242 Upcoming 5K Races Near Highwood, IL

Diplo's Run Club Chicago

Chicago, IL

Saturday, October 3rd, 2026

Featured

Code:FTR10

View details for race Diplo's Run Club Chicago

Willow House Walk and 5K Run For Hope

Libertyville, IL

Sunday, September 20th, 2026

View details for race Willow House Walk and 5K Run For Hope

D67 Dash 5K Run/Walk

Morton Grove, IL

Sunday, September 20th, 2026

View details for race D67 Dash 5K Run/Walk

Better Than Yesterday 5K

Aurora, IL

Sunday, September 20th, 2026

View details for race Better Than Yesterday 5K

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Headless Horseman Hussle

Sleepy Hollow, IL

Sunday, September 20th, 2026

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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

RACE TO WRIGLEY 5K CHARITY RUN PRESENTED BY AbbVie

Chicago, IL

Sunday, September 20th, 2026

View details for race RACE TO WRIGLEY 5K CHARITY RUN PRESENTED BY AbbVie

Spartan Sprint 5K & Family Fun Run

Elgin, IL

Sunday, September 20th, 2026

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Race to Zero

Libertyville, IL

Sunday, September 20th, 2026

1 Mile

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Beignet 5K

Geneva, IL

Thursday, September 24th, 2026

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Lake County Suicide Prevention Task Force 14th ...

Grayslake, IL

Saturday, September 26th, 2026

View details for race Lake County Suicide Prevention Task Force 14th Annual 5K Walk/Run for Awareness and Suicide Prevention

Race to Cure Sarcoma Chicago

Chicago, IL

Saturday, September 26th, 2026

View details for race Race to Cure Sarcoma Chicago

Lawndale 5K

Chicago, IL

Saturday, September 26th, 2026

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Northbrook District 27 PTA 5K, 1 Mile and Kid's...

Northbrook, IL

Saturday, September 26th, 2026

1 Mile

View details for race Northbrook District 27 PTA 5K, 1 Mile and Kid's Dash

The Single & Mingle 5K at the VFW

Warrenville, IL

Saturday, September 26th, 2026

View details for race The Single & Mingle 5K at the VFW

District 112 FUNd Run and Family Walk

Highland Park, IL

Saturday, September 26th, 2026

1 Mile

Trail

View details for race District 112 FUNd Run and Family Walk

Bloomingdale Trail 5K

Chicago, IL

Saturday, September 26th, 2026

Trail

View details for race Bloomingdale Trail 5K

St. Jude Walk-Chicago

Brookfield, IL

Saturday, September 26th, 2026

View details for race St. Jude Walk-Chicago

1st Annual Coqui 5K Run/Walk

Aurora, IL

Saturday, September 26th, 2026

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

Our Fallen Hero 5K Run/Walk in Memory of PFC Aa...

Mokena, IL

Saturday, September 26th, 2026

View details for race Our Fallen Hero 5K Run/Walk in Memory of PFC Aaron Toppen

Moraine Hills Run for the Hills

McHenry, IL

Saturday, September 26th, 2026

Half

10K

Trail

View details for race Moraine Hills Run for the Hills

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

F3 Naperville 5K Run & Walk

Warrenville, IL

Sunday, September 27th, 2026

View details for race F3 Naperville 5K Run & Walk

2026 Chi-Care 5K Run/Walk

Chicago, IL

Sunday, September 27th, 2026

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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

The "Oui" Run 5K

Chicago, IL

Sunday, September 27th, 2026

View details for race The "Oui" Run 5K

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

4th Annual Ted's Run 5k

Racine, WI

Sunday, September 27th, 2026

View details for race 4th Annual Ted's Run 5k

Lester Fun Run 2025

Downers Grove, IL

Sunday, September 27th, 2026

1 Mile

View details for race Lester Fun Run 2025

Montgomery River Run 2026

Montgomery, IL

Saturday, October 3rd, 2026

10K

View details for race Montgomery River Run 2026

Panting Four Paws

Crystal Lake, IL

Saturday, October 3rd, 2026

10K

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Chasing Our Dreams

Palos Heights, IL

Saturday, October 3rd, 2026

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Boo Island - 5K Charity Run/Walk

Blue Island, IL

Saturday, October 3rd, 2026

Trail

View details for race Boo Island - 5K Charity Run/Walk

3rd Annual Downers Grove, IL Ostomy 5k

Downers Grove, IL

Saturday, October 3rd, 2026

View details for race 3rd Annual Downers Grove, IL Ostomy 5k

Haunted Wine Run 5k at Busse Woods

Elk Grove Village, IL

Saturday, October 3rd, 2026

Fast

View details for race Haunted Wine Run 5k at Busse Woods

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

Angels Against Abuse 5K Walk/Run

Romeoville, IL

Saturday, October 3rd, 2026

View details for race Angels Against Abuse 5K Walk/Run

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

Sweet Ride | Bike • Run • Walk

Willow Springs, IL

Saturday, October 3rd, 2026

Trail

View details for race Sweet Ride | Bike • Run • Walk

Wisconsin Cheese Run

Muskego, WI

Saturday, October 3rd, 2026

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Monster Mash

Batavia, IL

Sunday, October 4th, 2026

10K

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Fire Zone 5k

Lockport, IL

Sunday, October 4th, 2026

Trail

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Chicago - HFTC 5k

Chicago, IL

Sunday, October 4th, 2026

View details for race Chicago - HFTC 5k

13th Annual Head for the Cure 5K - Chicago

Chicago, IL

Sunday, October 4th, 2026

View details for race 13th Annual Head for the Cure 5K - Chicago

2026 Lemons of Love Pink Lemonade 5K Run/Walk

Mount Prospect, IL

Sunday, October 4th, 2026

View details for race 2026 Lemons of Love Pink Lemonade 5K Run/Walk

Cheesy Pretzel 5K and 1 Mile Walk

Bolingbrook, IL

Sunday, October 4th, 2026

1 Mile

View details for race Cheesy Pretzel 5K and 1 Mile Walk

Care4 Breast Cancer Hybrid 5K

Woodstock, IL

Saturday, October 10th, 2026

View details for race Care4 Breast Cancer Hybrid 5K

12th Annual Harvest Hustle 5K

Niles, IL

Saturday, October 10th, 2026

View details for race 12th Annual Harvest Hustle 5K

We Love Teachers 5K - Chicago

Elk Grove Village, IL

Saturday, October 10th, 2026

View details for race We Love Teachers 5K - Chicago

El Trote De Las Calacas

Elgin, IL

Saturday, October 10th, 2026

View details for race El Trote De Las Calacas

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