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Events in Chicago in October 2026

Chicago has 4 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:

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By TripSapien · Updated November 1, 2026

Sourced events

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

  • Dates unconfirmed

    Open House Chicago

    Many down-town private buildings open free to the public for two days in mid-October.

    Planning lead · details firm up closer in · Source: seasonal calendar

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.

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Nearby event pages