Chilly Willy

Are you ready to beat old man winter?  Join Silver Circle Sports Events for Wisconsin's Chilly Willy Winter Run Series.  Seven races during everyone's favorite time of the year - winter!  Choose from a winter 5K distance, 10K or 1/2 marathon. 

The Wisconsin Chilly Willy Winter Run Series is comprised of seven 5K races.  At the Last Call & First Call race, there is an option to run 5K, 10K or 1/2 marathon.  When registering for the series, you will have the option of choosing to run either of the 10K's or 1/2's at no additional charge.

Race Schedule

Race Schedule Date    
Vets Day 5K & 10K November 4 Register | More Info Results
Great Gobble Wobble 5K (Milwaukee or Oconomowoc) November 23 Register | More Info Results
Last Call 5K, 10K & 1/2 Marathon December 3 Register | More Info Results
Waukesha Janboree Frosty 5K January 27  Register | More Info Results
Flannel 5K & 10K February 24 Register | More Info Results
Shake Your Shamrocks 5K, 10K & 2 mile walk March 18  Register | More Info Results
First Call 5K, 10K & 1/2 Marathon  April 1 Register | More Info Results
Series Registration   Register | More Info  

Series Registration Includes

  • Entry into all 7 races (5K, 10K or 1/2 marathon distances)
  • Custom Chilly Willy hoodie
  • Chilly Willy race bibs with your name printed on them
  • $20 off a purchase of shoes at Endurance House Delafield
  • All the SWAG from each race
  • Random gift certificates from Endurance House Delafield & Silver Circle Sports Events
  • A professionally run event by one of Wisconsin's largest race companies
  • Chip timed by Silver Circle Sports Events
  • Kids can race the kiddos race for free
  • Finishers medal

Kiddos Race for FREE

There will be a Kids 1K run (under 10).  All kids will get a bib just like Mom & Dad.  The race is FREE for the kiddos if mom or dad is registered and you can register on line at no charge.  Sorry no shirts for the kiddos.

Winter Training

Are you interested in a structured program to move your running to the next level?  Would you like to train in a fun, nurturing team environment?   

More Info.

Hot Chocolate Bar FREE

New for 2017 / 2018!  All races will have the Silver Circle hot chocolate bar.  The First Call and Last call will have our fresh fruit bar. 


Series Pricing

Through August $160
September $175
October $185
November $195
Race Day $200
Kiddos FREE

Opt out of a shirt+hoodie and save $25 on the series.

Individual Race Price

Schedule 5K / 10K Half Marathon
Now - four weeks prior to race $25 $40
Four weeks - two week prior to race $30 $45
Two weeks - race day $35 $50
Race Day $40 $55
Kiddos Race - FREE    

Must participate in 5 races to be eligible for 5K series awards. You are welcome to run the 10K or 1/2 marathon distances but points will not be allocated to the 5K series awards. Series rules.


The race is chip timed by Silver Circle Sports Events, LLC.

How to wear your bib.


We need volunteers for everything from goody bag stuffing to course marshals. If you or your group have an interest in volunteering, we would greatly appreciate the assistance.  All volunteers can run a future race at no charge.  Contact us for more info.

Weather / Refund Policy: 

Refunds are not permitted for any reason.

The event will be held unless severe weather occurs. In the event of severe weather, the race director may delay or cancel the event.  If the event is canceled, there will be no refunds. Silver Circle Sports Events has a NO REFUND policy.

The Wisconsin Chilly Willy Run Series is presented by:

Series standings

If you find a discrepancy on the results please contact us and let us know.


As part of our effort to increase awareness of run local / buy local, we have created the Chilly Willy Running Team Challenge.  The goal is to increase awareness of local running managers (hey that’s us), local running stores (hey that’s where you shop) and local running teams (hey that’s all of us) in a fun and competitive format. 

Grab three of your friend and create a team. Hey it's free and you can create the team during registration.

Team Standings

Team Vets Day Gobble Wobble Last Call Frosty 5K Flannel 5K Shake Your Shamrocks First Call Total

The Mother Nature Factor

Please note, that occasionally the event distance will not be exact because roads end, highways get in the way, cattle stampede and it snows in Wisconsin. We do our best to ensure all events are exact distances exact but occasionally mother nature happens.


This series is a Silver Circle Sports Events, LLC owned, produced, timed & managed event.  Need help with an event?  Contact us HERE.