18th Annual Chili Cook-Off Returns to Checotah

Heartland Heritage Museum & Gallery to host popular community event with prizes, auctions, and more.

Published on Feb. 25, 2026

The 18th Annual Chili Cook-Off is set for Saturday, February 28th at the First Free Will Baptist Life Center in Checotah, Oklahoma. The event features a chili competition with cash prizes for the top finishers, as well as a silent auction, live auction, gun raffle, door prizes, and commemorative t-shirts and sweatshirts. Proceeds from the event benefit the Heartland Heritage Museum & Gallery.

Why it matters

The Chili Cook-Off is a long-standing community tradition in Checotah that brings residents together for food, fun, and fundraising to support the local Heartland Heritage Museum & Gallery. The event has become a popular annual highlight, drawing crowds and generating excitement in the town.

The details

The chili competition will have judging starting at 4 p.m. sharp, so competitors must have their chili ready by 3:45 p.m. Prizes include $500 for 1st place, $250 for 2nd place, and $100 for 3rd place. The event is open to the public starting at 5 p.m., with admission costing $8 for adults and $6 for kids ages 7-11 (6 and under eat free). In addition to the chili, there will be a silent auction, live auction, gun raffle, door prizes, and commemorative t-shirts and sweatshirts available for purchase.

  • The 18th Annual Chili Cook-Off is set for Saturday, February 28, 2026.
  • Judging for the chili competition will start at 4 p.m. on February 28th.
  • The event will be open to the public starting at 5 p.m. on February 28th.

The players

Heartland Heritage Museum & Gallery

A local museum and gallery that preserves the history and culture of the Checotah area. The Chili Cook-Off is a fundraiser to benefit the museum.

LaDonna Rhodes

A board member of the Heartland Heritage Museum & Gallery who is coordinating the chili competition judging.

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What’s next

Interested judges for the chili competition can contact LaDonna Rhodes at 479-422-4210. Raffle tickets for the gun drawing can be purchased in advance at Checotah Gun & Pawn, Checotah Chamber of Commerce, and Checotah Perk.

The takeaway

The Chili Cook-Off is a beloved annual tradition in Checotah that brings the community together through food, fundraising, and friendly competition. By supporting the event, residents can enjoy a fun day out while also contributing to the preservation of the town's local history and culture at the Heartland Heritage Museum & Gallery.