Chilly Willy Winter Run Series - SEVEN Events!

2025–26 Wisconsin Chilly Willy Winter Run Series

Presented by Silver Circle Sports Events, LLC

Bundle up and lace up—Old Man Winter is ready to race! ❄️ Join us for the 2025–26 Wisconsin Chilly Willy Winter Run Series, where chilly temps meet hot competition across seven exciting events. This beloved winter series is your chance to embrace the frost, stay active all season, and have a blast doing it!

Event Options

• 5K and 10K: options at most events
• Two half marathons: included in the series (Participants who choose the half marathon option will be automatically entered into the 10K category for events that do not offer the half distance.)
• New This Year: Rucking: We're excited to introduce Rucking to all Chilly Willy Winter Series events! Rucking is a fitness activity that combines walking or hiking with a weighted backpack—also known as a rucksack. Originating from military training, rucking has become a popular, low-impact workout for people of all fitness levels.
• Timed Events: Rucking events are timed, but please note, there are no age group awards.

🏆 Awards will be presented to overall, age group, and team series champions.

Don't Miss Out!

Don’t miss your chance to experience Wisconsin winter running at its best. Run one race—or run them all. Either way, we’ll see you at the start line!

Ready to run? Register now!

Important Update

10/29/2025 – T-Shirt Deadline Update

• T-Shirt Deadline: The t-shirt deadline has now passed.
• Contact: Series runners will be contacted after Veterans Day to confirm their shirt size. Shirts will be handed out at future events in the series.
• Upgrade Option: If you’d still like to register for the All Access Pass, select “Registered After T-Shirt Deadline” during signup, then email us to let us know you’d like to upgrade. We’ll take care of the rest and move you into the pass.
• Thanks: Thanks for keeping those miles (and emails) coming!

— Sean K. Osborne
Chief T-Shirt Sorter