My first time here and it might be one of my new favorite bars in Chicago! First, I love the speakeasy vibe. It's located inside of a brightly lit liquor store, and it's a completely different vibe as soon as you enter into Osito's Tap. At 8:30pm on a Saturday, we were seated right away at the bar. There was a live DJ, but the music wasn't too loud which I appreciated. Sometimes with live DJs the music gets way too loud, but it was just some nice background music. The service was great, and our bartender was really friendly. We tried the For Ari, Nube Punch, and Jardinera. All the cocktails were delicious and unique. I typically don't like savory cocktails and usually cocktails with malort are intimidating, but the jardinera cocktail surprised me and I actually liked it a lot. I think the tomato flavor just worked really well with the malort. I would come back just for that cocktail, but there were so many other cocktails I wanted to try and didn't get to this time, so we'll definitely be back. read more

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I was really excited to try Osito's! The space itself is lovely and moody. We tried a handful of things from the menu but would have tried more, but as they got busier, the service declined. Everything we tried was delicious--especially the salsas! Their drink menu was fun and interesting so I would definitely recommend stopping by for a few drinks. read more

Osito's Tap - Speakeasies Near Me - Chicago, Illinois

Still amazing and both service and drinks/food were excellent! More folks have found their way here and I'm glad they are getting the love and support. We will keep coming back! read more

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Service can make or break a dining experience. In this instance Osito's failed miserably. Had reservations and I was looking forward to finally checking this place out. Started off with a couple drinks and appetizers. The drinks were mid, but the appetizers were promising so we ordered entrees. Our waitress appeared to be covering the entire restaurant solo, but did a great job checking in. Our entrees took a while, but I wasn't rushing. Just chilling and enjoying the vibe. When the food finally came, everything was cold, the tortillas were stale, the mole was overpowered by star anise, the chicken thigh was clearly cooked ahead of time, dry and room temp. Initially I was ok with taking the L, but the chicken dish was so bad we decided to send it back. After barely touching the unappetizing dish, the manager claimed she didn't have the authority to remove items from the bill. After an awkward yet non-confrontational back and forth we left 95% of the food on the table. I generously tipped the waitress (not her fault) before heading to another restaurant in the area. The manager took my info and promised the owner would follow up, but of course that never happened. They definitely need better policies in place to provide consistently great service. Mishaps happen in the kitchen. That's understandable especially for a small business. The key is managing them appropriately. Extremely disappointed. read more

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This was my first time visiting a Chicago Speak Easy. Our waitress was Alma. She was very nice and attentive. Since we arrived around 645 pm which was our reservation time, we were able to get a nice table. We ordered drinks and Alma gave us a great understanding of each drinks. I fell in love with the Cafe de Olla Martini hands down the very best read more

Fun place with a good artisanal beer selection and craft cocktails as well. Busy on the weekend so make a reservation. As a vegetarian not much for me food wise, but I look forward to having an occasion to go back. read more

The food was delicious and the drinks were great. The bartender took his time to review the cocktail menu with us and share his favorites. We got there right when they opened and didn't have to wait to be seated. We went during the day but I bet the vibe is intimate and moody at night. read more

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This place is absolutely outstanding! The drinks are delicious and you can taste just about any tequila you have been eyeing inside Moreno's. The service is excellent and they are super informative about the drinks and food. The room feels great and very speakeasy. The food though stole the show, it was absolutely amazing! Love this place! read more

I try the brunch I ordered the torta de chilaquiles , michelada and cafesito was pretty good Nice art in the washrooms read more

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Super solid bar. What the most intriguing aspect you ask? Well it's the prices. Drinks hover between $13-$18 but they're actually good drinks. Be careful when doing dealing choice drinks & asking for boozy as my bartender did just that but I won't complain. I didn't indulge in food but next time I will. I never waitlisted for service longer than I should've. Place is technically a gem off the beaten path & if you love a particular spirit then I'm sure the attached Moreno's liquor store will have it. read more

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We got there early enough to have the kids with us. We ordered the tlayulas a flight of mezcal and an excellent cocktail! After we bought a bottle of mezcal at the liquor store next door. More folks arrived as we were leaving cool hangout food drinks. read more

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Great food and cocktails! Lovely atmosphere and on third Wednesday of each month they have live music. Definitely will go back!

