The City of Chickasha lists a Little League tournament at the Chickasha Sports Complex for October 3–4, 2026.
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October 2026
Events
Calendar of Events
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 Young cooks can test their recipes during a one-hour chili cook-off at Centennial Park on October 6. |
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2 events, Truck and tractor pulling returns to the Grady County Fairgrounds for two nights on October 9 and 10.
$25  The Gypsy Horse Show Association will hold its regional championships in Chickasha from October 9 through 11. | ||
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 A family-friendly storytelling program comes to Centennial Park on October 13 from 4 to 5 PM. |
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1 event, The fall Chickasha Auto Swap Meet returns October 15–17 with a large assortment of automotive vendors and collectibles. |
2 events, Fall Fling brings two days of craft-show shopping to the Grady County Fairgrounds on October 16 and 17. |
3 events, Youth baseball and softball teams return to the Chickasha Sports Complex for an all-day weekend tournament October 17–18. | |
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 A Will Rogers interpreter brings history, comedy and rope tricks to Centennial Park on October 20. |
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 Meet local writers and browse books during a four-hour Authors Festival at the Chickasha Public Library on October 24. | |
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 Painted Sky Opera brings The Magic Flute Goes West to Centennial Park for a one-hour outdoor program on October 27. |
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