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    The Matchbox

    4.1 (327 reviews)
    ModerateBars, American
    Open 3:00 pm - 2:00 am (Next day)

    The Matchbox Photos

    THE MATCHBOX ATMOSPHERE

    What's the vibe?
    Moderate noise
    Divey
    Outdoor seating

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    Recommended Reviews - The Matchbox

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    The lighting inside the patio! Great vibe!
    John A.

    Love the vibe at this place and will enjoy it again soon. But not having the food option and having to go around d the block to get the food that IS offered brings this place down for inconvenience. BUT (and it's a big but) everything else about this place is incredible. It's small, cozy, and has great vibes with the lighting, music, closeness and all that goes along with being a mom n pop, hole in the wall in the middle of Chicago! And the food, even though around the corner, was amazing as well. Review of that place coming....

    Lisa S.

    The Matchbox is unique and that is its appeal. As the smallest bar in Chicago, it can be nearly impossible to grab a seat (the indoor bar has only a couple seats) but it's worth it if you do! Service here is spectacular and their cocktail menu is awesome. Prices are steep but you're paying for the quality of the drinks and the atmosphere. This isn't a place you'd come to watch sports (there's only one tiny TV) and it has an upscale feel to it despite being located at the busiest intersection in west town.

    Joan N.

    Such a festive vibe in December and love the recently opened Good Neighbors bar inside the train car. Fun music and holiday pop up.

    Margarita
    Rue N.

    Ducked in here on a drizzly Thursday afternoon while waiting to meet a friend. I opted for a simple margarita that was made well, and the excess pour was kept in a cute little glass for me in the side of my main. I loved it! Felt like a neighborhood bar, and the bartenders weren't overly friendly but they mixed a mean drink which is all I ask. Will definitely return on my next trip to the neighborhood, seems like an easy place to while away an afternoon.

    Allie P.

    Everything about this place fills my old dead soul with joy. It's quintessential Chicago. Charming no nonsense and comfortable. Love it love it love it.

    Gimlet
    Marlene S.

    My friend and I came here for some after work drinks. The place was empty so we had all the seating options in the world lol. We sat outside in the covered area. This bar is very small and narrow and can see it getting filled quickly on a busy day. I started off with the gimlet which was absolutely delicious. Might become my go to drink (or maybe just when I come here) I then had 2 espresso martini this. They were so delicious and the best I've had so far. Will definitely return and make sure to bring all my friends here.

    Marissa M.

    I've been walking past this place for weeks and have been dying to check it out. My friends and I came on a beautiful Tuesday night, sitting around the Adirondack chairs enjoying a variety of drinks and pizza from across the street. The drinks were solid. Service was adequate. And I wish I could tell you about prices, but my friend stole the check and refused to let anyone else pay. I'll be back!

    Andrew P.

    On a Thursday night, this place gave off a great vibe... I love the patio area with the red lighting all around this place. The way it is laid out is very interesting, but it still felt inviting to me. Our bartender was really friendly, and this was a great way to end our drunken shenanigans after getting too lit at bowling, lol! I hear this place is awesome to come to during Christmas time with all of the decor. Will definitely need to come back for that!

    Cosmopolitan & Lemon Drop

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    4 years ago

    One of my favorite spots in the city. Love the crafty cocktails. I love to order in a pizza and hang. Pineapple Gimlets- yes!

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    4 years ago

    A true Chicago gem filled with fantastic waitstaff and crafty cocktails. I absolutely recommend stopping in here whenever you can.

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    5 years ago

    Alexandra made me the best cosmo! Danae made me an amazing gin and jam. Such an amazing ambience and excellent workers.

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    Page 3 of 9

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    Rossi's Liquors

    Rossi's Liquors

    4.2(432 reviews)
    1.4 miNear North Side
    $

    Friendly and lively dive bar (4/5 Green Stars) Waiting for…read moretake-out from nearby Lou Malnati's, we wandered into Rossi's for a quick drink. It's a reasonably-priced busy dive bar in the heart of Chicago. I asked the bartender if she had a beer + shot deal and she said "no, but you can order a beer and shot." And so we did! Noise level is fairly high, thanks to a lively crowd plus a jukebox. They don't normally serve food but I think are fine with customers bringing in your own food, and you can also place an order from a nearby restaurant (I don't recall which one). And yes, it's cash only so bring some money if you don't want to pay ATM fees! 4 out of 5 Green Stars for social and environmental impact. I like bars that allow customers to bring (or order) their own food - it allows for all diets! The one thing I'd like to see is more beer on tap - even just one good rotating local beer (e.g., Goose Island). Draft beer has smaller environmental footprints compared to bottled or canned.

