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    Up Room

    4.0 (152 reviews)
    Open 5:00 pm - 12:00 am (Next day)
    Updated 2 weeks ago

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    GROTTO SMASH - Reyka Vodka, Blackberry, Mint, Lime Vodka, Blackberry, Mint, Lime
    Scott N.

    The Up Room at The Robey is a comfy spot for a drink and a view. We were staying at The Robey and went to the Up Room to check it out. There was an event underway outside on one side, which limited outdoor seating. Our hostess took our order and told us she'd let us know when a space opened up outside. That was very kind of her. I ordered a Grotto Smash - Reyka Vodka, Blackberry, Mint, Lime. Oh my, it was tasty! I had a few more! They made NA versions of the same drink for Mark. How cool is that? We spend a lot of time outside taking pictures. I think we may have been outside when the server let us know there was a space for us to sit outside. Fabulous! It was a nice evening.

    Menu
    Emily J.

    This place was a perfect date spot to pop into after dinner and before a comedy show at the den. It is so dang cute and swanky feeling. The little private room outside is a fun touch for a group. LOVED my cocktail

    Nareena V.

    My friend brought us here as we visited Chicago and it was wonderful! It had beautiful views all around and the drinks were delicious. I definitely recommend coming here, especially if you are visiting the city.

    Matcha martini
    Bert M.

    The UP Room is visually so stunning. Perfectly quiet, dimly lit, high up. Vibes are so great however their drinks were so bad. We had 2 matcha martinis and they were -1947393902/10 bad. Dirty martini was horrible also. Such a shame cuz the place is so pretty.

    Monica N.

    Robey Rooftop: We came here for a private event and it was wonderful! Views: The views are beautiful. It is cool to be able to look at the city in a different angle and appreciate the beauty of it. Drinks: The espresso martini and skinny margarita was delicious. The bartenders working the event were so patient and very professional (even when they could have easily been very overwhelmed). Food: Their focaccia like bread, veggie sandwich, and hummus were a personal favorite. I can't wait to come back and try out the cafe and other parts of the hotel!

    Mezcal cocktail and Cabernet
    Luis A.

    New obsession, a must try if visiting Chicago or just need a place to hang with friends after a long day at work. It's welcoming, the drinks are fantastic. Staff are incredibly kind and the view is fabulous!

    view
    Emilie H.

    this place is perfecttt. the best place to savor the summer sunset with near panoramic views!! make sure to come cute or the servers might out-dress you lol. the drinks are creative and not outrageously priced considering it (averaging $17). honey heights was exceptional and sweet, as was secret garden. great date or girls night spot but also makes for a swanky group or corporate event space.

    William P.

    I would recommend this place solely on the view. This bar is such a cool spot to go to during the warmer months. The drinks were good and the service was nice. You are able to take the elevator directly to the top floor. The bar is not the biggest area, so I recommend coming early to get a seat outside to enjoy the view.

    Sky High
    Divya V.

    So funny story, every time I am in the Wicker Park area, I make an attempt to walk-in to this place but was always unfortunate, however, for the first time on a Friday night, we got lucky and I could finally visit this cocktail bar! (with a large party?!) Up room was the final stop on our food and drinks crawl experience and we loved it! They do not have a lot of tables inside however they have a pretty huge patio. We also found out an enclosed space where our party could relax and enjoy good conversations. The enclosed space was heated so we could enjoy it even on a cold wintery night. My friend and I tried Chai me to the Moon and Sky High cocktails and they were amazing! I'll definitely come back to try more cocktails. The view is beautiful and you can see the entire Chicago skyline on a clear night! Overall, a nice cocktail bar you should check out if you are in the neighborhood.

    Views
    Sada N.

    13th Floor! The Up Room located in the Robey Hotel in the Wicker Park area. A Very cozy intimate and beautiful rooftop. Views from the rooftop were breathtaking! The nightlife in Chicago is something different I tell ya! Stopped in for drinks after a great dinner, decided to try out a cute rooftop! Perfect for the winter moments as they have a cute warming shack. They also have a dope rooftop pool that sits on the other side of the bar which is great for summer months. They also have a cute cocktail menu with plenty of options. Our server was great, he served us with grace. Check em out!

    Chai me to the moon
    Mayuri A.

    After several failed attempts to get a table at the Up Room in the past, we finally got a table. The space is relatively small in terms of seating, but the patio is huge. There is also an enclosed seating space which very few know about. We tried the chai me to the moon and the Sky High cocktails, both of which were great. The service was fast and the server was attentive. The view is just breathtaking and was definitely the main highlight! They have an unobstructed view of the whole downtown skyline and it is a treat to the eyes.

