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    Chicago Bar

    4.1 (42 reviews)
    Closed 8:00 pm - 2:00 am (Next day)
    Updated 3 weeks ago

    Chicago Bar Photos

    CHICAGO BAR ATMOSPHERE

    What's the vibe?
    Live music
    Moderate noise
    Divey
    Outdoor seating

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    Reviews With Photos

    a man standing at the bar
    Mildred O.

    We stopped by on Saturday night when Neon Prophet was playing. They don't start until 9 pm, cover charge is $5.00. The band had two singers, one more classic Bob Marley type reggae vibe and the other sang Sublime with reggae twist. They were pretty good and lots of people were dancing. The bartender was cool and just surprised me with his drink concoction. This place is fun to people watch!

    Tito's and Red Bull
    Eric Z.

    Great place for live music, local and traveling bands, and cold drinks. Bartenders know a lot of different drinks and the variety of liquor and drafts is wide. I think live music starts at like 9. Small door cover charge at night but worth it. Ladies get in free some nights.

    Kersilk is the best!
    Stacy J.

    Great dive bar. You will feel at home the minute you enter the door. Great place to stop, decompress and then continue.

    Love this Band! PD Ronstadt, Bobby Ronstadt and Alex Flores. Pure Magic
    Linda B.

    Don't let the outside fool you. This a super warm and friendly place with great cocktails, beer and fantastic music. They don't serve food- so with the help of the bar staff, we ordered takeout. It's a MUST destination when we visit Tucson, often introducing locals to their first (but not last) visit.

    Having a good time at Chicago bar!

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    1 month ago

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    6 months ago

    Kerwin is magical behind the bar. Music will get you dancing (with plenty of room). Just a great spot.

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    2 years ago

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    10 months ago

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    5 years ago

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    4 years ago

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    1 year ago

    Wow what a great place to enjoy friends and music. Saturday night is great for Dancing. Live music. Great new D.j. fun for everyone.

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    2 years ago

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    2 years ago

    Overall an amazing experience. The bar tender was super attentive, and funny. The bar was also full of culture and great music!

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    6 years ago

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    13 years ago

    Business owner information

    Photo of Jennifer L.

    Jennifer L.

    Thank you for you business !

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    11 years ago

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    Page 1 of 2

    Ask the Community - Chicago Bar

    Review Highlights - Chicago Bar

    I'd highly recommend going on Saturday night when neon prophet performs reggae music .

    Mentioned in 5 reviews

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    Liquor Barrel Saloon - The front of the bar.

    Liquor Barrel Saloon

    3.7(13 reviews)
    1.6 miEl G.H.E.K.O
    $

    My wife and I visited the Liquor Barrel Saloon while in Tucson for my birthday. We had a few hours…read morebefore a show at the music hall across the street. It was a very warm day and I was thirsty for some cold beer and a cool place to sit. I entered the saloon and bellied up to the bar. I was greeted by Jessica, the bar tender who served me a mini pitcher of beer. The beer was cold and refreshing. My wife had a vodka drink which was made exactly how she ordered it. The saloon was alive with people who were playing pool and flinging darts. Country and Western.music was playing on the touch tunes jukebox. Wow! Was a great little honky tonk! There is no food, but you can buy a bag of chips. When I am back in Tucson, this place is on my list. It's a great place with a good vibe.

    This place....is interesting. Feels ok when you walk in...and my friends and I sat at the bar…read more We all noticed the layers of dust on the items displayed behind the bar......hmmm. My friends and I looked at the draft beers. Not much other than the usual dive bar brands. We ordered bottled beer, and sat down to get a vibe. Several people that walked in were greeted by the bar tender, and she did not pay much attention to us once we got our beer. Seemed the people that were regulars got most of the attention. I get that...but there was an opportunity to have three more regulars, and I feel like that opportunity was missed. We drank our beer, and left. I may try this place again at some point...but there are a lot of other dive bars that embrace new customers.

    Photos
    Liquor Barrel Saloon
    Liquor Barrel Saloon
    Liquor Barrel Saloon

