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199 Sleepy Hollow Il Races All Cities

Skyhawk Shuffle - Johnsburg, IL - genericImage-websiteLogo-249586-1741283950.6171-0.bNYEjU.png

Skyhawk Shuffle

Johnsburg, IL

Sun - Aug 17, 2025

Running > 5k, 1 mile

Tough Mudder Chicago 2025 - Rockford, IL - 15d531d6-ab78-4828-b78a-d4a4415add9b.png

Tough Mudder Chicago 2025

Rockford, IL

Aug 23, 2025 - Aug 25, 2025

Running > 10k, 5k

2025 End of Season Major Taylor Trail Clean Up Day - Chicago, IL - fd2d3173-6475-4779-a5a9-f2fb9fd601a5.jpeg

2025 End of Season Major Taylor Trail Clean Up Day

Chicago, IL

Aug 23, 2025 - Aug 24, 2025

2025 Chicago Tri and Kids Tri - Chicago, IL - dcf688a5-9dad-466d-9f20-f82276a7fe56.png

2025 Chicago Tri and Kids Tri

Chicago, IL

Aug 23, 2025 - Aug 25, 2025

Triathlon > Olympic, Super Sprint, Sprint

2nd Annual 5K Run (Charity for Rarity) - Aurora, IL - genericImage-websiteLogo-256519-1750177264.2291-0.bOuzxW.jpg

2nd Annual 5K Run (Charity for Rarity)

Aurora, IL

Sun - Aug 24, 2025

Warrior Foundation Events Fundraiser for Childhood Cancer - Loves Park, IL - genericImage-websiteLogo-241450-1731441670.6658-0.bNm7qg.jpg

Warrior Foundation Events Fundraiser for Childhood Cancer

Loves Park, IL

Aug 29, 2025 - Aug 30, 2025

Will County Brew Run 5k - Shorewood, IL - will-county-brew-run-5k-logo_w75RrYy.png

Will County Brew Run 5k

Shorewood, IL

Sat - Aug 30, 2025 @ 16:00

Labor Day Run 5K/10K/13.1 CHICAGO/EVANSTON - Chicago, IL - genericImage-websiteLogo-245480-1736779754.0553-0.bNHsFQ.png

Labor Day Run 5K/10K/13.1 CHICAGO/EVANSTON

Chicago, IL

Sat - Aug 30, 2025

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

Sweetcorn 5K Classic - Hoopeston, IL - 7d28532f-e8f2-43f8-abc1-f7e6af7a8846.png

Sweetcorn 5K Classic

Hoopeston, IL

Sat - Aug 30, 2025

Labor Day Run 5K/10K/13.1 DENVER/AURORA - Centennial, CO - genericImage-websiteLogo-245480-1736779754.0553-0.bNHsFQ.png

Labor Day Run 5K/10K/13.1 DENVER/AURORA

Centennial, CO

Sat - Aug 30, 2025

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

Arboretum Cycling Challenge - Lisle, IL - bike-300px.bMjMog.png

Arboretum Cycling Challenge

Lisle, IL

Sep 1, 2025 - Sep 30, 2025

Eckert's Belleville Farm Hard Cider 5k

Belleville, IL

Sat - Sep 06, 2025 @ 09:00

Eckert's Spiked Apple 5k - Belleville, IL - genericImage-websiteLogo-236114-1724276607.1009-0.bMXL9_.png

Eckert's Spiked Apple 5k

Belleville, IL

Sat - Sep 06, 2025

Major Taylor Trail Annual Celebration 2025 - Chicago, IL - 3c04db35-7b78-41e6-b9fd-9b67041e1c4b.jpeg

Major Taylor Trail Annual Celebration 2025

Chicago, IL

Sep 6, 2025 - Sep 7, 2025

Samuel Isaac Medical Partners Fun Run - Danville, IL - walk-shoe-300px.bMjMog.png

Samuel Isaac Medical Partners Fun Run

Danville, IL

Sat - Sep 06, 2025

Running > 1 mile

Run Mag Mile® - Chicago, IL - 2634093400.jpg

Run Mag Mile®

Chicago, IL

Sat - Sep 06, 2025 @ 8:00 AM

9/11 Heroes Run - Chicago, Illinois

South Barrington, IL

Sat - Sep 06, 2025

Running > 5k, 1 mile

Cove School One Step At A Time - Libertyville, IL - genericImage-websiteLogo-97298-1750879442.3573-0.bOxeZs.png

Cove School One Step At A Time

Libertyville, IL

Sat - Sep 06, 2025

Cornell Days 5k and 1 Mile Fun Run/Walk - Cornell, IL - running-shoe-300px.bMjMog.png

Cornell Days 5k and 1 Mile Fun Run/Walk

Cornell, IL

Sat - Sep 06, 2025

Running > 1 mile

Jerseyville Police Department TEENS Donut 5K - Jerseyville, IL - genericImage-websiteLogo-255744-1749072636.9199-0.bOqlR8.jpg

Jerseyville Police Department TEENS Donut 5K

Jerseyville, IL

Sat - Sep 06, 2025

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

Odyssey Trail Running Rampage

Millboro, VA

Sat - Sep 06, 2025

Running > Obstacle Race

Shenandoah River Adventure Race

Bentonville, VA

Sat - Sep 06, 2025

Pirate's Booty - Geneva, IL - Pirates_RR_logos-02.png

Pirate's Booty

Geneva, IL

Sun - Sep 07, 2025 @ 7:30 AM

Running > 5k, Fun Run

Shenandoah River - Aquablaze Paddle & Run

Bentonville, VA

Sun - Sep 07, 2025

Running > Marathon, Half Marathon

Elwood Community Days 5k Run & Walk - Elwood, IL - genericImage-websiteLogo-245656-1746627418.8269-0.bOg2TA.jpg

Elwood Community Days 5k Run & Walk

Elwood, IL

Fri - Sep 12, 2025

Popcorn Day 5k Run, Walk, and Kids Fun Run - Ridgway, IL - genericImage-websiteLogo-255882-1749310070.667-0.bOrfP2.jpg

Popcorn Day 5k Run, Walk, and Kids Fun Run

Ridgway, IL

Fri - Sep 12, 2025

Running > 5k, Walking

Popcorn Days 5K Run/Walk - Ridgway, IL - running-12.png

Popcorn Days 5K Run/Walk

Ridgway, IL

Fri - Sep 12, 2025

Hedgehog Dash 5K/10K/13.1 CHICAGO/EVANSTON - Chicago, IL - genericImage-websiteLogo-247264-1738757492.2465-0.bNO1v0.png

Hedgehog Dash 5K/10K/13.1 CHICAGO/EVANSTON

Chicago, IL

Sat - Sep 13, 2025

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

National Chocolate Day: Run for Chocolates CHICAGO/EVANSTON - Chicago, IL - genericImage-websiteLogo-245684-1736915534.5077-0.bNHZPo.png

National Chocolate Day: Run for Chocolates CHICAGO/EVANSTON

Chicago, IL

Sat - Sep 13, 2025

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

Not Today DMD! - Roberts, IL - genericImage-websiteLogo-233772-1750276477.3798-0.bOuXL9.png

Not Today DMD!

Roberts, IL

Sat - Sep 13, 2025