The WPCSA American National Show returns to Chickasha for five days, September 23-27, at the Grady County Fairgrounds.
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Events
Calendar of Events
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2 events, CYS baseball and softball are listed at Chickasha Sports Complex September 26–27. Ask the tournament contact for game times and gate fees. |
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 Beginning tai chi meets at Chickasha Public Library September 28, 2–3 PM Central. Call 405-222-6075 to register. |
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 Newcomers ages 12 and up are welcome at Teen Time Anime/Manga Club, meeting September 29 from 4 to 6 p.m. at the Chickasha Public Library. |
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 Morning preschool storytime at Chickasha Public Library is September 30, 10–11 AM Central, for children five and younger.
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 Afternoon preschool storytime at Chickasha Public Library is September 30, 2–3 PM Central, for children five and younger. |
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1 event, A free, family-friendly arts festival in downtown Chickasha with art, music, food and children’s art activities.
Free admission |
5 events, More than 30 Oklahoma food trucks are expected to compete in downtown Chickasha on October 3, 2026. Admission is free.
Free admission The 10th annual ride starts at 9 a.m. downtown, with road and gravel routes ranging from about 10 to 63 miles. Registration is required. The 10th anniversary Together We Heel walk begins at 10 a.m. downtown on October 3, supporting ICAN's work with survivors of domestic violence.
$25  The City of Chickasha lists a Little League tournament at the Chickasha Sports Complex for October 3–4, 2026. |
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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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