What’s happening in Chicago this weekend: 25–27 September 2026
Chicago has 21 events on this weekend. Most of them are concerts and theater performances, with some exhibitions and museum events too. Here is what is on, who it suits and how to plan your days out.
For music fans
Choose between Dying Fetus & Sanguisugabogg at House of Blues Chicago (Sunday, 17:30), Mike Wheeler Blues Band/Sheryl Youngblood Blues Band at Kingston Mines - Chicago Blues Center (Sunday, 17:30, from $18) and Chicago World Music ft. Rumbo Tumba and Ana Everling at Three Top Lounge (Sunday, 18:00, from $0), plus 10 more in the listings above.
Something different
Choose between Chicago Architecture Center River Cruise Aboard First Lady at Chicago Architecture Center - First Lady (Monday), ChiTown Drive-In Presents - Sinners at ChiTown Movies (Sunday, 19:15) and SMUT - Ages 17+ at Subterranean (Sunday, 20:00), plus 1 more in the listings above.
For a night at the theater
Choose between Drunk Shakespeare: Drunk Dracula (21+ Event) at The Lion Theater (Sunday, 17:00, 19:00), Kokandy Productions Jekyll & Hyde (Chicago) at Ball Arena (Sunday, 18:30) and The Second City's: Pandemonium, Please Hold at Second City-Chicago: Mainstage (Sunday, 19:00).
For art and exhibitions
There is one pick: Balloon Museum | EmotionAir - Art You Can Feel - Chicago at The Fields Studios (Sunday, 16:45, 17:00, 17:45).
Planning your days out
Most start between 18:30 and 20:00, which leaves time for dinner first. 6 of them are within 3 km of the center. The cheapest tickets are $18, for Mike Wheeler Blues Band/Sheryl Youngblood Blues Band.
Sunday is the busiest day, with 20 events.