“This weather sucks. There’s nothing fun to do during the winter,” something I’m sure we’ve all muttered at least once during a Chicago winter. Thankfully, I am here to shed some light on your winter blues.

Matilda, located on Sheffield right next to Oberweis, hosts trivia every Tuesday night at 7:30. It’s free to play, with some pretty cool prizes for the winning team.  Coincidentally, Tuesday is also $2 taco night at Matilda. Little known fact: tacos were served at the first ever trivia night back in 1912 (don’t quote me on that). Unfortunately, I can’t personally give an opinion on the tacos since they didn’t offer any veggie options (I’m a vegetarian), but a source told me the barbacoa tacos were especially delicious (the source is my trivia partner, Tad). 

I can, however, give an opinion on their Tito’s on the rocks. Just one can really get the party started, and three can really make you forget your middle name. The bar itself has a pretty cool aesthetic. It’s moody with darker lighting, but the music is upbeat, think early 2000’s-now. It still had Christmas lights hanging from the ceiling, which I’m a big fan of. 

The room was filled by the time the trivia began at 7:30. My friend and I arrived at 7:00 and had no trouble finding a seat, so I would suggest getting there early, especially if you have a larger team. We named our team $10 Minimum For All Cards, after the fine print on the menu. Not only was it original, but also a great reminder. Sorry to the trivia host who had to say the whole thing every time he announced the scores.  Trivia is presented by Brain Sportz Trivia. Another fun fact: I was actually a host for Brain Sportz back in 2018 (and yes, you can quote me on that). To find out where you can play every night of the week, check out their website at www.brainsportz.com.

Trivia consists of six rounds, typical Q&A style. The questions are projected onto TVs throughout the bar so everyone can see. Content ranges from current events to random knowledge. If you don’t keep up to date on what’s going on in the world, I’d give CNN a quick browse before heading over. The game lasted about two hours, but it didn’t feel that long. The host kept things moving so the night seemed to move fairly quickly. Plus, if you toss back a few of their signature cocktails, you won’t know how long you’ve been there. 

As in my last post, I’d like to give a shout out to the staff. The servers worked so hard taking care of a full room of hungry, stressed out trivia players. I never felt neglected during my time there. My server was extremely friendly and attentive. I’d recommend trivia as a date night idea for long-term couples, but not for people on a first date. If you’re extremely competitive like myself, you may scare your date away by screaming at the TV (I don’t take losing very well). 

In case you were wondering, we came in third-to-last place. We were up against some real trivia buffs, but we really gave it our best shot.  All in all, I had a great time, and would highly suggest trivia as something to do with your pals. 

Grab your best friend, your mom, your mailman, anyone, and get yourself to Matilda’s for trivia night. 


Sarah Vulpio is writer and standup comedian from Cleveland, Ohio. She’s written for Cosmopolitan, Cleveland Scene, and the blog you’re currently reading.