Events in Chicago in October 2026
Chicago has 12 sourced events in October 2026. Compare dates, venues, and ticket sources below, then build the rest of your trip around the events you choose.
The Chicago calendar for October 2026 leads with these:
- Jekyll & HydeOct 1Broadway Playhouse at Water Tower Place · Source: SeatGeek
- LE SSERAFIM - 2026 LE SSERAFIM 'PUREFLOW' TOUR IN CHICAGOOct 2United Center · Source: Ticketmaster
- Chicago Symphony Orchestra - Mäkelä Conducts Mahler 9Oct 2Chicago Symphony Center · Source: SeatGeek
By TripSapien Research · Updated May 20, 2026
Sourced events
- Oct 3
- Oct 3
- Oct 4
- Oct 4
- Oct 5
- Oct 6 - Oct 8
- Oct 6 - Oct 7
Malcolm Todd: Do That Again Tour (MOVED TO THE SALT SHED OUTDOORS)
The Salt Shed Outdoors (Fairgrounds). Music · Pop.
Source: Ticketmaster
- Oct 7
- Oct 7
Going to Chicago in October?
Add your dates and we'll build the rest of your trip around these events — every place checked for closures and booking needs.
Planning leads
Early leads on events still lining up. Exact dates and details firm up closer to your trip.
- Oct 1 - Oct 3
Latina Comedy Festival
Chicago
Planning lead · details firm up closer in · Source: festival calendar
- Oct 17 - Oct 18
Open House Chicago 2026
A two-day event where many downtown Chicago private buildings open free to the public, showcasing architectural highlights and unique spaces.
Planning lead · details firm up closer in · Source: festival research
Holidays, observances & long weekends
Holiday and observance schedules can affect services and venue hours; confirm each place directly.
- Columbus Day · publicOct 12
- Long weekendOct 10–Oct 12
Holiday data: date-holidays (ISC/CC-BY-3.0).
Ready to plan Chicago?
Turn these October events into a full Chicago plan, every place checked for closures, limited hours, and booking needs on your dates.