    Jenn W.

    Enjoyed after dinner drinks at Up Room recently. Up Room is a rooftop bar atop the Robey Hotel. It has a modern, sleek vibe and is surrounded by windows on 2 of its 3 sides. Service was very good. They allowed us to choose our table, and we chose indoors because it was so windy. I ordered a glass of wine (extensive wine list to choose from) and my daughter selected a cocktail that she enjoyed. The real draw is exploring the patio outside. It's 2 sides of a triangle with amazing views of downtown. Definitely a place for a photo op with your friends or family!

    Neon Nights
    Khadijah H.

    This is my second time visiting this super low key rustic/ vintage rooftop in Bucktown's downtown area. I say downtown lightly but it's still a whole vibe. Note, this low key rooftop is inside the Robey Hotel which in and of itself is hard to miss if you're not quite sure what you're looking for. The first time I attended was a summer Friday evening and it was popping. The drinks were delicious and the service was top tier even during rush-hour/ season. This past Thursday evening I have to say it was a different feel but I still enjoyed my experience. My neighbor and I chose to come here to catch up with a low key vibe. I ordered the neon nights and he ordered the Oaxacan on Broken Glass beverage. First rule, order both! Second, enjoy because these were quite tasty. For a $17.00/ piece drink, this definitely was worth it. I'd be sure to return.

    Oaxacan on Broken Glass (left) and Robey Old Fashioned (right)

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    Really cute spot to grab drinks with a view! I forget which drinks I got but they were good and fairly priced!

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    exactly as I expected, gilt bar was phenomenal - the beef…read moretartare was the best I've ever had, it was so filled with flavor, every bite tasted like a beef salad. the egg was jammy and delicious adding a new layer of richness to the meal. the bread it came with was FRESH, hard crispy crust surrounding thick cuts of spongey bread - the truffle malfadine was perfectly cooked long chewy noodles with the perfect amount of a truffle pepper sauce over them. certain bites had full peppercorns, breaking through the slight creaminess. - I had high hopes for the burger and was picturing a bougie restaurant thick cut juicy burger. it was fascinating because it had the same juicy soft flavor, but it was more of a Smashburger style so you had a little bit of crisp on the outside and instead of a thick singular patty, it was two on top of each other. the fries were solid (not very salty which was divisive) but the aioli elevated the fries and burger to a new level, huge points - Guinness here is so cheap. my dirty martini was dirty as all hell and delicious. the service was so kind and attentive and brought out extra ice cream with hot fudge for my birthday. the carrot cake was incredibly moist and tasted like real carrots, nuts, and spices, not enough frosting for me tho hehe - this is literally such a stunning restaurant with a photo booth and a downstairs sultry bar, and an open standing space around the bar upstairs. I get why it is always booked. If I was to come back, I would do it all again except ...maybe instead of the burger... try something else hmm

    Dinner at Gilt Bar felt like stepping into one of Gatsby's favorite haunts. The interior is…read morestunning , moody, golden, and effortlessly glamorous. The cocktails were beautifully crafted and worth the visit alone. The food was good, but not necessarily the star of the night. What really stood out was the atmosphere and the service, both absolutely incredible. One of those places you go for the vibe as much as the meal.

    Angry Cactus Lounge - Axe Throwing!

    Angry Cactus Lounge

    (3 reviews)

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    This was our first time at the Angry Cactus. We received an invite to participate in. Pluto TV…read moresponsored Rage Room. When we arrived we were immediately greeted by the nice ladies working the check in. They have reservations for rage rooms (30min rooms you get a bag to destroy all kinds of stuff!), billiards, and axe throwing. The decor is trendy and lively. The music wasn't too loud. The drinks are pricey... $16 for 2 drinks. We got a burger and chicken tender dinner, 2 drinks for the same price down the street. The staff is very helpful and nice. 5/5 stars. The rage room was so much fun. 30min was definitely enough, we were pooped lol. Overall, the venue is small but really fun. Drinks were excellent (not to weak or strong). I got a Long Island and my wife go an Old Fashion. If you are in the area definitely check them out!

