Charleston Challenge Races

Two Races to Choose From!
40milerelay 2023 Event Cancelled due to Low Enrollment

Superman/woman (Individual) $80.00
Dynamic Duo (2 Person) $140.00
Teams (3-4 Person) $200.00  
Register here

Check out our 40 Mile Relay covering the Southeast corner of Coles County! This year's race starts at 9:00 am on November 4, 2023 at Carl Sandburg School, 1924 Reynolds Drive.
Our 40 mile loop course can be run individually or with up to 4 runners. Each team/individual is allowed one support vehicle during the race. Team members run in any order through out the course.  Runners can pick and choose which leg to run. No minimum per runner. Each team is required to provide your own water and food for the race. Some water and snack items will be at the start line for you. There are no water stations on the course. Some of the transitions have running water where you can refill your own bottles. Each transition area has either a “real” bathroom or a Port-A-Potty. Nothing larger than a 15 passenger  van or SUV are allowed as support vehicles. View entire course on

2024 midwinter classic logo
Registration Deadline - January 31, 2024
Preregistration $30.00

Race Day Registration $40.00
T-Shirt $20.00
Gloves $8.00
Stocking Hat $8.00

Event Schedule
8:30 a.m. Race Day Registration & Packet Pick-up
9:45 a.m.   Race Day Registration Ends
10:00 a.m.   15K Race Starts
10:15 a.m.   10K Race Starts
10:30 a.m.   5K Race Starts
10:45 a.m.   Cafeteria opens for Refreshments 

Register here

Choose to run a 5K, 10K, or 15K. Race begins at Carl Sandburg School, 1924 Reynolds Drive. Runs take place on city streets and country roads and runners must follow course markings due to limited volunteers. Food and drink will be offered after the race and during the awards ceremony. Please note that we will take race day registration between 8:30 and 9:45 a.m.  Race day registrations are not guaranteed to get event gear!
Click here for course maps: 5K   10K    15K

Thank you to our sponsor:
SBL logo