We made our way to Osito's Tap to check out a Tripping Animals beer they had a few weeks ago. What a wonderful place! We ate outside on their patio, because we had our pup, but the inside looked suuuper cute and trendy. They had some cozy booths and a sexy, upscale ambience. It seemed like it would be good for date night. The outdoor patio was nice too, casual, and there are some cool murals to enjoy. They have a great beer and cocktail menu, something for everyone... and especially great for tequila and mezcal lovers. My boyfriend had the beer and I enjoyed a yummy mezcal cocktail. I think it was the La Dama. For food we had the quesaditzin, tacos, and wings. The quesaditzin was so good! We've never had anything like it. Highly recommend. The wings were OK and the tacos were pretty good. We can't wait to go back and try more of everything and wish we lived closer! read more

Osito's Tap - Quesaditzin - Speakeasies Near Me - Chicago, Illinois

Food but pretty good but service was horrible. Ordered drinks, appetizer and dinner. Dinner came first, drinks came about 20 minutes after dinner and we didn't get the appetizer until we were almost done with dinner. Ordered a second round of drinks, that took about 35 minutes for one drink. Not sure if we would go visit that again. read more

Intimate space. Great delicious drinks, can't wait to go back! I want to try a few items on the food menu next time. read more

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Always a great experience here. Well designed smaller bar with kick @ss cocktails and amazing food. Always a 5/5 experience. The bartenders are really nice and always accommodate requests. Last week the bartender gave me a very knowledgeable history lesson on Mexican rum and why they decided to feature it on their menu. She sold me on the lie featured rum cocktail with included coconut ice cream...very different and very tasty!! read more

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The food and drinks are amazing! The craftsmanship is great, the vibe is chill, service is awesome. We came here back to back evenings because it was a great experience read more

Osito's Tap - Speakeasies Near Me - Chicago, Illinois

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First time in Chicago and I'm pretty sure this was my favorite bar. A great local bar with a breath-taking ambiance. The drinks were so good, I was obsessed with the giant customized ice cubes in the Old Fashion. *Best part: The owner personally came and introduced himself to us. There was so much history in the building he shared and I was in awe the whole time. *Second best part: There was a DJ and he was playing old school reggaeton, some cumbia, and even bachata! Bringing a different flare to the neighborhood and locally owned. My friends and I highly recommend for drinks and food! read more

Osito's Tap - Bar area with a DJ - Speakeasies Near Me - Chicago, Illinois

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I love everything about Ositos! Very cool vibe, the food is always great, the drinks and service is always so good! Santana is such a great bartender 10/10. read more

Osito's Tap - Speakeasies Near Me - Chicago, Illinois

So disheartened to leave this review for a previously local favorite. But, we've noticed an unfortunate pattern of unprofessional and frankly rude behavior from one of the bartenders, Santana. Over the summer, he was rude, abrasive, and talked down on public schools to a group of public school teachers after he learned where we worked. We were disappointed to see that his generally rude disposition continued this evening when we came in looking for drinks as a staff, which started with group of 6 around 4 pm when they opened. We were waiting on other coworkers to join. He changed his story several times as to why we couldn't sit at an 8-top in the empty bar, due to the "potential reservations", despite the anticipated large size of our party. Within the same initial exchange, he changed his mind and he told us we could sit at an 8-top under the conditions that we were on a single tab. We expressed that we were waiting on a larger group, so we would wait at the bar until we had a definitive number. We eventually moved to the big top as we were promised when more members arrived. He then proceeded to tell us we had to move from the table he had initially promised, because he suddenly had a "big party coming in at 6:30". He then said that our entire party would have to leave by 6 because it was a private party??? Supposed party never showed up at 6:30 be so serious lol. Many of us have also clocked years in the service industry and unanimously agreed that this guy is not bringing good business for Ositos. If you don't want to deal with big top of people that are getting just drinks and not food, sure! I get it. I've been there. But don't tell blatant lies that fall apart in front of the people you're telling them to. Pretty cringe. Such a bummer- absolute gem of a place in La Villita otherwise! The other bartender, Diego, was so lovely and definitely helped to offset the **** vibes from this person. read more

