Upcoming Races Near Sleepy Hollow, IL

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Chicagoland SCADaddle 5K Walk & Run for Research

Wheaton, IL

Friday, June 12th, 2026

View details for race Chicagoland SCADaddle 5K Walk & Run for Research

CAC Root Beer Float Run

Elk Grove Village, IL

Saturday, June 13th, 2026

View details for race CAC Root Beer Float Run

Plainfield American Legion 5K Charity Run

Plainfield, IL

Saturday, June 13th, 2026

Trail

View details for race Plainfield American Legion 5K Charity Run

CAC Root Beer Float Run

Hoffman Estates, IL

Saturday, June 13th, 2026

View details for race CAC Root Beer Float Run

BEAT THE BRIDGE 5K CHALLENGE - 1911 Initiative ...

Matteson, IL

Saturday, June 13th, 2026

View details for race BEAT THE BRIDGE 5K CHALLENGE - 1911 Initiative Scholarship run/walk

12th Annual Dash Around the Lake

Mundelein, IL

Saturday, June 13th, 2026

View details for race 12th Annual Dash Around the Lake

Lace Up 5K Run & Walk

Homer Glen, IL

Saturday, June 13th, 2026

View details for race Lace Up 5K Run & Walk

Minooka Summerfest 5k

Minooka, IL

Saturday, June 13th, 2026

View details for race Minooka Summerfest 5k

ENDO 2026 5K Fun Run/Walk

Chicago, IL

Sunday, June 14th, 2026

View details for race ENDO 2026 5K Fun Run/Walk

DASH for Detection

Chicago, IL

Sunday, June 14th, 2026

View details for race DASH for Detection

Skyhawk Shuffle

Johnsburg, IL

Sunday, June 14th, 2026

1 Mile

View details for race Skyhawk Shuffle

2026 Short Run Long Day 5k Run/Walk 26th Annual

Frankfort, IL

Wednesday, June 17th, 2026

View details for race 2026 Short Run Long Day 5k Run/Walk 26th Annual

Firefly Race Series

Lisle, IL

Friday, June 19th, 2026

View details for race Firefly Race Series

Olson's Ace Dad's Dash 5K

Park Ridge, IL

Saturday, June 20th, 2026

1 Mile

View details for race Olson's Ace Dad's Dash 5K

DC Estate Wine Run 5k

South Beloit, IL

Saturday, June 20th, 2026

View details for race DC Estate Wine Run 5k

Run for Their Lives 5K

Mokena, IL

Saturday, June 20th, 2026

View details for race Run for Their Lives 5K

Addison Park District POW! to Cancer 5K Run for...

Addison, IL

Saturday, June 20th, 2026

View details for race Addison Park District POW! to Cancer 5K Run for a Cure

JOURNEYS Run/Walk 2026

Palatine, IL

Saturday, June 20th, 2026

View details for race JOURNEYS Run/Walk 2026

5th Annual Love's Mile Kid Run & Fox Trot 5K

Bedford Park, IL

Saturday, June 20th, 2026

1 Mile

View details for race 5th Annual Love's Mile Kid Run & Fox Trot 5K

Pura Vida 5K Fun Run/Walk

Wood Dale, IL

Sunday, June 21st, 2026

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Daisy Dash 2026

Clarendon Hills, IL

Sunday, June 21st, 2026

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POLONIADA 5K RUN & WALK 2026

Elk Grove Village, IL

Sunday, June 21st, 2026

Fast

View details for race POLONIADA 5K RUN & WALK 2026

Firecracker 5k Fun Run

Cary, IL

Friday, June 26th, 2026

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Malta Tractor Trot

Malta, IL

Saturday, June 27th, 2026

View details for race Malta Tractor Trot

Homegrown Illinois Corn Stars & Stripes Half Ma...

