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259 Sleepy Hollow Il Races All Cities

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

Heatwave Half Marathon - Greater Chicago

Greater Chicago, IL

Sun - Aug 02, 2026

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

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

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

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

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 - Downers Grove, IL - genericImage-websiteLogo-235329-1723224857.4202-0.bMTLmz.jpg

Ben's Memorial Mile

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

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

2026 Wyalusing North Branch Triathlon

Wyalusing, PA

Sat - Aug 15, 2026

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

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

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 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

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

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

Sidewinder - Coraopolis, PA - ultra-300px.bMjMog.png

Sidewinder

Coraopolis, PA

Sat - Sep 05, 2026

Running > Obstacle Race, Half Marathon

Odyssey Trail Running Rampage - Millboro, VA - genericImage-websiteLogo-235882-1724084468.0419-0.bMW3d0.png

Odyssey Trail Running Rampage

Millboro, VA

Sat - Sep 12, 2026

Running > Obstacle Race

National Chocolate Day: Run for Chocolates 5K/10K/13.1 CHICAGO/EVANSTON - Chicago, IL - genericImage-websiteLogo-271303-1768498846.8793-0.bPAsAE.png

National Chocolate Day: Run for Chocolates 5K/10K/13.1 CHICAGO/EVANSTON

Chicago, IL

Sat - Sep 12, 2026

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

National Chocolate Day: Run for Chocolates 5K/10K/13.1 DENVER/AURORA - Centennial, CO - genericImage-websiteLogo-271314-1768498886.8218-0.bPAsBg.png

National Chocolate Day: Run for Chocolates 5K/10K/13.1 DENVER/AURORA

Centennial, CO

Sat - Sep 12, 2026

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

Tunnel to Towers Climb - Chicago, IL

Chicago, IL

Sat - Sep 12, 2026

Gift of Hope Community Foundation 5K Run, Walk & Roll - Glen Ellyn, IL - genericImage-websiteLogo-249125-1740755704.1606-0.bNWDl4.png

Gift of Hope Community Foundation 5K Run, Walk & Roll

Glen Ellyn, IL

Sun - Sep 13, 2026

Running > 5k, 1 mile

Runway To a Cure - Ottawa, IL - genericImage-websiteLogo-274220-1770691458.0101-0.bPIPUc.png

Runway To a Cure

Ottawa, IL

Sat - Sep 19, 2026

Running > 5k, 1k

Limestone Rocks! 8-Hour or 4-Hour Race - Kankakee, IL - genericImage-websiteLogo-250828-1772150205.3508-0.bPOn29.jpg

Limestone Rocks! 8-Hour or 4-Hour Race

Kankakee, IL

Sat - Sep 19, 2026

Divas Chicago Half Marathon & 5k - Chicago, IL - c23e093b-58a8-4284-a1ff-6c56fd04a3c9.png

Divas Chicago Half Marathon & 5k

Chicago, IL

Sep 19, 2026 - Sep 20, 2026

Running > 5k, Half Marathon