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    16th Street Bar

    3.7 (82 reviews)

    16th Street Bar Photos

    16TH STREET BAR ATMOSPHERE

    What's the vibe?
    Moderate noise
    Classy
    Casual
    Happy hour specials

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    Recommended Reviews - 16th Street Bar

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    Reviews With Photos

    a crowd of people in a bar
    Ann-Marie H.

    Friday nights this is the place to be! This neighborhood bar holds a special place in my heart. It's like stepping into the modern-day Cheers, where locals gather for great conversations and even better drinks. Friday nights, in particular, are a highlight for me because Josh, the master mixologist, is behind the bar, whipping up incredible concoctions at reasonable prices. While they don't serve food regularly, they do occasionally have a popcorn machine available, and guests are welcome to bring their own food. It's also a pet-friendly spot during the day, making it a versatile hangout for both work and leisure. With ample outlets for plugging in devices, it's a perfect daytime workspace that seamlessly transitions into a lively evening spot. Plus, they sometimes host food trucks/caters, adding to the vibrant atmosphere. As the saying goes, sometimes you wanna go where everybody knows your name, and this bar certainly delivers on that front. It's my favorite place to unwind and connect with the community.. 4 stars because sometimes only 1 bathroom is in service.

    Interior art work.
    Alecia G.

    Stopped by this morning for a coffee and had the best experience! Kiwi was the barista and she was so friendly and helpful. She recommended their iced brown sugar latte with chocolate nitro - AMAZING! She did an excellent job of describing all of the coffee options and they also serve alcoholic beverages later in the day as well. I'll definitely be back to check out their daily happy hour from 4-7. I highly recommend!

    bar counter with a bowl of candy
    Jaclyn C.

    A nice hidden gem! Bar and Coffee House! With Frosé. I searched a lot to find a chill good vibe bar with out being in a fancy hotel lounge. This is it. If u find urself in the area, check it out. There is no food, but welcomed to bring food in. If you want breakfast there is a dunkin donut kiddy corner.

    Bloody Mary
    Julian F.

    By far my favorite bar in South Loop, with a very intimate location with the most knowledgeable and creative staff I've ever seen. I had the Bloody Mary and a Diet Coke and price was extremely reasonable! The cocktails aren't your typical bar drinks, as each one is crafted with an extra flair by the bartender to make the drinks unique and personal. The location also offers coffee, making it the perfect post up spot for working remote or catching up with a friend. This bar has some of the best bartenders in the city working here. That isn't just hyperbole, bartender here named Josh actually won Bartender competitions and is a world renowned bartender. He's there Friday nights and it's packed! On Friday nights and Saturday nights, the energy in the bar feels like you're in NYC. It's standing room only and definitely offers an exciting atmosphere to have a wonderful exciting night. The bar just started offering themed nights during the week, which has really brought a different flavor to the bar during the week nights. Please stop in and have a drink and some popcorn and get to know the bartenders and locals!

    Tiffany H.

    This is a nice hidden gem. It's a low key spot where the drinks are strong and staff are friendly. I came here on a Thursday night to help my friend find a engagement party location. They were able to quote comparable prices and and the vibes seemed good. They had street parking available. They have only one staff for woman which was clean. I recommend and we'll see if the party is there, but for now they are one of the places at the top of the list.

    Picture of josh and visitors.
    B W.

    Excellent neighborhood bar and lounge with awesome owners and camaraderie made a visit from Alaska and will come back again. Perfect Manhattan and very personable owner and bar man! Good conversation.

    Mr. H.

    Quaint locale neatly couched between South Wabash and South Michigan on 16th. Upon entering, a distinguished gentlemen (like a scene from the Cotton Club in Harlam Nights) dressed to the nines complete with a trench coast, suit and tie with a stern yet welcoming demeanor said, "come in".... We did. The decor was fitting for SLoop types: clean and modern with a neighborhood feel. The "jury is still out on the service". There seemed to be a disconnect with the loud-ish, hipster personality type behind the bar and the sophisticated first impression of the gentlemen at the door and the pleasant decor. Still, as a 16th Steet resident, I will pop in from time to time. More importantly, I want to officially welcome The Bureau Bar to the SLoop and much success and prosperity!

    Birthday shots! Thanks Mikko!

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    2 years ago

    Great atmosphere and great drinks. Krystal and Jay took good care of us. Will definitely be back.

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    i absolutely love this bar. All the bar tenders are excellent! The vibe is always dope and the drinks are always flowing!

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    2 years ago

    Excellent coffee, tea and cocktails. Great vibe. Jay was awesome. True detail to service. Cheers!

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    Ask the Community - 16th Street Bar

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    Buttercup  - Gelato! Cookie Butter on the left and chocolate hazelnut on the right, served in chilled goblets. So good!

    Buttercup

    4.2(54 reviews)
    0.1 miNear Southside

    Walked over to Buttercup after checking into my hotel in Chicago to grab a coffee and fire up the…read moreold laptop and get some work done. Though usually one for a hot coffee, it was steamy hot out so I went for an iced vanilla latte with oat milk and was wildly impressed. I was going to sit for a bit so had the latte for there and it was icy cold and the vanilla flavoring was brilliantly paired to the really good espresso notes within the latte. I also went for a Financier, which is a gluten-free banana bread sort of loaf and this was downright silly how good it was. It had a rich banana and sort of caramel flavor to it and as a gluten-free pastry option was one of the finest that I have had. Love that the coffee shop had just about every seat full with people doing work, studying, reading and catching up and the spot was a true neighborhood gem sort of location. Awesome spot!