Hoffman Estates, IL

Saturday, June 27th, 2026

Half

10K

View details for race Homegrown Illinois Corn Stars & Stripes Half Marathon, 10K & 5K

14th Annual Outrun the Cops 5K Run/Walk

Gurnee, IL

Saturday, June 27th, 2026

10K

View details for race 14th Annual Outrun the Cops 5K Run/Walk

Belvidere Heritage Days 5k

Belvidere, IL

Saturday, June 27th, 2026

View details for race Belvidere Heritage Days 5k

"Run the Ridge LAKE FRONT" Mary E. Smith 17th A...

Chicago, IL

Saturday, June 27th, 2026

View details for race "Run the Ridge LAKE FRONT" Mary E. Smith 17th Annual Brain Tumor Awareness 5K Event

Garfield Ridge Stars and Stripes 5K Run

Chicago, IL

Saturday, June 27th, 2026

View details for race Garfield Ridge Stars and Stripes 5K Run

The Universal Sole Summer Trail Challenge

Willow Springs, IL

Saturday, June 27th, 2026

10K

Trail

View details for race The Universal Sole Summer Trail Challenge

Move Beloit 2026

Beloit, WI

Saturday, June 27th, 2026

View details for race Move Beloit 2026

Shopiere Days Race

Beloit, WI

Saturday, June 27th, 2026

10K

View details for race Shopiere Days Race

Run the Runway at Chicago Executive Airport

Wheeling, IL

Saturday, June 27th, 2026

1 Mile

View details for race Run the Runway at Chicago Executive Airport

Firecracker 5k/1-Mile Fun Run

Kenosha, WI

Sunday, June 28th, 2026

1 Mile

View details for race Firecracker 5k/1-Mile Fun Run

Pleasant Prairie Triathlon

Pleasant Prairie, WI

Sunday, June 28th, 2026

View details for race Pleasant Prairie Triathlon

COREY CARES FOUNDATION WALK & RUN

Aurora, IL

Sunday, June 28th, 2026

View details for race COREY CARES FOUNDATION WALK & RUN

Orland Park Veterans Liberty Run/Walk

Orland Park, IL

Friday, July 3rd, 2026

1 Mile

View details for race Orland Park Veterans Liberty Run/Walk

DeKalb Park District Independence Day 5k/10k

Dekalb, IL

Saturday, July 4th, 2026

10K

View details for race DeKalb Park District Independence Day 5k/10k

Lifescape 4th of July Classic Run/Walk

Rockford, IL

Saturday, July 4th, 2026

1 Mile

View details for race Lifescape 4th of July Classic Run/Walk

Kishwauketoe 5K Cross Country Run

Williams Bay, WI

Saturday, July 4th, 2026

View details for race Kishwauketoe 5K Cross Country Run

Frontier Days Stampede Run

Arlington Heights, IL

Sunday, July 5th, 2026

10K

View details for race Frontier Days Stampede Run

Treat Trot Greater Chicago

Greater Chicago, IL

Sunday, July 5th, 2026

10K

15K

View details for race Treat Trot Greater Chicago

Treat Trot Greater Chicago

Aurora, IL

Sunday, July 5th, 2026

10K

15K

View details for race Treat Trot Greater Chicago

R2P Summer Series- Tinley

Tinley Park, IL

Thursday, July 9th, 2026

View details for race R2P Summer Series- Tinley

Mujeres on the Run

Chicago, IL

Saturday, July 11th, 2026

View details for race Mujeres on the Run

McHenry Lakefront 5K & Kids Fun Run

McHenry, IL

Saturday, July 11th, 2026

Trail

View details for race McHenry Lakefront 5K & Kids Fun Run

Byron Fest 5K & 1 Mile Fun Run

Byron, IL

Saturday, July 11th, 2026

1 Mile

View details for race Byron Fest 5K & 1 Mile Fun Run

Polka Run 5K

Chicago, IL

Sunday, July 12th, 2026

View details for race Polka Run 5K

Cardio Kidz Summer Running Series

Arlington Heights, IL

Sunday, July 12th, 2026

1 Mile

View details for race Cardio Kidz Summer Running Series

Disability Awareness Walk, Run, Roll

Evanston, IL

Sunday, July 12th, 2026

Trail

View details for race Disability Awareness Walk, Run, Roll

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