The highly anticipated 12th Annual Windsor Chili Cook Off will return Saturday, September 6, 2026, calling on chili enthusiasts and culinary wizards alike to showcase their skills in a savory showdown. The Windsor Chili Cook-Off is an annual culinary event hosted by the Windsor Chamber of Commerce celebrating the rich tradition of chili making and community spirit. This Cook-Off brings together amateur and professional chili chefs from Windsor and beyond, showcasing their unique recipes for a chance to win cash prizes, trophies, bragging rights, and to have a lot of fun. The event offers a high-energy atmosphere with live music, local vendors, and great food.