Trivia Nights in Chicago


Our guide to the best trivia nights in Chicago!

Whether you’re looking for a chance to impress your friends with your useless knowledge on pop culture, sports, or movies, or you’re just looking for a good night, trivia nights are the go-to. Test your knowledge while drinking some good beer and eating great food! 

Moonlighter Chicago – Logan Square

Every Wednesday at 8:00 pm visit Moonlighter Chicago for trivia, $2 tacos, $2 rosé shots, and $3 Miller Lite. Trivia topics change every week, but customers can generally expect a picture round, general trivia, and possibly a song round. The first place team gets rewarded with a $50 gift card! 

Ina Mae – Wicker Park

Have another case of the Mondays? Make your way to Ina Mae at 8:00 pm where they host a different themed trivia night every Monday from the end of January to mid February including Bob’s Burgers (01/20), Chicago Sports (01/27), 90’s Nickelodeon (02/03), Seinfeld (02/10), and The Office (02/27). While you’re having fun testing your knowledge, fuel your stomach with Ina Mae specials such as, $12 po-boys with fries, $10 Prosecco glasses, $5 Lagunitas, and $25 White Claw Buckets.

Cortland’s Garage – Bucktown

Join Cortland’s Garage every Wednesday for Wine Wednesday and Trivia! Trivia specials include $5 Curran Creek Wine glasses, $5 Rosé All Day glasses, $6 off all bottles of wine, $7 select salads, and $5 House wines. All players have the chance to win beers and gift certificates.  

Flagship – Lakeview

Spend your “Thirsty Thursdays” at Flagship for trivia nights at 7:00 pm every Thursday hosted by Nicole Kawell! Trivia specials include $3 Blue Moon Drafts and $4 Fireball shots while you play. Prizes for winning teams include Bears tickets, Cubs tickets, White Sox tickets, Bulls tickets, concert tickets, and gift cards. 

State Restaurant – Lincoln Park 

Being called the “Superbowl of trivia nights”, State Restaurant has their exciting trivia nights every Tuesday at 8:00 pm. Test your knowledge with your friends to win big prizes like up to $1,000 in cash prizes and over $1,200 in raffle prizes and gift cards. Trivia includes 7 rounds with questions on pop culture, sports, and music. Specials on alcohol include, $5 Fireball shots, $13.50 pitchers of Miller Lite, and $18.50 pitchers of 312 and Blue Moon.

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