Chili * Beer * Live Music

The highly anticipated 12th Annual Windsor Chili Cook Off will return Saturday, September 6, 2025, 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. A portion of  proceeds are shared with local organizations.

Teams will have a chance to win cash prizes in addition to trophies and bragging rights. Organized by the Windsor Chamber of Commerce, this beloved community event promises a day filled with delicious chili, local libations, and vibrant entertainment. 

Charitable Impact: A portion of proceeds from the event will benefit a local nonprofit organization. By participating in the Windsor Chili Cook-Off, attendees and sponsors alike contribute directly to this vital cause.

New Local Entertainment: TBD

Exclusive Wine Sponsor: TBD will be the exclusive wine sponsor of the event, offering attendees the perfect complement to their chili-tasting experience.

Craft Beer: We love cold beer with our chili, and plenty of beer-on-tap will be available from local favorites.