ever hovering.
What really stood out was Anthony’s personality and hospitality. A great bartender can make good drinks, but an exceptional bartender makes you feel welcomed, remembered, and taken care of—and that’s Anthony. He created such a fun, positive atmosphere and made what could have been an ordinary night out feel special.
If you visit, ask for Anthony! He is truly an asset to the establishment, and we will absolutely be back because of the experience he gave us. 10/10 service, drinks, personality, and hospitality! Give this man his flowers—and a raise! 👏🏽🍸
Offshore Rooftop
| Address | 1000 E Grand Ave, Chicago, IL 60611 |
|---|---|
| Maps | Click here |
| Website | Click here |
| Opening Hours | Monday: 11:00 AM – 9:00 PM Tuesday: 11:00 AM – 9:00 PM Wednesday: 11:00 AM – 9:00 PM Thursday: 11:00 AM – 9:00 PM Friday: 11:00 AM – 10:00 PM Saturday: 11:00 AM – 11:00 PM Sunday: 11:00 AM – 9:00 PM |
| Phone | (312) 535-6660 |
…if you only came for the Best Chicago Views alone, you’d get more than you’d ever expect. At the tip of Navy Pier, you have almost a 360 view with a selection of indoor or outdoor seating, yet with the folding glass doors and glass ceiling, inside is outside! The food is casual, delicious and by this diner’s experience an economical. The Brussels sprouts are yummy and happy I saved room for dessert! Even have a vegan selection! From the Hosts, Waitstaff, Bartenders and BusBoys, they assure your dining experience is one you’ll want to have again and again.
Fantastic breakfast experience with truly unbeatable views. The setting creates a relaxing morning vibe, especially with lakefront scenery that is hard to match anywhere else in the city.
The coffee was fresh, the pastries were delicious, and everything felt well prepared and satisfying. It is the kind of place where you can sit back, slow down, and really enjoy the start of your day.
The staff were warm, friendly, and attentive, which made the experience even better without ever feeling rushed. Overall, it is a perfect spot for a peaceful, scenic, and very enjoyable breakfast in Chicago.
It's in a lovely location, with water views on either side of the indoor rectangular dining hall.
They don't serve the outdoor area during the off season, which ends at the end of April. Plastic is used, totally understand. But my wine glass is really old, with two streaks running in different places, one of which looks dirty. So I went in and asked, “Can I at least get a newer glass?” I didn't mean the soda-qline glass, but she quickly poured my wine into a real glass, which is a Rona. Oh well, my Chinglish at work again.
I went here for afternoon cocktails but it was hard to find the entrance using the stairs. Took awhile but we finally got there. I ordered two drinks, the sunset in the lake and the tropic affair. Both were very refreshing. I also had the truffle fries which took awhile to get but tasted fresh and were hot.
It was my 1st time eating there. Top tier!!! It had to be the absolute best freakin chicken sandwich I've ever had in my life!!! 😋🤣🔥🔥🔥 Even my son liked it and he hates onions and peppers. 😊
The atmosphere and vibe was everything. I highly recommend!!! 💃
Tips for Enjoying the Chicago Riverwalk Bar Scene
To make the most of your time on the water, a little local knowledge goes a long way. The Riverwalk is a dynamic environment with specific rhythms dictated by weather, commuters, and tourism. By planning ahead and understanding the layout, you can avoid common pitfalls like long waits or getting stuck in the sun without shade. Here are five essential tips to elevate your experience from a standard bar hop to a seamless Chicago afternoon.
1. Time Your Visit for the "Golden Hour"
The Chicago skyline is impressive at noon, but it is magical at dusk. Arrive roughly 45 minutes before sunset to secure a prime railing seat. As the sun drops behind the skyscrapers to the west, the glass facades reflect a warm, golden glow that is perfect for photography. This is also when the architectural lights begin to flicker on, transforming the river into a mirror of urban light.
2. Understand the "Walk-Up" Culture
While some larger establishments accept reservations for tables, the majority of Riverwalk bars operate on a first-come, first-served basis for their best seating. Do not be afraid to politely hover near the water’s edge, but always be respectful of those dining. If you are in a group, send one person to scout for an opening while another waits in line for drinks to save time.
3. Dress for the Micro-Climate
The temperature on the Riverwalk can be 10 degrees cooler than the streets above, especially when the wind whips through the concrete corridor. Even on a warm summer day, the breeze off the water can be chilly after sunset. Always bring a light layer, and be aware that the sun reflects intensely off the water in the afternoon, so sunscreen is a must for daytime visits.
4. Navigate by Bridge, Not Address
GPS can be finicky on the Lower Level. You are technically below street grade, which confuses location services. Locals navigate by the bridges (DuSable, State, Dearborn, Clark, LaSalle, etc.). When meeting friends or finding a bar, identify which cross-street bridge it is nearest to and enter the Riverwalk from that specific staircase.
5. Be Aware of River Traffic and Boat Schedules
Part of the charm is watching the architectural tour boats and water taxis glide by. However, these vessels create wakes that can occasionally splash the lower seating areas. If you have electronics or designer bags, keep them off the railing and on your lap or under the table. Additionally, if you plan to stay late, check the schedule for the Water Taxi if you intend to use it to get back to the train stations.
The Chicago Riverwalk offers more than just a place to drink; it offers a perspective on the city that cannot be found from the observation decks above. When you are seated at the water level, you feel the scale of the architecture in a visceral way. The towers seem to lean in to listen to the conversations happening on the terraces below.
Whether you are a first-time visitor seeking that perfect Instagram shot or a local looking to rediscover your city, the bars along this promenade deliver consistency and beauty. The combination of crisp beverages, the sound of lapping water, and the hum of the city creates an atmosphere that is both energetic and relaxing. Next time the weather breaks, head down the stairs, find a seat by the railing, and toast to the city that built the modern skyline.