Great ambience and fantastic cocktails! I've come here in several occasions and never been disappointed with either. I can't comment on the food as I haven't experienced it however, I've heard it's delicious. We will definitely plan on eating next time. read more

One of my absolute favorites. Not only is it connected to one of the greatest craft beer liquor stores in the city, but also it's a sweet little speakeasy with a phenomenal craft beer list on tap. The Old Fashioned is definitely something special and the food is affordable and quality. Everyone I've taken here loves it. Hidden gem. read more

Osito's Tap - Pinches Taco - Speakeasies Near Me - Chicago, Illinois

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As I had a chance to visit Chicago I couldn't mess visiting Little Mexico as it's well known. This quaint little Place has a wonderful repertoire of spirits drinks and food. It was a very festive moment when I visited as it was Mexican independence week as it seems. The drinks were very good and the food was extraordinary Lee delicious. Here's our some things that I actually taste it. read more

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Osito's tap. (Translation- Bear Bar. Not to be confused with Bare Barre. Please, don't walk in and drop your towel) is a hidden gem off of the busy strip along 26th St. Osito sits nicely behind Moreno 's liquor store, a long time Little Village shop. Osito has a nice outdoor patio with heaters, and vinyl covers to help with the elements. The little Bear has great TO-GO DRINKS! This is awesome, as it gives you a chance to sip and walk along the 'hood to sample away from the street vendors. Please, support a great local bar during these strange times, and enjoy the beautiful bar. read more

Osito's Tap - To go drinks - Speakeasies Near Me - Chicago, Illinois

Very good ambiance and DJ was playing great music. Love hanging with the friends and sipping tequila and tasting lots of many different cocktails. read more

I definitely recommend Osito's. Corner bar feel, but elevated. Beautiful interior. Food and drinks were great! Order the Pinches Tacos - that's not me using slang. That's literally what they are called on the menu. Very nice experience!! Andrea -behind the bar - was amazing! We had great conversation. There was another gentleman and I feel bad I didn't get his name. But it was fun to sit at the bar and talk to everybody - we were sharing stories of humerous tv shows!! We got the mango-habanero micheladas which were not too sweet or savory - nice balance! read more

Osito's Tap - Elote - Speakeasies Near Me - Chicago, Illinois

Got into Chi on a Thursday evening for a week long tour. Came to this spot for dinner. It's a cute lil spot. Looks like they have outdoor dining but Chicago was giving us his cold shoulder on this Thursday evening. So we went inside. Cute little spot. The lighting is hella low so don't expect a bright place. The staff was attentive and promptly greeted us and seated us (due to our reservation). We reviewed the menu and I was honestly not feeling it. There are several vegan and/or vegetarian options which are hella dope. But I wasn't feeling the menu at first. Felt like some of the items were busy or couldn't see the ingredients merging well. Instead of leaving we asked our server questions and he was awesome! After he was done we both decided on the Quesaditzin...one with shredded beef and one without. The pic is the one without. Maaaaannnn were we in for a pleasant surprise. The blend of all these flavors was perfect! You had melted cheese (which on its own is the bomb), then mushrooms, the caramelized onions were crunchy (amaze-balls!), and the pumpkin gave it a hint of sweetness. Now that spicy avocado salsa drizzled on top pulled it all together. Needless to say I cleaned my plate and so did my dinner partner! Highly recommend you check them out! P.S. They also sell t-shirts that are cool and come in a beer bag. Pics included read more

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Owner feels attacked when you give constructive criticism on his establishment. We felt his response to OUR reviews were a little condescending and snarky (no need for that). Rule of thumb, customer is always right! read more

We're big fans of Osito's. Been comin' for years. It's run so well. Great meeting their newest staff, Yayo.

