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The Best Trivia Nights in Chicago

Posted on December 10, 2024   |   Updated on September 30, 2025
Sidney Madden

Sidney Madden

A crowd of people play trivia

Meet neighbors and regulars at trivia nights across the city. (gappleca / Flickr)

Hey Chicago readers and City Cast Chicago listeners love all types of games — including trivia. So we’re rounding up some of the best spots for (almost) every day of the week.

Sunday

Head to the newly renovated venue’s taproom for weekly trivia every Sunday from 7–9 p.m. This month’s trivia is all about the holidays ❄️ Yes, it’s open to all ages. Yes, it’s free to play. Yes, you can win prizes.

Monday

If you have a case of the Mondays, trivia night at this neighborhood bar should lift your spirits. Not to mention you can get a Miller High Life and a shot of Malört (or tequila or bourbon) for $7 …

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Why Does Chicago Love to Hate Malort?

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Tuesday

Sidetrack in Northalsted

Fellow pop culture fans, this gay bar is the place to be to test your knowledge on everything from the “Real Housewives” franchises to “Wicked.”

Join Geeks Who Drink for weekly trivia, $15 pizza, and $5 pints of beer. Plus, South Side Weekly recently dubbed the pub the best place to unwind.

Eli Tea Bar in Andersonville

Chicagoans who want to play trivia in a nonalcoholic scene can go to this specialty tea shop for its popular trivia night.

Trivia sheet

You can go to trivia nights in Chicago almost every day of the week. (Growth + Co. / Unsplash)

Wednesday

Marz Community Brewing in McKinley Park

This South Side bar has some of the coolest programming and events in the city, which is why you will definitely catch us checking out their trivia night, too.

Thursday

Bucktown Pub in Bucktown

Get to the cozy neighborhood pub early to claim your spot for trivia, which kicks off at 8 p.m. Can’t make it in person? You can join remotely! Plus, a $100 cash prize is up for grabs every three weeks …

Facets in Lincoln Park

Chicago cinephiles, assemble! On the third Thursday of the month, compete to see how well you know different films. Then, stick around for a screening.

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