Upcoming Races Near Sleepy Hollow, IL

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9/11 Heroes Run - Chicago, Illinois

South Barrington, IL

Saturday, September 12th, 2026

1 Mile

View details for race 9/11 Heroes Run - Chicago, Illinois

Thin Mint Sprint 2026

Fox River Grove, IL

Saturday, September 12th, 2026

1 Mile

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Itasca Oktoberfast 5K

Itasca, IL

Saturday, September 12th, 2026

Fast

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Tunnel to Towers Climb - Chicago, IL

Chicago, IL

Saturday, September 12th, 2026

View details for race Tunnel to Towers Climb - Chicago, IL

5K Run, Walk & Roll-Celebration of Donation

Glen Ellyn, IL

Sunday, September 13th, 2026

1 Mile

View details for race 5K Run, Walk & Roll-Celebration of Donation

Women for Tomorrow 5k

Burlington, WI

Sunday, September 13th, 2026

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El Grito 5K Family Run/Walk

Chicago, IL

Sunday, September 13th, 2026

View details for race El Grito 5K Family Run/Walk

Healthy Kids Running Series Fall 2026 - Graysla...

Grayslake, IL

Sunday, September 13th, 2026

View details for race Healthy Kids Running Series Fall 2026 - Grayslake, IL

4th Annual Run for the Parks! 5K Run/Walk

Chicago, IL

Sunday, September 13th, 2026

1 Mile

Trail

View details for race 4th Annual Run for the Parks! 5K Run/Walk

RUN FOR UKRAINE

Wheeling, IL

Sunday, September 13th, 2026

View details for race RUN FOR UKRAINE

Healthy Kids Running Series Fall 2026 - Lombard...

Lombard, IL

Sunday, September 13th, 2026

View details for race Healthy Kids Running Series Fall 2026 - Lombard/Glen Ellyn, IL

Miles for Manufacturing 5k and 1 Mile Walk

Chicago, IL

Wednesday, September 16th, 2026

1 Mile

View details for race Miles for Manufacturing 5k and 1 Mile Walk

Glow in the Garden 5k

Rockford, IL

Friday, September 18th, 2026

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Race to Recycle

South Beloit, IL

Saturday, September 19th, 2026

1 Mile

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Run Like a Diva

Chicago , IL

Saturday, September 19th, 2026

Half

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Divas Chicago Half Marathon & 5k

Chicago, IL

Saturday, September 19th, 2026

Half

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Blue Bridges 5K

Blue Island, IL

Saturday, September 19th, 2026

View details for race Blue Bridges 5K

Tiger 10 Miler - 9th Annual Trail Race Presente...

Byron, IL

Saturday, September 19th, 2026

10 Miles

Trail

View details for race Tiger 10 Miler - 9th Annual Trail Race Presented by Byron Bank

Run Like A Diva

Chicago, IL

Saturday, September 19th, 2026

Half

View details for race Run Like A Diva

Raising Sickle Cell Awareness 1 Mile At A Time!...

Chicago, IL

Saturday, September 19th, 2026

View details for race Raising Sickle Cell Awareness 1 Mile At A Time! Annual 1K/5K Walk, Jog or Run for a Cure!

Still Standing

Elgin, IL

Saturday, September 19th, 2026

1 Mile

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Busse Woods 20 Miler - 7:00a.m.

Elk Grove Village, IL

Saturday, September 19th, 2026

Ultra

View details for race Busse Woods 20 Miler - 7:00a.m.

12th Annual Christmas Without Cancer 5k Run/Wal...

Evergreen Park, IL

Saturday, September 19th, 2026

View details for race 12th Annual Christmas Without Cancer 5k Run/Walk (In-Person OR Virtual)

Heritage Fest 10k

West Dundee, IL

Saturday, September 19th, 2026

10K

1 Mile

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Better Than Yesterday 5K

Aurora, IL

Sunday, September 20th, 2026

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5K Fun Run/Walk

Glenview, IL

Sunday, September 20th, 2026

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Headless Horseman Hussle

Sleepy Hollow, IL

Sunday, September 20th, 2026

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Healthy Kids Running Series Fall 2026 - Liberty...

