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143 Sleepy Hollow Il Races All Cities

North Shore Turkey Trot 5K, 10K and Kids' Trot - Highland Park, IL - 2782430400.jpg

North Shore Turkey Trot 5K, 10K and Kids' Trot

Highland Park, IL

Thu - Nov 27, 2025 @ 8:00 AM

Pilgrim Pie Run for Rotary - La Grange, IL - genericImage-websiteLogo-254858-1747841978.2134-0.bOlFo6.png

Pilgrim Pie Run for Rotary

La Grange, IL

Thu - Nov 27, 2025

Glenview Gobbler 5K Run/Walk and Dash - Glenview, IL - genericImage-websiteLogo-257559-1752700078.3673-0.bOEbsU.jpg

Glenview Gobbler 5K Run/Walk and Dash

Glenview, IL

Thu - Nov 27, 2025

Falcon 5K Turkey Trot - Avon, CT - genericImage-websiteLogo-260387-1755184472.8547-0.bONF1y.jpg

Falcon 5K Turkey Trot

Avon, CT

Thu - Nov 27, 2025

Edison Park Turkey Trot - Chicago, IL - genericImage-websiteLogo-261279-1756259258.6955-0.bORMo6.png

Edison Park Turkey Trot

Chicago, IL

Thu - Nov 27, 2025

St. Charles Turkey Trot 5K

St. Charles, IL

Thu - Nov 27, 2025

2025 Thanksgiving Trail Trot - Sheffield, IL - genericImage-websiteLogo-257120-1752174405.2799-0.bOCa9f.png

2025 Thanksgiving Trail Trot

Sheffield, IL

Thu - Nov 27, 2025

Run for Coffee Lovers 5K/10K/13.1 CHICAGO/EVANSTON - Chicago, IL - genericImage-websiteLogo-245802-1737012414.9201-0.bNIls-.png

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

Chicago, IL

Sat - Nov 29, 2025

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

Thanksgiving Turkey Gobble Trot 5K/10K/13.1 CHICAGO/EVANSTON - Chicago, IL - genericImage-websiteLogo-253006-1745452134.2347-0.bOcxXM.png

Thanksgiving Turkey Gobble Trot 5K/10K/13.1 CHICAGO/EVANSTON

Chicago, IL

Sat - Nov 29, 2025

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

The 66th Great River Road Run - Alton, IL - running-1.png

The 66th Great River Road Run

Alton, IL

Sat - Nov 29, 2025

Run for Coffee Lovers 5K/10K/13.1 DENVER/AURORA - Centennial, CO - genericImage-websiteLogo-245802-1737012414.9201-0.bNIls-.png

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

Centennial, CO

Sat - Nov 29, 2025

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

SRRL Merry Miles VI - La Salle, IL - genericImage-websiteLogo-240687-1759328716.481-0.bO3tNm.jpg

SRRL Merry Miles VI

La Salle, IL

Dec 1, 2025 - Dec 31, 2025

Santa Hustle Chicago - 5K, 10K, Kids Dash - Chicago, IL - 3145011.jpg

Santa Hustle Chicago - 5K, 10K, Kids Dash

Chicago, IL

Sat - Dec 06, 2025 @ 7:30 AM

The Triple C at Woolly Hollow - Greenbrier, AR - genericImage-websiteLogo-259545-1754447244.4577-0.bOKR2m.png

The Triple C at Woolly Hollow

Greenbrier, AR

Sat - Dec 06, 2025

Running > 5k, 1 mile, Obstacle Race

2025 Holly Jolly Jiggle - Oreana, IL - running-shoe-300px.bMjMog.png

2025 Holly Jolly Jiggle

Oreana, IL

Sat - Dec 06, 2025

Running > 5k, Walking

Reindeer Dash - Hampshire, IL - genericImage-websiteLogo-263273-1757959052.183-0.bOYfom.png

Reindeer Dash

Hampshire, IL

Sat - Dec 06, 2025

Catch Us If You Can - Gingerbread Race - Fairfield, IL - genericImage-websiteLogo-263962-1758651786.0089-0.bO0Uwk.png

Catch Us If You Can - Gingerbread Race

Fairfield, IL

Sat - Dec 06, 2025

Running > 1 mile, 5k, 10k, Walking

The Insane Candy Cane 5K Run - Batavia, IL - Insane-Candy-Cane-Reg-site-logos_200x200__2_.jpg

The Insane Candy Cane 5K Run

Batavia, IL

Sun - Dec 07, 2025 @ 8:30 AM

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Jingle Bell 5K - Irwin, PA - running-shoe-300px.bMjMog.png

Jingle Bell 5K

Irwin, PA

Sat - Dec 13, 2025

Running > 5k, Walking

Pere Marquette Endurance Trail Run - Grafton, IL - genericImage-websiteLogo-235001-1723638106.9722-0.bMVkfA.jpg

Pere Marquette Endurance Trail Run

Grafton, IL

Sat - Dec 13, 2025

Running > Obstacle Race

Geneseo Jingle Run - Geneseo, IL - running-6.png

Geneseo Jingle Run

Geneseo, IL

Sat - Dec 13, 2025

Santa Hustle Detroit

Shelby Twp, MI

Sat - Dec 13, 2025

Park Ridge Santa Stroll 5k - Stroll Mile - Jingle Jog - Park Ridge, IL - genericImage-websiteLogo-258771-1759417343.2594-0.bO3Pp_.png

Park Ridge Santa Stroll 5k - Stroll Mile - Jingle Jog

Park Ridge, IL

Sat - Dec 13, 2025

Running > 5k, 1 mile, Walking

Run Against Breast Cancer 5K/10K/13.1 DENVER/AURORA - Centennial, CO - genericImage-websiteLogo-247268-1738761764.5926-0.bNO2yK.png

Run Against Breast Cancer 5K/10K/13.1 DENVER/AURORA

Centennial, CO

Sat - Dec 13, 2025

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

Run Against Breast Cancer 5K/10K/13.1 CHICAGO/EVANSTON - Chicago, IL - genericImage-websiteLogo-247268-1738761764.5926-0.bNO2yK.png

Run Against Breast Cancer 5K/10K/13.1 CHICAGO/EVANSTON

Chicago, IL

Sat - Dec 13, 2025

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

A Merry Christmas Run 5K/10K/13.1 DENVER/AURORA - Centennial, CO - genericImage-websiteLogo-254167-1746841682.834-0.bOhRbs.png

A Merry Christmas Run 5K/10K/13.1 DENVER/AURORA

Centennial, CO

Sat - Dec 27, 2025

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

A Merry Christmas Run 5K/10K/13.1 CHICAGO/EVANSTON - Chicago, IL - genericImage-websiteLogo-254167-1746841682.834-0.bOhRbs.png

A Merry Christmas Run 5K/10K/13.1 CHICAGO/EVANSTON

Chicago, IL

Sat - Dec 27, 2025

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

SRRC Member Check In - Springfield, IL - genericImage-websiteLogo-253610-1746214941.3669-0.bOfsaD.png

SRRC Member Check In

Springfield, IL

Wed - Dec 31, 2025

Day 1 Run - Lake Zurich, IL - genericImage-websiteLogo-242415-1732464774.3119-0.bNq1cg.jpg

Day 1 Run

Lake Zurich, IL

Thu - Jan 01, 2026

2026 Port of San Diego Holiday Bowl Game Day 5K - San Diego, CA - 67903780-7349-4c3b-9e33-f2e24b06f720.png

2026 Port of San Diego Holiday Bowl Game Day 5K

San Diego, CA

Fri - Jan 02, 2026