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    Monkey Bar

    Monkey Bar

    4.3(7 reviews)
    2.0 miColonia Del Valle

    I have been sitting on this review for a bit because I actually hate leaving bad reviews. But maybe…read morethis will help save someone else the trouble/disappointment of going to this bar.. We came here because we wanted to play pool one night and Pockets had a tournament going on. We were originally 3 out of the 5 people in the bar (one bartender and one other dude who may or may not have worked there- but kept going into the back room). It was SO quiet which I found oddly unsettling lol. The only way there would be any sound other than our voices was to pay money to play music ourselves and I dropped way too much money to keep it going while we were there. Next, the bartender was odd to us...In some weirdly pretentious way. To be fair, we all do look young and people tend to treat us as such when we go out. However, he was so condescending about everything. I asked for a drink and he corrected me on how to order it-but not in a helpful way? More like he was annoyed with me. I turned 21 almost 15 years ago. I order the same drinks and have never been told that a bartender doesn't understand what I'm asking for- even if I don't use the proper bartending terminology. My roommate asked for a vodka redbull and the bartender made some weird comment about this not being one of our "hipster bars" like ??? I drink vodka red bulls in literal biker bars. We prefer smaller, low-key bars. It was such a strange and judgmental thing to say. He basically talked to US as if we thought we were too good for that place? Idk it's really hard to explain. But it left a horrible taste in our mouths. A couple came in a while before we left and seemed to be friends of the bartender- which somehow made the vibe even more uncomfortable. It's as if they all wanted us to leave. It's so weird to make your literal ONLY paying patrons feel so awkward and unwelcome. Dude needs a serious attitude adjustment. The a-hole bartender theme is out dated. That's just bad business. It's one thing to be busy and short with people when you're serving a full bar; that's usually expected, but you don't have to be a jerk to the only three people in the place lol.

    I moved to Tucson and stumbled on Monkey Burger E Broadway. They are the BEST have the BURGERS in…read moreTucson! The quality amazing and the price is amazing! You have to check it out for yourself to see what I'm talking about

    Photos
    Monkey Bar - Giant Connect Four!

    Giant Connect Four!

    Monkey Bar
    Monkey Bar - 21 foot shuffleboard table

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    21 foot shuffleboard table

    Louie’s Cantina - Local artist mural - support local artists!

    Louie’s Cantina

    3.8(18 reviews)
    3.3 mi
    $$

    Louie's Cantina has become one of my favorite weekly traditions…read more Once upon a time, my boyfriend and I only had one car, so I had an hour and a half to kill before it was time to pick him up. That's how I found Louie's Cantina, and I'm so glad I did. We have two cars now, but I still make the Thursday drive every single week to celebrate the end of my work week since I'm off Friday and Saturday. There is just something about ending the week with a cold beer and a Mexican Candy shot with bartender Vinnie that makes life a little better. I can't say enough good things about this place. Louie, the owner, comes in from time to time, and you always know when he arrives because you hear his voice as he walks in. He says hello to everyone, is genuinely friendly, and clearly takes a lot of pride in his bar. And the Mexican Candy shots? So good. They come in all kinds of delicious flavors, and I still can't decide whether I like cucumber or mango better. I especially love that mine comes in a little snifter glass so I can sip it along with my beer. Speaking of beer, it is always cold, which matters! Vinnie is one of those bartenders who can talk about just about anything, from food to music, and he is just an all-around great person. The music is good, and they also have an AMI digital jukebox, so you can play songs right from the app, which makes it even more fun. Louie's Cantina is friendly, welcoming, and just a great place to unwind. What started as a way to kill time turned into one of my favorite spots of the week.

    The perfect blend of sophistication & mature youth. Louie's Cantina is the place for people of all…read moreages looking to unwind after work or to celebrate on the weekend. I've been here numerous times and everything is on point. From the door to the dance floor & everything in between, Louie's Cantina is a head above the rest. Respectful staff, delicious drinks & quality people, all under one roof!

    Photos
    Louie’s Cantina - Prickly Pear Margarita

    Prickly Pear Margarita

    Louie’s Cantina - Lobby/bar

    Lobby/bar

    Louie’s Cantina

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    Sidecar - Honeymoon Suite

    Sidecar

    4.3(225 reviews)
    3.8 miBroadmoor-Broadway Village
    $$

    This was a cute little spot for drinks. It is a 1st come 1st serve, meaning you seat yourself. So…read morecoming on the weekends can get a bit tricky in finding a seat as the inside is rather cozy. They do offer outside seating but with the cold nights may not be ideal. The plus though is they also have heaters for the patio area. The staff were very welcoming, and the bartenders are sweet. The drinks are definitely on the unique side, but the bartender I had was very accommodating in if we didn't like it, just let her know. I can't remember the drink I had but it was pleasantly good. My friends 1st drink, wasn't it, so the bartender made a Mai tai which was much better. Overall, I loved the chill vibes, it's a good spot to either start your evening, or just have a lowkey night. I'll definitely check this out again, next visit.

    I first stopped by Sidecar during the pandemic for to-go drinks but never made it back to sit and…read moreenjoy the space I should have come back sooner. The bar is small, charming, and cozy, with an inviting neighborhood feel. My friends and I grabbed seats at the bar, and the bartender was both funny and skilled, mixing up some excellent cocktails. The whole place probably seats around 30 people, including the patio, which makes it feel intimate without being cramped. I had an Old Fashioned made with WhistlePig, it was smooth, balanced, and perfectly crafted. I'll definitely be back, especially while the weather's still nice in Tucson.

    Photos
    Sidecar - Bar

    Bar

    Sidecar
    Sidecar - Hot toddy

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    Hot toddy

    Chicago Bar - bars - Updated May 2026

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