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96 Sleepy Hollow Il Races All Cities

Run for Coffee Lovers 5K/10K/13.1 DENVER/AURORA - Centennial, CO - genericImage-websiteLogo-262943-1768466703.4183-0.bPAkKp.png

Run for Coffee Lovers 5K/10K/13.1 DENVER/AURORA

Centennial, CO

Sat - Jul 25, 2026

Running > 1 mile, 10k, 5k, Half Marathon

Run for Coffee Lovers 5K/10K/13.1 CHICAGO/EVANSTON - Chicago, IL - genericImage-websiteLogo-262941-1768466659.14-0.bPAkJJ.png

Run for Coffee Lovers 5K/10K/13.1 CHICAGO/EVANSTON

Chicago, IL

Sat - Jul 25, 2026

Running > 5k, 10k, Half Marathon, 1 mile

Rhythm of the Heart 5k Race & Walk - Loves Park, IL - genericImage-websiteLogo-273631-1770052218.2805-0.bPGnP6.png

Rhythm of the Heart 5k Race & Walk

Loves Park, IL

Sat - Jul 25, 2026

11th Annual 5-O 5K Donut Run/Walk Presented by McLanahan Towing & Collision and TekLab Inc. - Collinsville, IL - 57b273c5-41bb-4a02-8cc4-58f69ebcf60c.png

11th Annual 5-O 5K Donut Run/Walk Presented by McLanahan Towing & Collision and TekLab Inc.

Collinsville, IL

Sat - Jul 25, 2026

Mud Mountain XXX 5K Classic and Mile Fun Run - Edwardsville, IL - e2b214e2-084c-421b-928a-1c0b5ea459f7.png

Mud Mountain XXX 5K Classic and Mile Fun Run

Edwardsville, IL

Sat - Jul 25, 2026

Wauconda Triathlons 2026 - Wauconda, IL - triathlon-1.png

Wauconda Triathlons 2026

Wauconda, IL

Sun - Jul 26, 2026

Triathlon > Olympic, Sprint

AOTK Nourish the Nations 5k Color Run/Walk - Geneseo, IL - genericImage-websiteLogo-272361-1771451910.0198-0.bPLJyg.png

AOTK Nourish the Nations 5k Color Run/Walk

Geneseo, IL

Sat - Aug 01, 2026

Santa's Run - Middlefield, OH - running-14.png

Santa's Run

Middlefield, OH

Sat - Aug 01, 2026

Heatwave Half Marathon - Greater Chicago - Elk Grove Village, IL - genericImage-websiteLogo-263263-1757961856.1258-0.bOYf6a.png

Heatwave Half Marathon - Greater Chicago

Elk Grove Village, IL

Sun - Aug 02, 2026

Running > 1 mile, 5k, 10k, Half Marathon

Dawson Lake Dash - Le Roy, IL - genericImage-websiteLogo-274363-1770835726.5202-0.bPJm8o.png

Dawson Lake Dash

Le Roy, IL

Sun - Aug 02, 2026

Running > 1 mile

2026 Naperville Sprint Triathlon - Naperville, IL - 576fcfa2-1e3d-4139-8c28-d087ccc15e0f.png

2026 Naperville Sprint Triathlon

Naperville, IL

Aug 2, 2026 - Aug 3, 2026

Triathlon > Super Sprint, Sprint

SSW Running Club Club Challenge 5k - Tinley Park, IL - ssw-running-club-club-challenge-5k-logo_8L4HxvI.jpg

SSW Running Club Club Challenge 5k

Tinley Park, IL

Wed - Aug 05, 2026 @ 19:00

Central Illinois Summer Trail Series #3 - Washington, IL - genericImage-websiteLogo-276070-1772559044.2356-0.bPPXRe.png

Central Illinois Summer Trail Series #3

Washington, IL

Fri - Aug 07, 2026

Running > Obstacle Race, 5 mile

High Point Sprint Triathlon & Youth Triathlon - High Point, NC - 7aadbe93-b495-4701-9ef1-a708ea5e0cf6.jpg

High Point Sprint Triathlon & Youth Triathlon

High Point, NC

Sat - Aug 08, 2026 @ 7:45 AM

Triathlon > Sprint, Super Sprint

Back-to-School Family Fun 5K - Wheeling, IL - genericImage-websiteLogo-257727-1751913476.4751-0.bOBbqe.jpg

