The Universal Sole November Trail Challenge is a trail running and running race on November 21, 2026 in Willow Springs, IL, with an entry fee of $40.
From the Organizer
The USOLE November Trail Challenge
*The Ryan & Katie Flynn 8 Mile (2 loop Course)*
We will offer an option to race one loop with a 4 mile distance (1-loop)
November 21, 2026 @ 10AM
Trail running has always been in our USOLE DNA! We were the first running store in Chicago to bring trail racing to the Chicago running community. These trail races are great courses for folks wanting to get off the roads and enjoy some of our beautiful trails, but not have to be an expert trail runner to get to the finish. Our trail races are very laid back and great fun for the entire family, making it fun & easy for all! The USOLE Trail Challenge is great for people of all ages and all abilities looking to change up the running routine and get “off” the roads!
Trail Race Location:
We will be headed back to Wolf Road Woods, part of the Palos Trail System to tackle our legendary USOLE 4 mile course (will do this loop twice for the 8 mile race). We will offer runners who don't want to go 8 miles a chance to compete in the ONE loop, 4 mile trail race if they choose. This course will have a great mix of double & single track along with undulating terrain in the beautiful Wolf Road Woods! It may have a small hill or two to climb as well, but fun will always be had! USOLE Trail Challenge races are a great way to see the trails, get your long run and enjoy camaraderie with your trail running friends!
Weather
It's too far out for a forecast, so here's what weather on this date is normally like in the area. A race day forecast will replace this as race week approaches.
Typical High
48°
Typical Low
30°
Chance of Rain
31%
Based on US Climate Normals data from Little Red School Hse, 2 mi from the venue.
Host City
Population
5,871
as of 2023
City Elevation
606 ft
Nearest Airport
MDW
Chicago Midway International Airport · 7 mi
Time Zone
Central Time
From Endurance Grid
A small town race. Lodging near the start could be limited, so book early.
Race Location
Your Next Start Line
Every finish line starts with a single decision. Claim your spot at The Universal Sole November Trail Challenge, put it on the calendar, and turn “someday” into a start date.
109
Days to train
Enter your email and we'll send more your way.
From Endurance Grid
This race spans more than one sport — here’s a guide to each, so you can understand what’s involved and decide if it’s the right fit. For course distances, logistics, and race-day specifics, always defer to the race organizer’s event page.
Running off-road — dirt, singletrack, and mountain paths — from 5Ks to ultras. The terrain makes for an exciting twist and adventure in your running journey.
From 5K to marathon, running races are an accessible entry point into endurance sport. There's a distance for every fitness level and a community at every start line.
Coming Up
The Next Loop Endurance Series - Busse Woods
20 miles away
The Forge Trail Run Festival
5 miles away
The Universal Sole December Trail Challenge
15 miles away
Fox Valley Winter Challenge Trail Series 5k/8k/10k
27 miles away
Frequently Asked Questions (FAQs)
The Universal Sole November Trail Challenge
Nov 21, 2026