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Things to Do in Chicago — October 2026

Explore 46 upcoming things to do in Chicago in October 2026, including Chasen Wayne & The Honky Tonk Machine - Chicago Album Release Show and ChiTown…

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Chicago events today & tonightWhat is still happening today →Things to do in Chicago this weekendSaturday, Sunday and weekend plans →Chicago events this monthBrowse the current event calendar →Concerts in ChicagoLive music, artists and tour dates →Comedy shows in ChicagoStand-up, clubs and live comedy →Sports in ChicagoGames, matchups and tickets →Shows in ChicagoTheatre, plays and musicals →Things to do in ChicagoEvents and local plans →

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46 things to do

Showing 1–24 of 46 · Chicago

Local event guide

Chicago event calendar

Browse events, shows and things to do in Chicago in October 2026. Compare dates, venues and start times, then open an event for current ticket information and nearby planning options.

46 things to do in this calendar; current dates span Oct 24–25, 2026; highlights include Chasen Wayne & The Honky Tonk Machine - Chicago Album Release Show and ChiTown Drive-In Presents - Halloween (the 1978 Original!). Use the date and category links on this page when you want a narrower plan.

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Explore 46 upcoming things to do in Chicago in October 2026, including Chasen Wayne & The Honky Tonk Machine - Chicago Album Release Show and ChiTown…

If your schedule is flexible in Chicago, try different dates and nearby venues to uncover more things to do.

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If Carol's Pub and ChiTown Movies are on your shortlist, compare their locations and travel time before choosing a date.

Artists

Artists with upcoming dates

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Chicago Cubs81 dates →The Chicago Theatre Tour Experience52 dates →Chicago Symphony Orchestra51 dates →Disney Presents The Lion King44 dates →Reunion in Bartersville24 dates →Ordinary Days23 dates →Chicago Bulls15 dates →Chicago Blackhawks13 dates →
Venues

Venue calendars in Chicago

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Kingston Mines - Chicago Blues Center138 events →Wrigley Field81 events →Symphony Center69 events →The Chicago Theatre Tour Experience55 events →Cadillac Palace45 events →Citadel Theatre Lake Forest36 events →United Center29 events →The Yard at Chicago Shakespeare25 events →
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What’s on today & tonightThis weekend
ConcertsLive music and tour dates →ComedyStand-up and live comedy →Things to doBrowse the wider city calendar →