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Monday night trivia, karaoke and bingo in Chicago

26 things to do on Monday nights in Chicago.

SunMonTueWedThuFriSat

Bars change their nights often. Each listing shows where we found it and when. Call or check the venue's page before you head out, and tell us if something has changed.

🧠 Trivia

Celtic Knot Public House

Trivia · Host: Jeopardy! Bar League (Geeks Who Drink) · Evanston

Confirmed with venue · Nov 2026

7 PM

Lottie's Pub

Trivia · Host: Whaddayaknow? Free Pub Trivia · Free

Confirmed with venue · Nov 2026

7 PM

Snakes & Lattes Chicago

Trivia · Host: Jeopardy! Bar League (Geeks Who Drink)

Confirmed with venue · Nov 2026

7 PM

The Beetle Bar and Grill

Trivia · Host: Whaddayaknow? Free Pub Trivia · Free

Confirmed with venue · Nov 2026

7 PM

The Green Room Tap

Trivia · Host: Whaddayaknow? Free Pub Trivia · Free

Confirmed with venue · Nov 2026

7 PM

Whiskey Girl Tavern

Trivia · Host: Stewpendous Productions

Listed on trivianearme.net · Nov 2026

7 PM

Clover Lincoln Park

Trivia · Host: Pen & Paper Trivia · Free

Listed on trivianearme.net · Nov 2026

7:30 PM

Gannon's Pub

Trivia · Host: Whaddayaknow? Free Pub Trivia · Free

Confirmed with venue · Nov 2026

7:30 PM

Woodie's Flat

Trivia · Host: Whaddayaknow? Free Pub Trivia · Free

Confirmed with venue · Nov 2026

7:30 PM

Mother's Ruin

Trivia · 3rd Monday of the month · Host: Pen & Paper Trivia

Listed on trivianearme.net · Nov 2026

8 PM

aliveOne

Trivia · Host: Whaddayaknow? Free Pub Trivia · Free

Confirmed with venue · Nov 2026

8 PM

🎱 Bingo

Charlie's

Drag bingo · Host: Aurora and Bella · Free · 21+

Listed on outxout.com · Nov 2026

7 PM – 11 PM

🎸 Open mic