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76 Sleepy Hollow Il Races All Cities

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

Sidewinder

Coraopolis, PA

Sat - Sep 05, 2026

Running > Obstacle Race, Half Marathon

Sweetcorn 5K Classic 2026 - Hoopeston, IL - a31c65ff-7f1c-45c4-bd28-a21fcaf62eed.png

Sweetcorn 5K Classic 2026

Hoopeston, IL

Sat - Sep 05, 2026

2026 3-Mile Cross Country Run/Walk at the Chrisman Cow Chip Classic - Chrisman, IL - 4b7a5bc4-e54a-42b7-af3e-0a14b2a4a9fc.png

2026 3-Mile Cross Country Run/Walk at the Chrisman Cow Chip Classic

Chrisman, IL

Sat - Sep 05, 2026

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

Russell's Ride 2026 for Cinnamon Center Christian School - Rogersville, TN - 077e3dfa-e180-4ccb-bc43-71257212461f.jpeg

Russell's Ride 2026 for Cinnamon Center Christian School

Rogersville, TN

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

Carlyle Lake Triathlon - Carlyle Township, IL - 3370672400.jpg

Carlyle Lake Triathlon

Carlyle Township, IL

Sun - Sep 20, 2026 @ 7:00 AM

5K Fun Run/Walk - Glenview, IL - genericImage-websiteLogo-121891-1750283480.4779-0.bOuZty.jpg

5K Fun Run/Walk

Glenview, IL

Sun - Sep 20, 2026

Headless Horseman Hussle - Sleepy Hollow, IL - genericImage-websiteLogo-277212-1773149638.4371-0.bPSb3g.png

Headless Horseman Hussle

Sleepy Hollow, IL

Sun - Sep 20, 2026

North Shore Century 2026 - Wilmette, IL - 1e27bca6-a2d3-4bd2-962a-6a245593ed33.png

North Shore Century 2026

Wilmette, IL

Sun - Sep 20, 2026

Miles for Marshall 5K Trail Run for Childhood Cancer - Greenville, IL - genericImage-websiteLogo-254087-1746792925.2899-0.bOhFhD.png

Miles for Marshall 5K Trail Run for Childhood Cancer

Greenville, IL

Sat - Sep 26, 2026

4th Annual Centerstone Life;Story 5K Run/Walk for Suicide Prevention - Illinois - Marion, IL - genericImage-websiteLogo-267126-1762533928.5731-0.bPdIiO.png

4th Annual Centerstone Life;Story 5K Run/Walk for Suicide Prevention - Illinois

Marion, IL

Sat - Sep 26, 2026

1st Annual APRCC Coqui 5K Run/Walk - Aurora, IL - genericImage-websiteLogo-274029-1770389245.0715-0.bPHF79.jpg

1st Annual APRCC Coqui 5K Run/Walk

Aurora, IL

Sat - Sep 26, 2026

Hoppy Half Marathon, Relay, 10k & 5k - Beatrice, NE - genericImage-websiteLogo-258252-1774032989.7145-0.bPVzHD.jpg

Hoppy Half Marathon, Relay, 10k & 5k

Beatrice, NE

Sat - Sep 26, 2026

Running > Half Marathon, 5k, 10k

Oktoberfest Run 5K/10K/13.1 DENVER/AURORA - Centennial, CO - genericImage-websiteLogo-270828-1768499607.6052-0.bPAsMx.png

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

Centennial, CO

Sat - Sep 26, 2026

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

Oktoberfest Run 5K/10K/13.1 CHICAGO/EVANSTON - Chicago, IL - genericImage-websiteLogo-270828-1768499607.6052-0.bPAsMx.png

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

Chicago, IL

Sat - Sep 26, 2026

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

12th Annual Hustle Up the Hill - Warrenville, IL - d003feec-5818-448b-b907-514409d5d116.png

12th Annual Hustle Up the Hill

Warrenville, IL

Sat - Sep 26, 2026

2026 Oktoberfest 5K Rennen & Weg - O Fallon, IL - running-4.png

2026 Oktoberfest 5K Rennen & Weg

O Fallon, IL

Sep 26, 2026 - Sep 27, 2026

Faith & Fitness Charity Race Series (5K Run, 1 Mile Walk) event - Forest Park, IL - running-9.png

Faith & Fitness Charity Race Series (5K Run, 1 Mile Walk) event

Forest Park, IL

Sat - Sep 26, 2026

Run the River for Respect 5K - Ottawa, IL - genericImage-websiteLogo-255460-1765386799.8911-0.bPoAOV.png

Run the River for Respect 5K

Ottawa, IL

Sun - Sep 27, 2026

Run for Honor - Springfield, IL - running-10.png

Run for Honor

Springfield, IL

Sun - Sep 27, 2026

Golden Harvest Half Marathon & 5k/10k - Greater Chicago - Greater Chicago, IL - genericImage-websiteLogo-266273-1761328678.0091-0.bO-74M.png

Golden Harvest Half Marathon & 5k/10k - Greater Chicago

Greater Chicago, IL

Sun - Sep 27, 2026

Running > 5k, Half Marathon, 1 mile

Dana Peak Trail Run - Harker Heights, TX - Dana-Peak-Web.png

Dana Peak Trail Run

Harker Heights, TX

Oct 3, 2026 - Oct 4, 2026 (6:00 AM)

Running > 10k, Ultra, Trail, 10 Mile

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Will to Ben powered by Bike Wisconsin - Port Byron, IL - picture12007.jpg

Will to Ben powered by Bike Wisconsin

Port Byron, IL

Oct 3, 2026 - Oct 9, 2026 (10:00 AM)

Cycling > Century, Half Century, Metric Century, Other Cycling