Libertyville, IL

Sunday, September 20th, 2026

View details for race Healthy Kids Running Series Fall 2026 - Libertyville, IL

Spartan Sprint 5K & Family Fun Run

Elgin, IL

Sunday, September 20th, 2026

View details for race Spartan Sprint 5K & Family Fun Run

Healthy Kids Running Series Fall 2026 - Morris, IL

Morris, IL

Sunday, September 20th, 2026

View details for race Healthy Kids Running Series Fall 2026 - Morris, IL

2026 D54 Education Foundation Run to Read

Schaumburg, IL

Sunday, September 20th, 2026

1 Mile

View details for race 2026 D54 Education Foundation Run to Read

Stone Bridge Half Marathon and 5k

Roscoe, IL

Saturday, September 26th, 2026

Half

Trail

Fast

View details for race Stone Bridge Half Marathon and 5k

LCSPTF 14th Annual 5K

Grayslake, IL

Saturday, September 26th, 2026

View details for race LCSPTF 14th Annual 5K

Bloomingdale Trail 5K

Chicago, IL

Saturday, September 26th, 2026

Trail

View details for race Bloomingdale Trail 5K

Race to Cure Sarcoma Chicago

Chicago, IL

Saturday, September 26th, 2026

View details for race Race to Cure Sarcoma Chicago

1st Annual Coqui 5K Run/Walk

Aurora, IL

Saturday, September 26th, 2026

View details for race 1st Annual Coqui 5K Run/Walk

Lawndale 5K

Chicago, IL

Saturday, September 26th, 2026

View details for race Lawndale 5K

I’m Here for the Food (Pantry) 5k

Elk Grove Village, IL

Saturday, September 26th, 2026

View details for race I’m Here for the Food (Pantry) 5k

St. Jude Walk-Chicago

Brookfield, IL

Saturday, September 26th, 2026

View details for race St. Jude Walk-Chicago

DeKalb Corn Classic

DeKalb, IL

Sunday, September 27th, 2026

10K

View details for race DeKalb Corn Classic

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

Greater Chicago, IL

Sunday, September 27th, 2026

1 Mile

10K

View details for race Golden Harvest Half Marathon & 5k/10k - Greater Chicago

Northwest CASA Pumpkin Dash 5k / 10k

Elk Grove Village, IL

Sunday, September 27th, 2026

10K

View details for race Northwest CASA Pumpkin Dash 5k / 10k

2026 Chi-Care 5K Run/Walk

Chicago, IL

Sunday, September 27th, 2026

View details for race 2026 Chi-Care 5K Run/Walk

Soph's Legacy Loop - In the Clouds

Lockport, IL

Sunday, September 27th, 2026

1 Mile

View details for race Soph's Legacy Loop - In the Clouds

Lester Fun Run 2025

Downers Grove, IL

Sunday, September 27th, 2026

1 Mile

View details for race Lester Fun Run 2025

F3 Naperville 5K Run & Walk

Warrenville, IL

Sunday, September 27th, 2026

View details for race F3 Naperville 5K Run & Walk

Healthy Kids Running Series Fall 2026 - La Gran...

Countryside, IL

Sunday, September 27th, 2026

View details for race Healthy Kids Running Series Fall 2026 - La Grange/Countryside, IL

Plainfield Harvest Run 5k/10k & Kids Miler

Plainfield, IL

Sunday, September 27th, 2026

1 Mile

10K

View details for race Plainfield Harvest Run 5k/10k & Kids Miler

Hops for Hope 5K & BrewFest Presented by 93 Oct...

St. Charles, IL

Saturday, October 3rd, 2026

View details for race Hops for Hope 5K & BrewFest Presented by 93 Octane Brewery 2026

Long Grove's Oktoberfest Half Marathon, 10K & 5K

Long Grove, IL

Saturday, October 3rd, 2026

Half

10K

View details for race Long Grove's Oktoberfest Half Marathon, 10K & 5K

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