Back-to-School Family Fun 5K

Wheeling, IL

Sat - Aug 08, 2026

RUN FOR C'VILLE - Carpentersville, IL - genericImage-websiteLogo-276299-1773193757.9797-0.bPSmOD.png

RUN FOR C'VILLE

Carpentersville, IL

Sat - Aug 08, 2026

Ben's Memorial Mile & Community Festival - Downers Grove, IL - genericImage-websiteLogo-235329-1723224857.4202-0.bMTLmz.jpg

Ben's Memorial Mile & Community Festival

Downers Grove, IL

Sat - Aug 08, 2026

Running > 1 mile

29th Annual Naperville Rotary Ride - Naperville, IL - 7c14fdde-b860-449b-b7a2-fab5870b6704.png

29th Annual Naperville Rotary Ride

Naperville, IL

Sun - Aug 09, 2026

Highlander Assault Obstacle Race - Pingree Grove, IL - genericImage-websiteLogo-262924-1758395416.0477-0.bOZVWy.png

Highlander Assault Obstacle Race

Pingree Grove, IL

Sat - Aug 15, 2026

Running > Obstacle Race, 5k, 10k

Lena Brew Run 5k - Lena, IL - lena-brew-run-5k-logo_PJrWrCU.png

Lena Brew Run 5k

Lena, IL

Sat - Aug 15, 2026 @ 09:00

Run for PB& J 5K/10K/13.1 DENVER/AURORA - Centennial, CO - genericImage-websiteLogo-271773-1768497575.4432-0.bPAsgN.png

Run for PB& J 5K/10K/13.1 DENVER/AURORA

Centennial, CO

Sat - Aug 15, 2026

Running > 5k, 10k, Half Marathon, 1 mile

2026 Wyalusing North Branch Triathlon - Wyalusing, PA - a7eb28ad-d928-4913-99a7-f08b316a62a1.jpg

2026 Wyalusing North Branch Triathlon

Wyalusing, PA

Sat - Aug 15, 2026

Flight to the Finish - Zion, IL - ultra-300px.bMjMog.png

Flight to the Finish

Zion, IL

Sat - Aug 15, 2026

Run for PB& J 5K/10K/13.1 CHICAGO/EVANSTON - Chicago, IL - genericImage-websiteLogo-271767-1768497528.5278-0.bPAsf4.png

Run for PB& J 5K/10K/13.1 CHICAGO/EVANSTON

Chicago, IL

Sat - Aug 15, 2026

Running > 5k, 10k, Half Marathon, 1 mile

Bubble Run | St Louis 2026 - Sauget, IL - 4c30b0b2-d7c3-4cd9-89cd-ab345ccff974.png

Bubble Run | St Louis 2026

Sauget, IL

Aug 15, 2026 - Aug 16, 2026

2026 Chicago Triathlon - Chicago, IL - dcf688a5-9dad-466d-9f20-f82276a7fe56.png

2026 Chicago Triathlon

Chicago, IL

Aug 22, 2026 - Aug 25, 2026

Triathlon > Super Sprint, Sprint, Olympic

Sloth Run 5K/10K/13.1 DENVER/AURORA - Centennial, CO - genericImage-websiteLogo-271274-1768498380.3273-0.bPAstm.png

Sloth Run 5K/10K/13.1 DENVER/AURORA

Centennial, CO

Sat - Aug 29, 2026

Running > 5k, 10k, Half Marathon, 1 mile

Sloth Run 5K/10K/13.1 CHICAGO/EVANSTON - Chicago, IL - genericImage-websiteLogo-271268-1768498218.546-0.bPAsqQ.png

Sloth Run 5K/10K/13.1 CHICAGO/EVANSTON

Chicago, IL

Sat - Aug 29, 2026

Running > 5k, 10k, Half Marathon, 1 mile

Tails on the Trail 5K & 1-Mile Wag & Walk - Matteson, IL - genericImage-websiteLogo-274194-1770670182.02-0.bPIKHM.png

Tails on the Trail 5K & 1-Mile Wag & Walk

Matteson, IL

Sat - Aug 29, 2026

Running > 5k, 1 mile

Rise & Run for Recovery - Lake Villa, IL - genericImage-websiteLogo-275433-1773168236.3202-0.bPSgzS.png

Rise & Run for Recovery

Lake Villa, IL

Sun - Aug 30, 2026