Very fun speakeasy in Little Village that I was excited to try based on multiple friends' recommendations. From the creative Latin-inspired craft cocktails to the rotating house mole, the details of this place made me want to try the whole menu. I didn't get to picture all that we had but my favorite was the "to greener days" which was a green pozole inspired drink. I am personally a fan of mezcal and appreciate savory drinks done right, so I was more than satisfied with the variety of options on the drink list. Food-wise, the chicken wings and torta honestly hit the spot and paired well with the alcohol. Our server Pierre made us feel very welcome and was attentive the whole night. He introduced us to the house mezcal and reposado rosa, and even walked us through how to properly take a shot. Osito's cocktail bar has an innovative menu that stays true to its roots and has a lively vibe perfect for a group of friends. read more

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A hidden gem in Little Village. Great patio options (dog friendly!), very nice inside bar space...and excellent drink and food menus!!!! Staff was super friendly and offered great drink recommendations! We took our dog out for a walk and decided to stop in for a drink - they had an event for Mexican Independence Day, we did not have a reservation but they accommodate us (greatly appreciated this). Please check them out, you will not be disappointed! read more

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Chilled atmosphere. Friendly staff. They have a rotating seasonal cocktail. I recommend you get there chicken wings

Very Good Drinks and Nice casual atmosphere bar. Nicely decorated bar and clea. bathrooms. Have outside patio and inside has nice comfortable well lit booths. read more

Osito's Tap - El Pepinazo - Speakeasies Near Me - Chicago, Illinois

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Definitely would never expect a bar like this to be placed in the heart of Little Village right around 26th street. You walk in and it's like you're inside this above ground speakeasy with dimmed lights and elegant decor. The words chic and trendy come to mind. Honestly this is the type of joint you'd find in Wicker Park. Nevertheless, it was a nice experience to have a couple drinks here. They have craft beers on tap, specialty cocktails, along with a food menu. Brunch appears to be available on the weekend, which I'm looking forward to trying my next visit. It's kinda great to see a new modern business like this to bloom in this neighborhood. Places like Osito's might get talked down for encouraging gentrification, but at the end of the day so long as they're generating business for the neighborhood for their neighborly patrons as well as people from all over the city, I'm all for it! A nice place to check out if you're in the area if you're looking for a more bougie and trendy spot to grab a drink. Also shout-out to the bartender who gave me a free Bells pint glass last night! read more

Great service and ambiance. The drinks were awesome. Will be back to try out the different drinks available.

Pretty much my go-to neighborhood spot! Thank you for helping me not have a nervous breakdown during the pandemic! Great drinks, food, music, decor, and service. I cannot be more grateful to have a nice sit down spot right here in the neighborhood. read more

Osito's Tap - a drink with a straw and a lime slice - Speakeasies Near Me - Chicago, Illinois

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Great low key spot in LV. Decent selection of drinks, small food menu and not many vegan options but still a nice spot to check out. Great service as well. Parking is also available. read more

Osito's Tap - Speakeasies Near Me - Chicago, Illinois

We spent about an hour here and never received our food. We came during brunch and it was very busy. Only one waitress and bartender. We ordered chilaquiles and 45 min after ordering our food was still not out. The waitress never checked in on us after she provided drinks. After asking 30 min into us sitting down, all she said was sorry the kitchen is a bit slow. After 15 min of that and not getting our food, we paid only for our drinks and left. I understand they are busy and brunch time is always chaotic, but 45 min and still no food is unacceptable. read more

Drinks are amazing! The food is an easy pass. Ive tried most of the items on the menu and they all lack flavor. There isnt anything that I actually enjoyed. Id recommend this place ONLY for the drinks. read more

Great speakeasy bar, I thought the place was amazing, I was a little tripped out by the fact that it looked to Ike the maps were taking me into the alley and the the entrance is a little hidden, but the drinks are so flavorful, full of traditional Mexican spices. I even got to meet Osito the good boy In person! read more

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