Upcoming 5K 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

BEAT THE BRIDGE 5K CHALLENGE - Scholarship run/...

Matteson, IL

Saturday, June 13th, 2026

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

12th Annual Dash Around the Lake

Mundelein, IL

Saturday, June 13th, 2026

View details for race 12th Annual Dash Around the Lake

CAC Root Beer Float Run

Elk Grove Village, IL

Saturday, June 13th, 2026

View details for race CAC Root Beer Float Run

Minooka Summerfest 5k

Minooka, IL

Saturday, June 13th, 2026

View details for race Minooka Summerfest 5k

Lace Up 5K Run, Walk and Kids 100 Yard Dash

Homer Glen, IL

Saturday, June 13th, 2026

View details for race Lace Up 5K Run, Walk and Kids 100 Yard Dash

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

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ENDO 5K Fun Run/Walk

Chicago, IL

Sunday, June 14th, 2026

View details for race ENDO 5K Fun Run/Walk

Skyhawk Shuffle

Johnsburg, IL

Sunday, June 14th, 2026

1 Mile

View details for race Skyhawk Shuffle

DASH for Detection

Chicago, IL

Sunday, June 14th, 2026

View details for race DASH for Detection

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

Run for Their Lives 5K

Mokena, IL

Saturday, June 20th, 2026

View details for race Run for Their Lives 5K

DC Estate Wine Run 5k

South Beloit, IL

Saturday, June 20th, 2026

View details for race DC Estate Wine Run 5k

5th Annual Fox Trot 5K

Bedford Park, IL

Saturday, June 20th, 2026

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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

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

POLONIADA 5K RUN & WALK 2026

Elk Grove Village, IL

Sunday, June 21st, 2026

Fast

View details for race POLONIADA 5K RUN & WALK 2026

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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Firecracker 5k Fun Run

Cary, IL

Friday, June 26th, 2026

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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

"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

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

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

Garfield Ridge Stars and Stripes 5K Run

Chicago, IL

Saturday, June 27th, 2026

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

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

Move Beloit 2026

Beloit, WI

Saturday, June 27th, 2026

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Malta Tractor Trot

Malta, IL

Saturday, June 27th, 2026

View details for race Malta Tractor Trot

Belvidere Heritage Days 5k

Belvidere, IL

Saturday, June 27th, 2026

View details for race Belvidere Heritage Days 5k

Shopiere Days Race

Beloit, WI

Saturday, June 27th, 2026

10K

View details for race Shopiere Days Race

Firecracker 5k/1-Mile Fun Run

Kenosha, WI

Sunday, June 28th, 2026

1 Mile

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

Kishwauketoe 5K Cross Country Run

Williams Bay, WI

Saturday, July 4th, 2026

View details for race Kishwauketoe 5K Cross Country Run

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

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

Frontier Days Stampede Run

Arlington Heights, IL

Sunday, July 5th, 2026

10K

View details for race Frontier Days Stampede 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

Mujeres on the Run

Chicago, IL

Saturday, July 11th, 2026

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McHenry Lakefront 5K & Kids Fun Run

McHenry, IL

Saturday, July 11th, 2026

Trail

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Polka Run 5K

Chicago, IL

Sunday, July 12th, 2026

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Disability Awareness Walk, Run, Roll

Evanston, IL

Sunday, July 12th, 2026

Trail

View details for race Disability Awareness Walk, Run, Roll

Stan's Donut Race

Chicago, IL

Saturday, July 18th, 2026

10K

1 Mile

View details for race Stan's Donut Race

Run for the Dogs 5k - Aurora

Aurora, IL

Saturday, July 18th, 2026

View details for race Run for the Dogs 5k - Aurora

Christmas in July Half Marathon and 5K (Chicago...

Elk Grove Village, IL

Saturday, July 18th, 2026

Half

View details for race Christmas in July Half Marathon and 5K (Chicago area)

Chicago Chinatown 5K Run

Chicago, IL

Saturday, July 18th, 2026

View details for race Chicago Chinatown 5K Run

Rhythm of the Heart 5k Race & Walk

Loves Park, IL

Saturday, July 25th, 2026

View details for race Rhythm of the Heart 5k Race & Walk

Fulton Market Loop Da Loop 5k

Chicago, IL

Sunday, July 26th, 2026

View details for race Fulton Market Loop Da Loop 5k

PSRR Free 5K Run/Walk

Shorewood, IL

Saturday, August 1st, 2026

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