Found 379 races

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AUG
30

Lewistown, IL
• 36.3 miles
$20 -$49
The Big Horse 5k hosted by Gut Check Fitness is part trail and mud run with a healthy dose of Mother Nature’s obstacles mixed in for fun. You’ll also find some hills, hollers, streams, ponds and...
5K
60
AUG
30

Lyons, IL
• 112.2 miles
$55 -$60
Welcome to Stop 2: McCook 6.6K, part of the Solidarity Sidekick Down Route 66 Series — 18 community‑powered runs traveling the Illinois stretch of the historic Mother Road. Every mile supports...
6K
11
AUG
30

Evanston, IL
• 127.1 miles
$25 -$40
Location: Lovelace Park, Evanston, IL MAIN EVENTDate/Time: Sunday August 30th Start time: 9AM Distance: 3.62 mi. (Course Map) Early Bird Entry Through July 31 Adults $30 14-under: $25 Entry fee...
6K
18
AUG
31

Joliet, IL
• 81.5 miles
$50 -$55
Join us for Stop 3: Joliet 6.6K on August 31, 2026 at 9:00 AM as we continue our journey down historic Route 66. We’ll meet at the Route 66 Park in Joliet run down the Mother Road, and return for...
6K
18
SEP
1

Wilmington, IL
• 65.9 miles
$50 -$55
Join us for Stop 4: Wilmington 6.6K as we continue our journey down historic Route 66. Wilmington is home to one of the Mother Road’s most beloved icons — the Gemini Giant and The Launching Pad,...
6K
17
SEP
2

Oswego, IL
• 84.1 miles
DescriptionInternet Registration has not begun yet. Check Registration Dates in details.New runners and elite runners are welcome in this class designed to build a solid running foundation in a...
16
SEP
2

Gardner, IL
• 66.7 miles
$50 -$60
Join us in Gardner, IL as we continue our journey down historic Route 66 to cheer on Enric Casacuberta in his incredible run for ALS awareness. This daytime 6.6K celebrates two of Gardner’s most...
6K
13
SEP
3

Dwight, IL
• 58.2 miles
$50 -$60
Join us in Dwight, IL as the Solidarity Sidekick Series continues down historic Route 66 to cheer on Enric Casacuberta in his inspiring run for ALS awareness. This daytime 6.6K celebrates...
6K
11
SEP
4

Pontiac, IL
• 47.6 miles
$50 -$60
Join us in Pontiac for Stop 7 of the Solidarity Sidekick Down Route 66 Series — a 6.6K run/walk celebrating community, courage, and the unstoppable spirit of those living with ALS. Every step...
6K
15
SEP
5

Andover, IA
• 92.8 miles
$35 -$40
Join us for the long-awaited return of the Andover Kinderfest Run Walk! Distances are available for all ages and experience levels, including the traditional 4.5-mile race to Teeds Grove and...
2m 5m
21
SEP
5

Milan, IL
• 74.4 miles
$25 -$45
Saturday, September 5, 2026Rock Island Conservation Club2421 Big Island Road | Milan, IL 61264START TIMES: 10 mile – 7:306k – 7:45 Packet Pickup/Late Registrations starts at 6am Race Day in the...
6K 10m
30
SEP
5

Colchester, IL
• 74.1 miles
$10 -$25
Run the historic horn while you support local youth.  Proceeds go towards a scholarship for West Prairie High School seniors who exhibit character and integrity like our local legend, Duane Beck. 
1m 5K
27
SEP
5

Cantrall, IL
• 64.2 miles
$35 -$40
Levee Trail Trek 5KSaturday, September 5, 2026Rolling Meadows Farm – Cantrall, Illinois Join us Labor Day Weekend for one of Central Illinois' most unique running experiences. The Levee Trail...
5K
31
SEP
5

Wheaton, IL
• 28.6 miles
$39 -$109
Flat, fast USATF-certified half marathon & 10K on Danada Forest Preserve crushed limestone trail.
10K Half Marathon
275
SEP
5

Lexington, IL
• 40.7 miles
$50 -$65
Where history, heart, and the Mother Road meet. Welcome to Stop 8: Lexington, one of the most iconic and beloved towns along Illinois’ Route 66. Known for its charm, deep ties to the Mother Road,...
6K
20
SEP
5

Hoopeston, IL
• 96.3 miles
The Sweetcorn 5K Classic is a memorial race in honor of Bill Orr, the original creater and director. The Sweetcorn race began in 1978 as a 10K race and was shortened to 5K in 1982. This years...
5K
21
SEP
6

Herscher, IL
• 47.3 miles
$18 -$25
Location: Check-in and start of race will be near the Herscher High School football field, located just south of the intersection of Illinois Route 115 and N. Elm St. All runners and walkers...
2m 5K
13
SEP
6

Bloomington, IL
• 45.7 miles
$50 -$60
Where the Mother Road meets momentum, community, and courage. Welcome to Stop 9: Bloomington, a vibrant city where Route 66 history and community pride run deep. This 6.6K marks a powerful point...
6K
19
SEP
6

Chicago, IL
• 121.8 miles
$45 -$200
Join us for a historic day of running on the fastest course along Chicago’s Lakefront! On Sunday September 6, 2026 Lake Effect Community Development (501c3) will host the inaugural Time and a...
5K 12m
17
SEP
7

Sandwich, IL
• 71.3 miles
$15 -$45
Following a sold out second event, the Sandwich Fair Association is thrilled to announce the Third Annual Shake Up Shuffle, happening on Labor Day, September 7, 2026. Designed with the entire...
1m 5K
28