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118 Sleepy Hollow Il Races All Cities

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

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

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

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

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

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

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

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

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

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

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 > 10 Mile, Trail, Ultra, 10k

VIEW DISCOUNT

Haunted Wine Run 5k at Busse Woods - Elk Grove Village, IL - haunted-wine-run-5k-at-busse-woods-logo_U3IlnVQ.png

Haunted Wine Run 5k at Busse Woods

Elk Grove Village, IL

Sat - Oct 03, 2026 @ 15:00

2026 Bucktown 5K and Kids' Run - Chicago, IL - 3338444.jpg

2026 Bucktown 5K and Kids' Run

Chicago, IL

Sun - Oct 04, 2026 @ 8:30 AM

Operation Jake - Herrin, IL - running-8.png

Operation Jake

Herrin, IL

Sat - Oct 10, 2026

Bagel Run 5K/10K/13.1 DENVER/AURORA - Centennial, CO - genericImage-websiteLogo-270827-1768499663.1178-0.bPAsNp.png

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

Centennial, CO

Sat - Oct 10, 2026

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

Bagel Run 5K/10K/13.1 CHICAGO/EVANSTON - Chicago, IL - genericImage-websiteLogo-270827-1768499663.1178-0.bPAsNp.png

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

Chicago, IL

Sat - Oct 10, 2026

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

Sauk Valley Apple Cider Run - Rock Falls, IL - genericImage-websiteLogo-272584-1768941470.8518-0.bPB-EE.jpg

Sauk Valley Apple Cider Run

Rock Falls, IL

Sat - Oct 10, 2026

Running > Half Marathon, 5k

Bank of America Chicago Marathon 2026 - Chicago, IL - 400.jpg

Bank of America Chicago Marathon 2026

Chicago, IL

Sun - Oct 11, 2026 @ 7:30 AM

Running > Marathon

Red Sneakers Peoria 5K & Teal Pumpkin Festival - Peoria Heights, IL - red-sneakers-peoria-5k-teal-pumpkin-festival-logo_DYRqwac.png

Red Sneakers Peoria 5K & Teal Pumpkin Festival

Peoria Heights, IL

Sat - Oct 17, 2026 @ 09:00

Triathlon > Duathlon

Haunted Highlander Assault Trail Run - Pingree Grove, IL - genericImage-websiteLogo-264099-1758728650.0548-0.bO1bhk.png

Haunted Highlander Assault Trail Run

Pingree Grove, IL

Fri - Oct 23, 2026

Running > Obstacle Race, 5k

2026 Will Run for Beer Chicago 5K - Chicago, IL - 3338482_200.jpg

2026 Will Run for Beer Chicago 5K

Chicago, IL

Sat - Oct 24, 2026 @ 3:00 PM

Marshall Rotary Jack-O-Jog - Marshall, IL - genericImage-websiteLogo-265245-1759867649.0211-0.bO5xmb.png

Marshall Rotary Jack-O-Jog

Marshall, IL

Sat - Oct 24, 2026

Running > 1 mile, 5k