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    Let's Go Trivia

    5.0 (1 review)

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    16 years ago

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    O'Leary's Public House - Multiple things to choose from on the menus.

    O'Leary's Public House

    (162 reviews)

    $$

    River North, Near North Side

    On December 27th 2025 I was not allowed into this establishment because I was wearing a Chicago…read moreBears hat. I stopped-in to watch the Packers. The Bears weren't even playing! The guy behind me was turned away for wearing White Sox gear. How do you know he's not a Packers fan? Are you kidding me? Rivalries are supposed to be fun. I'm fine with someone having a Packers bar in Chicago... but turning away patrons because you assume they dislike your team is wrong.

    I was in town this week for work, and had a chance to pop in here and have dinner, most of the time…read moreI am here I end up only drinking, but this visit I was so busy with meetings I didn't have any food all day so I went with the cheese curds and a Reuben, recommended by the great guy who greets folks at the door. He was not lying- the sandwich has an amazing balance of corned beef, sauerkraut, and Swiss- then they go one step further and mix it all up with the Thousand Island dressing so it's a perfect bite, every ingredient, every time. The cheese curds came with a dill aioli, and marinara sauce. I was hooked on the aioli, nice way to cut back on the richness by using acidity and herbs. Cameron was my server, and Jessica was behind the bar. Both were awesome! Full disclosure, I went last night again, this time to meet up with friends before flying home. Jimmy was back from vacation and he's a rock star. Manages to keep everyone with a full glass and just good to chat with when he's not so busy (sorry I got so talkative Jimmy!) The entire group here is great. Makes it feel like family when you're here. I left Chicago 5 years ago but I feel like I never left when I'm here at O'Leary's. This is the place you wanna go with friends, or to meet new ones!

    Rossi's Liquors

    Rossi's Liquors

    (432 reviews)

    $

    Near 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.

    Let's Go Trivia - triviahosts - Updated June 2026

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