    This was an experience, to say the least. We came in on a Friday night with a Groupon for axe…read morethrowing. The place had club vibes - dark atmosphere with some scattered lights, loud music pounding on the speakers, and there were 2-3 people dancing in the corner. There were scattered games, such as Jenga and Connect 4. We ordered the Blue Cactus and Old Fashion. The Blue Cactus was sweet, and if you weren't careful, it'd be easy to quickly drink. The Old Fashion wasn't anything special, just your typical old fashioned. On to axe throwing, the space where you axe throw was well lit, and we appreciated the guy who worked there, coming by to show us how to axe throw since it was our first time! There are chalkboards to keep track of your score. Just remember that the drinks can't be kept in the area where you axe throw, which I wish was better communicated to us. Overall, the Groupon was a great deal. We had some issues scheduling a time, so I had to email a contact there to have a time reserved. We were pretty surprised to see how few people were there on a Friday night, so it was pretty easy to play the different games scattered in the main room. There were also a few cute places for photo-ops.

    MONEYGUN - Outside

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    Moneygun was a great experience. No cover, great music (I think it was mostly EDM), might be a…read morelittle loud for some people, but I really enjoyed it; place had a great vibe. Lots of people (Sat night starting @ 10p), seats a little hard to come by. Drinks were very good, strong but not nuts. Prices were average for Chicago. Bartenders were very cool. The main guy stayed in the center of the bar all night and he had a great attitude; smiled all the time and was cool all night! Would go back any night and recommend to all looking for a fantastic bar.

    I've been to MoneyGun twice now, and I keep going back for one reason...the buffalo taquitos. My…read moregoodness...they are so delicious. You only get two per order, but they're so good you won't mind ordering another round. They do have other flavors, but at this point, the buffalo ones are a must every time. The drinks are also really good and a little different from most places. They put thought into their cocktails, sometimes using things like pure cane sugar and unique combinations that still taste great. Definitely recommend Brandon as a bartender...he did his thing. The vibe is dark and moody, which I love, and they even ring a little bell at the bar. Right next door is Sunnygun, their brighter, brunch style spot, which makes for a cool night to day contrast, even though I haven't tried it yet. I've always sat at the bar, and service has been great. MoneyGun has become one of our go to bars, and we'll definitely be back.

    Bisous - interior

    Bisous

    (114 reviews)

    Fulton Market, West Loop, Near West Side

    The Chicago food tour commences... First stop, drinks at Bisous! This cocktail bar was listed no…read more 39 on the top 50 bars in North America for 2025. It was no wonder when we arrived that there was a line out the door. We waited around 45 minutes, and the bouncer was a really nice fellow who kept track of the numbers and people at the door. Upon entering, we were immersed in a dimly lit retro-style lounge. It was quite loud inside and packed as we walked to our seats. The server was great at taking our orders and offering suggestions. I opted for the French 75, which featured sparkling wine and mixed gin, brandies, and citrus. The drink was delicious, but STRONG. I don't know what they put in the cocktails in America, but I am always finished after one drink. Needless to say, we were all struggling to finish our own drinks. My favourite touch was the coasters, I ended up keeping all of them so that I can reuse them at my galentines event next year. The 'bisous' with the kiss on the other side is a perfect touch! I think the drinks are fairly priced for USD. I would love to return someday to try other drinks and bar bites, and also try their sister bar, Sparrow.

    My boyfriend and I were visiting Chicago (from Las Vegas) 2 weeks ago, and were very excited to…read morecheck out Bisous, as it looked nice inside and had good reviews. Imagine my shock when we didn't even make it past the bouncer because he was so rude, AS OTHER RECENT REVIEWS HAVE MENTIONED AS WELL! We had dinner nearby and walked to Bisous after, and saw there was a line of 5 or 6 people outside. We expected this as we knew Bisous is a first come, first serve bar. We were curious what the wait time would look like, so we approached the front door to ask a host or employee inside (we assumed there'd be a desk with an employee working it who could give us a wait time). We had no problem waiting, just wanted to see how long they estimated it would be! Before we could even fully open the door, the bouncer swung the door open from the other side and hit me with the door. I stumbled back a few steps and he looked at us and said, and I quote, "What do you want?". I laughed at first because I thought he was joking and putting on a tough guy act. He was not. We quickly explained we just wanted to see what the wait time was, and he said "don't you see there's a line outside?" We said yes, and explained we just wanted to know a rough estimated wait time. He just blankly stared at us while ushering us out. Both my boyfriend and I have worked in customer-service roles for a very, very long time. This encounter was not only extremely rude and unprofessional, but he also hit me hard enough with the door to send me stumbling back, and then said nothing about it and continued to address us in a tone that was nothing less than annoyed and irritated. We didn't end up going inside because that encounter left such a bad taste in our mouths. I don't believe in spending my money at establishments that don't treat their customers with the bare minimum respect they deserve! Bummed we didn't get to experience it, as I'm sure it was lovely inside and I can only hope the rest of the employees were much more kind and accommodating, or at least able to answer a simple question. Fire your "bouncer" (??) and hire someone with some basic customer service and communication skills!!

