Found 439 races

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Pontiac, IL
• 43.3 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
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4

Loves Park, IL
• 115.5 miles
$40 -$100
To kickoff Childhood Cancer Awareness Month, the Warrior Crucible is a 24-hour fundraising event held annually on Labor Day weekend. The Warrior Crucible consists of three individual fitness...
5K
26
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Chicago, IL
• 45.4 miles
$10
The Always in Our Hearts 5K is a heartfelt event dedicated to honoring the lives of brothers Timmy and Patrick Ryan, who were lost too soon to congenital heart defects. Hosted by the Always in...
5K
13
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Andover, IA
• 26.2 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
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Milan, IL
• 8.0 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
31
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Colchester, IL
• 31.8 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
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Highland, IN
• 35.8 miles
$25 -$35
2nd Annual F3 5K 4 Fair Haven Rape Crisis Center!  Event race starts at 9am! Please arrive early for check in! F3, a local men’s workout group is organizing a community 5K run/walk/ruck to raise...
5K
18
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Griffith, IN
• 35.8 miles
$30
Rock N Run 5K Run/Walk This race benefits the Griffith Educational Foundation which is a non for proft organization that provides opportunities for donors to give back to their schools by funding...
5K
36
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Dyer, IN
• 32.2 miles
$15 -$35
  This race is held to raise funds for the Saint Maria Goretti "Community Outreach Ministry and Food Pantry".  The Community Outreach Ministry believes that there are many within our community...
5K
44
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Cantrall, IL
• 41.5 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
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Lowell, IN
• 26.0 miles
$25 -$30
5K road with family-friendly and post-race festivities
5K
83
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Wheaton, IL
• 37.8 miles
$39 -$109
Flat, fast USATF-certified half marathon & 10K on Danada Forest Preserve crushed limestone trail.
10K Half Marathon
276
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Lexington, IL
• 49.9 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
27
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Hoopeston, IL
• 98.7 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
22
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Herscher, IL
• 60.4 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
14
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Bloomington, IL
• 56.5 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
24
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Chicago, IL
• 92.4 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
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Lake Geneva, WI
• 99.4 miles
$15 -$55
Love Wine?  Enjoy running or walking? This race is for you! Join us on Monday, September 7, 2026 at 12:00pm for an exciting annual event that features the amazing scenery and landscape at Geneva...
5K
61
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Sandwich, IL
• 39.5 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
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Mc Lean, IL
• 49.8 miles
$50 -$60
A small‑town stop with big‑hearted Route 66 spirit. Welcome to Stop 10: McLean, a 6.6K run/walk through one of the most charming villages along the Mother Road. Home to the beloved McLean Depot...
6K
13