    Recently stopped by Rossi's Liquors and this place is the definition of a dive bar, in the most…read moreauthentic way possible. After a quick ID check at the door, the bouncer let us know it's cash only (thankfully we came prepared). From the moment we walked in, dim lighting, loud music, and shoulder-to-shoulder crowds gave the vibe of a full-on frat party, but not in a bad way. It's chaotic, energetic, and unapologetically no-frills. There's even a self-serve cooler with drink prices clearly listed underneath. I grabbed a Sapporo Premium, brought it to the counter, and our friendly bartender broke our change and offered a chilled glass to pour it into. Simple and efficient. That said, it was loud, so loud that even whispering-distance conversations were a struggle. The space is small, seating is limited, and since we couldn't snag a spot, we ended up leaving shortly after finishing our drinks. This feels like a better weekday hang than a packed weekend night. Still, if you're looking for a classic, gritty, no-frills dive experience, Rossi's delivers exactly that.

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    Gus' Sip & Dip - The Original Wagyu Beef Dip

    Gus' Sip & Dip

    4.5(162 reviews)
    1.3 miNear North Side
    $$

    Awesome drinks and great vibe. Very busy but in the good way. Food was classic and fun.read more

    Sometimes you just have to show up and say yes…read more A college friend was in town, and whenever he visits Chicago, he's always looking for great bars, unique drinks, and interesting places to explore. He's deeply involved in the beverage scene, and with a partner who is starting a mezcal company, they're always on the hunt for standout cocktail programs. This time, we ended up at Gus' Sip & Dip, located at 51 W. Hubbard St., Chicago, IL 60654. While we were there, a friend mentioned that Gus' Sip & Dip has been recognized among the top food and drink destinations in the country, and after my visit, I can absolutely see why. The atmosphere is fantastic, think modern speakeasy with a touch of 1940s charm. The space features rich green tones, cozy booths, and an intimate layout that works especially well for small groups. Larger parties can take advantage of some of the bigger tables throughout the space. The staff was friendly, knowledgeable, and genuinely helpful. Just be aware that this place is popular, so depending on when you visit, there may be a wait. As for the food and drinks, everything we tried was excellent. I didn't manage to get photos of everything, but a few highlights included the burger, the Italian beef dip, and the chicken pot pie. Every dish was flavorful and well executed. The cocktails were equally impressive, every drink I sampled was thoughtfully crafted and delicious. I would absolutely come back. The only thing worth noting is that it's a bit on the pricey side, but if you're looking for great food, exceptional drinks, and a memorable atmosphere, it's money well spent. If you have the budget and good company, Gus' Sip & Dip is a true gem in downtown Chicago. 5 out of 5 stars.

    Photos
    Gus' Sip & Dip - Gus' Proper Burger

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    Gus' Sip & Dip - Gus' The Original Wagyu Beef Dip

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    Bunny Slope

    Bunny Slope

    3.5(12 reviews)
    1.4 miNear North Side
    $$

    Overall: The novelty of Bunny Slope is amazing, but after it wears off the realizations kick in…read more The good: Really fun and neat concept, especially in the heart of downtown. Sometimes, nothing beats a few (or many) drinks in a hottub. They even provide a nifty shower for cleaning up afterwards. The decor is pretty neat as well. The not-so-good: The space isn't huge, wouldn't comfortably fit more than 10-12 people. They don't have normal drinks here, the beers I tried were disgusting, so I just stuck to good ol' scotch. That said, the other cocktails sounded interesting (they were all mostly fruity). The hottub was way too hot, none of us could stay in it very long. You have to go outside of the room to change, possibly running into other hotel guests or whatever is above grounds.

    Really nice places for a group outing. The room was perfect size to move around, drink and dance…read more It was 12 of us in the room. I like that we had our own personal bartender. Drinks were very reasonable price. Tequila and cranberry was 8, 12 for a double. The jacuzzi was perfect temperature. Everything seemed sanitary and clean. I really like that they provide FREE lockers to hold our things in. They also provided a speaker so we could play our own music. Free towels but I'd bring your own sandals. I don't think they serve food. It was in the basement of a hotel but I'd definitely recommend to go.

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    Bunny Slope
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    The Matchbox - bars - Updated June 2026

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