    The Pearl Club - Beautiful bar in the historic bank.

    The Pearl Club

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    River West, West Loop, Near West Side, West Town

    The Pearl Club is one of the coolest, swankiest locations in the city! I had a milestone birthday…read moreparty there last week and everything was perfect! The food was top notch, the drinks were mixology level, the staff (including my event planner - Taylor) were all awesome. I'm a forever customer.

    Visited this bar as part of a stop on a St Patrick's Day trolley bar crawl last weekend. We spent…read moreabout an hour there, and several things raised concerns. 1. My sister missed a step on their staircase because the bar is very dimly lit. The manager witnessed this misstep and immediately asked her to leave, claiming she was "over served." She had yet to purchase a drink at this bar because she spent the first 30+ minutes waiting in line for the women's restroom. 2. The women's restroom line was extremely long, and several women were aggressively using the men's restroom instead. One of my guy friends was in a stall and had women banging on the door and yelling that he was taking too long. 3. I saw a woman walk in with a full backpack hidden under her coat. When security asked what was in it, she said "chips," and they allowed her in without inspecting the bag. That felt concerning from a safety standpoint. 4. The manager, Calvin, was very dismissive and cold when I tried to have a conversation with him about the events surrounding my sister's dismissal. He continued to insist she was over served and suggested she wait outside in the "nice weather." It was 30° and snowing. Figuring this conversation was going no where, I began chatting with one of the hostesses. I was asking for her recommendations where my group should go next in the area. During this convo I used an adjective that rhymes with duck and the manager, who was listening in, told me I had to leave because he claimed I was "swearing at his staff." No one was swearing at anybody? 5. Added this one last minute, after reading the owner's response to a previous review from another member of my group. I question the validity of his reply to save face. I personally went down to the women's restroom moments before I left, and waited in line with two female staff members who did not mention any closure. Additionally, we were told that The Pearl Club was closed to the public and reserved exclusively for our event. We were on one of the morning trolleys and there were two afternoon trolleys that were scheduled for 4pm and 6pm. Why would the bathrooms be closed to prepare for the public around 3/30pm when there was still multiple trolleys scheduled for the afternoon? It's unfortunate because the space itself is cute and intimate, and the hostesses and wait staff we interacted with were kind. However, the management response and overall experience make it unlikely I would return. I understand bars get busy during St. Patrick's Day weekend, but basic safety, communication, and professionalism should still apply.

    101 Sky Terrace - French 75 and Gin

    101 Sky Terrace

    (17 reviews)

    Near North Side

    Let me start by saying that the views were 5 star and the place has a cool vibe - although the…read morehouse music they were playing was a bit loud for the small number of people eating when I was up there. That said, this place just completely disappointed. The food was just not good. I had the burger sliders and for $9 a piece you expect them to be something special. They were not. Overcooked with a little sauce and two pickles slapped on the bun with a tiny little dab of fake cheese - it was like a bad and way more expensive version of McDonald's. The onion rings were the frozen crumbly kind not the fresh beer battered kind and so that's a big "no!" for me. The dipping sauce was okay. Service was friendly and I think the guy was new but it wasn't good enough for a place like that at the top of the building. There were two servers so I'm guessing one was training maybe. They didn't make it to my table to check to see if everything was okay while I was eating and it even took them a while to notice that I was done eating. It's was slow so I don't think they were stressing with too many tables. That kind of place should knock your socks off - but it was on the low end of mediocre. I wouldn't go there again for food. Maybe it's a decent place to go to the bar but since I don't drink I can't help much on that end.

    Great food, drinks, and view. We came on a Sunday and ordered some drinks to start, as well as…read moreBrussels sprouts. There were a small portion but delicious. Not too crispy but still tasty. We also shared the half chicken and Ceasar salad with shrimp. There were only 3 pieces of shrimp for the extra money we spent; but otherwise the food was delicious. Definitely on the pricier side because of the rooftop and area.

    Up Room - cocktailbars - Updated May 2026

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