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Rudy and Ann's

4.3 (6 reviews)
InexpensiveBars

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14 years ago

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6 years ago

Great neighborhood tavern! Everyone was welcoming, employees and patrons. Stop in if you're in the neighborhood.

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3 years ago

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18 years ago

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6 years ago

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10 years ago

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Osito's Tap - Pepino Michelada

Osito's Tap

4.3(73 reviews)
3.9 mi•Little Village
•$$

My first time here and it might be one of my new favorite bars in Chicago! First, I love the…read morespeakeasy 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.

I was really excited to try Osito's!…read more 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.

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Osito's Tap - Quezatlin - my Favorite

Quezatlin - my Favorite

Osito's Tap
Osito's Tap - For Ari and Nube Punch

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For Ari and Nube Punch

La Cueva

La Cueva

3.4(9 reviews)
3.6 mi•Little Village
•$$

La Cueva (The Cave) is an LGBTQ historic site -- it is known as the oldest Latino drag bar in the…read morecountry. This is a bit of a misnomer, as the performers are women -- male to female trans women. La Cueva has been around for 30 years, providing a place for trans Latinas to work and gay Latinos to belong. I have been to La Cueva several times with Mexican friends. Everyone in the bar is either a macho cowboy (vaquero) or a Miss Kitty (transvestida), just like in the saloon on the old Gunsmoke television series, The drag shows are great. The talent and effort which the performers put into their acts make the show well worth watching. The drinks are a bit overpriced, It helps to have someone in your party who speaks Spanish. There is an interesting article about La Cueva in Gapers Block, a Chicago ezine, at http://gapersblock.com/ac/2011/02/17/hanging-on-by-a-sequin/ which details the bars history and current status. There are people in the bar's neighborhood who would prefer to see the bar shut down. They claim the bar attracts street prostitutes. If you think you might ever want to visit La Cueva I suggest you do so sooner rather than later.

What a wonderful place with many friendly people...we sat through a most festive drag show with…read morelots dancing...I really had a difficult time guessing genders or preferences but I had so much fun I kept ordering drinks...can't wait to go back...nothing like this in New York, Los Angeles. ..Long Beach or any other place I've visitied...and I have visited a lot...even better than Mexico City...

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La Cueva - Miss Ketty

Miss Ketty

La Cueva - The hidden "Cueva" or Cave. Chicago's notable queens had

The hidden "Cueva" or Cave. Chicago's notable queens had

La Cueva

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The Cove Lounge - Bar

The Cove Lounge

4.2(104 reviews)
9.1 mi•Hyde Park
•$

This used to be the go-to local bar to blow off steam after a tough day at work. The clientele is…read morecomprised of a really cool mix of local south- siders (read: White Sox fans!) and UChicago staff/students. There is an epic wall mural that features different aspects of the city, including a huge Barack Obama head. As I said: epic. The bar is separated into two distinct parts, divided by a counter/tables in the center (you have to walk all the way around if you want to switch sides or move at the tables). On one side is the bar and a few TVs to watch the games, giving it a louder sports bar kind of vibe. On the other side there are a bunch of tables--almost like picnic tables. It feels very communal and laid-back. It's a place you can sip on drinks and easily spend time with a group of friends. The Cove is very group-friendly. My favorite part? My friend brings his dog there and it's no problem. Is this bar a dive? Yes. Do I care? No. Do I actually love it? Absolutely. Best bar on the area, hands down.

The owner Sonnie Kireta and his security Milton Brawner used excessive force brutally assaulting my…read moreson who was a 3 year patron. My son had to leave in a ambulance,. had to go through wound care and physical therapy, unfortunately he had to learn that no where is a safe space and Bars in Hyde Park are not safe just because it is Hyde Par. Milton the security and owner had been drinking as well that night that's what I was told.. Beware this is not a safe place. The matter is still allegedly still being investigated we n witnesses it wss April 23 2026 because they won't release the entire video footage because it probably would incriminate the. I am still disgusted! I guess they have special privileges... Cancel the Cove .....

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The Cove Lounge
The Cove Lounge - Menu

Menu

The Cove Lounge

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Low Horse - Crokinole board

Low Horse

4.9(8 reviews)
9.1 mi•Wicker Park, West Town

First off, I loved the vibe of the bartender! They were super friendly and welcoming. Truly the…read moreembodiment of Low Horse (opposite of high horse). Second, I love the vast array of games they have! I came because I saw they had a super Nintendo, but then I saw this huge game set-up at one of the tables which I learned is a 19th century Canadian game called Crokinole. With a quick Google search we learned the rules in a few minutes and had a blast. I love the tactile feel of these types of games and the classic formula of "shoot item in hole". Service was great, the beers came out quickly and the bartender even brought my credit card out since I forgot it. I asked about the Super Nintendo and they checked to make sure it was on and basically it's first come first serve! They also have the original NES in the back somewhere and a whole selection of board games to play. On the super Nintendo that have a curated selection of classics like Donkey Kong Country, Mario Kart, Super Mario world, and Super Street Fighter 2. It was such a throwback to be able to play these games and felt great to share a bit of my childhood with my wife. There's nothing like spamming punch with E Honda and destroying your partner over a few beers. Low Horse is a great bar in Wicker Park with a vast selection of games and perfect for catching up with friends!

More of 3.5. Drink was pretty decent. Service was attentive & there wasn't a moment where I wanted…read morefor anything. Highlight was definitely the gaming console where I played things I haven't seen in over 20 years

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Low Horse - Original Mario kart on Super Nintendo!

Original Mario kart on Super Nintendo!

Low Horse - Great vibes and a visit from the tamale guy!!!

Great vibes and a visit from the tamale guy!!!

Low Horse

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Rudy and Ann's - bars - Updated October 2026

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