The Go Today Chicago edit
Top 5 Trivia Nights in Chicago
A good trivia night needs a reliable host, enough structure to keep the game moving, and a room where teams actually want to stay for another round. These five Chicago listings combine recurring schedules with different neighborhood and theme options.
Published 2026-07-22
01 Trivia
Gannon’s Pub Trivia
Gannon’s Pub lists Monday trivia at 7:30pm with prizes for top teams, hosted by Whaddayaknow? pub trivia. The current listing shows weekly programming at 7:30pm, based at Gannon’s Pub · North Center. Confirm the current start time, reservation policy, team-size rules, and weekly host with the venue before you go.
Event details02 Trivia
Woodie’s Flat Monday Night TriviaFree
Woodie’s Flat hosts Whaddayaknow? Free Pub Trivia every Monday with general knowledge rounds, prizes, walk-ins, and encouraged reservations. The current listing shows weekly programming at 7:30pm, based at Woodie’s Flat · Old Town. Confirm the current start time, reservation policy, team-size rules, and weekly host with the venue before you go.
Event details03 Trivia
Bunker West Loop TriviaFree
Bunker’s weekly Tuesday trivia is free to play, run with Heritage Trivia, and awards prizes to the top teams. The venue recommends arriving early to register. The current listing shows weekly programming at 7:00pm - 9:00pm, based at Bunker Chicago · West Loop. Confirm the current start time, reservation policy, team-size rules, and weekly host with the venue before you go.
Event details04 Trivia
Guthries Tavern Bar Trivia
Guthries Tavern lists weekly Tuesday bar trivia at 7pm, plus a Thursday Jeopardy! Bar League for teams that want another quiz night. The current listing shows weekly programming at 7:00pm, based at Guthries Tavern · Lakeview. Confirm the current start time, reservation policy, team-size rules, and weekly host with the venue before you go.
Event details05 Trivia
Trivia Is A DragFree
Meeting House Tavern’s Tuesday drag-hosted trivia is free to play, with a no-cover community bar setting in Andersonville. The current listing shows weekly programming at 7:30pm - 10:00pm, based at Meeting House Tavern · Andersonville. Confirm the current start time, reservation policy, team-size rules, and weekly host with the venue before you go.
Event details