    I've been to this place a few times since it opened, and I even visited its predecessor. I can…read morehonestly say that at first, I was a little turned off by the contrast between the two. However, this place has definitely grown on me. I really like the quaint feel of the space. The drinks are strong, but still very well crafted, and the wait staff are always kind and attentive. It has a comfortable atmosphere that makes it easy to settle in and enjoy yourself. It's not quite my Cheers, but it's definitely a place where you can let your hair down from time to time.

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    Buttercup - shaved iced on top.

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    Drawing Room

    Drawing Room

    4.1(128 reviews)
    1.5 miThe Loop
    $$

    A perfect quiet, cozy corner of the city to hide away in with a good book on a cold night. I…read morerelaxed next to the fire with the full-bodied, Oxford Landing Cabernet and thoroughly enjoyed myself (and every sip). The staff was kind and attentive, I will happily be returning. Reservations are not required. I was able to walk-in and have a few seats to choose from, but it doesn't hurt to make one if you're eating. There is a cozy game room across the hall for billiards and grabbing a casual drink with friends as well

    I arrived around 21:00 for dessert/nightcap on a Monday evening before heading back to my hotel…read morenear convention center. I had been enjoying the city after a day of shopping and dinner at Joe's. A friend recommended this lovely bar/lounge. We are not from these parts of the U.S. and love to explore. This lounge is on the second floor of the Chicago Athletic Association building. Part of the Hyatt chain. I was warmly greeted by host and placed next to an old fireplace in front of the bar area. I was seated facing the entire lobby. I was enjoying the Gothic architecture. It was dark and a soothing atmosphere. I appreciated the appropriate music playing as well. It was a perfect way to end my day. I had a glass of champagne and my server recommended the Basque cheesecake. Which was perfect cause I recently visited San Sebastian, Spain. The Basque region makes a great cheesecake. The burned caramelized top complimented my champagne well. There is a room/bar in the back room of where I was. A great bar with games and TVs for sports. After enjoying my nightcap, I walked downstairs and was able to order a ride-share and wait in the warm entry of the building. This hotel is directly across the famous Bean which is in the beautiful Millennium Park. During the day, I highly recommend checking that park out.

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    Drawing Room
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    Drawing Room - So busy now!

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    So busy now!

    Vol. 39 - Ambience

    Vol. 39

    4.4(148 reviews)
    1.5 miThe Loop
    $$$

    Fantastic service and great selection of snacks. I got the fried mushrooms and they were so good…read more It's super pretty and I love the color scheme of the place. Great place for cocktails either way a more upscale feel but not too fancy

    Came in today with a group of eight friends over an hour after cocktail lounge opened (slower…read morehours). I'll begin by mentioning the drinks tasted great & the ambiance/overall esthetic and setup of this space is really wonderful. Unfortunately, my low review is because of the obvious distastefulness of some staff who are serving & bartending here. My guests visiting from out of state wanted a stiff drink in the afternoon & from the website photos + reviews, Vol 39 seemed like an awesome place that could accommodate our party with the large sofa seating. I even called ahead to ask about walk-ins of our size to be extra considerate. We received shocking dagger glares from a few staff members which made all eight of us immediately uncomfortable before even being sat. Like we were committing a major crime for thinking we could step foot in here. Empty stack of glasses slammed on the table with a water pitcher placed beside them; "I'll be right back." In a sharp tone. Ok. But not if we're paying $20 per person per cocktail. We were rushed and this attitude persisted, it is lazy.. especially given it was extremely slow.. super surprising for such an elevated establishment. Then, after a long while, we were all asked what we wanted to drink, like a fast casual burger joint. No, "any questions about our selections" or, "may I give some suggestions?" Never came by to check on us once despite the three other two tops inside. We wrapped it up fast since we definitely could choose another location with more attentiveness & basic kindness. We paid, a hefty gratuity in small print on the check which.. you guessed it.. was automatically included but no mention of this tidbit by the server. Maybe this is why we revived all this mean girl energy from the jump? Because they'll still get paid really well regardless? All eight of us have been a part of the service industry and this one stuck out extra frustrating & annoying. Never leave a low review, I'm writing today to management because they will ruin your repeat clientele, seriously. People can find another fabulous cocktail with way better service & vibes in the city. Overall, it was a shame my friends experienced this gross behavior today in the fabulous city of Chicago. Hope the staff does better in the future and works on improving their outlook.

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    Vol. 39 - Paper Plane.

    Paper Plane.

    Vol. 39
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    Oliver’s - Aperol Spritz

    Oliver’s

    4.6(127 reviews)
    0.1 miNear Southside

    I loved Oliver's!!! The front seating area is super bright, lit with tons of natural light & has a…read morebeautiful bar. There is also a huge back dining area as well. We loved everything we ate! I don't think you can go wrong. The salad was super flavorful and I loved the stracciatella toast. I recommended making a reservation but I don't think you need to do it that far in advance. We came before a concert at solider field and it was about a 25 walk to the venue so great place to come before going to solider field!

    I came here for a birthday outing last weekend, and while the food was outstanding, the service was…read moreseverely disappointing, especially at this price point. My group was made to feel like an inconvenience - we felt rushed even though we didn't take long to order, or linger after paying, and we were polite while ordering plenty of dishes and drinks. A number of people in our party also work in the service industry, so we try to be mindful of all of these factors. We didn't receive one of the ordered sides, and this was obviously not the server's fault, but a number of items we attempted to order were unavailable (oysters, saturn cocktail, milk & cookies dessert) and it wasn't really acknowledged. Again, this was a birthday reservation and we were brought the check without being asked if we would like to order dessert. Then, when we did order dessert, there was no candle. I understand some restaurants don't provide candles...but a table next to us was given a candle. A disappointing experience - I had been looking forward to trying Oliver's since they opened.

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    Oliver’s - The kitchen

    The kitchen

    Oliver’s - Burger

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    Dining room

    16th Street Bar - lounges - Updated August 2026

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