Upcoming Races Near Sycamore, IL in May, 2026

Name: Waubonsee Foundation Trail Run
Start: 2026-05-30
End: 2026-05-30
Location: Sugar Grove

Byron Rocks 5k & 10k

Byron, IL

Saturday, May 2nd, 2026

Featured

10K

View details for race Byron Rocks 5k & 10k

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HOH5K Run/Walk/Roll benefitting the D28 Homer O...

Northbrook, IL

Saturday, May 2nd, 2026

View details for race HOH5K Run/Walk/Roll benefitting the D28 Homer O. Harvey Scholarship Fund

Fight Hunger 10K, 5K + 1 Mile Fun Run

Wheaton, IL

Saturday, May 2nd, 2026

10K

1 Mile

View details for race Fight Hunger 10K, 5K + 1 Mile Fun Run

EmpoweRun / Walk 5K

Libertyville, IL

Saturday, May 2nd, 2026

View details for race EmpoweRun / Walk 5K

Steck Elementary School Fun Run

Aurora, IL

Saturday, May 2nd, 2026

1 Mile

View details for race Steck Elementary School Fun Run

Jacobs Farm Charity Fun Run

Streamwood, IL

Saturday, May 2nd, 2026

View details for race Jacobs Farm Charity Fun Run

The Universal Sole Spring Trail Challenge

Willow Springs, IL

Saturday, May 2nd, 2026

Trail

View details for race The Universal Sole Spring Trail Challenge

Hanover Township Sprint 2 Spring 5k

Elgin, IL

Saturday, May 2nd, 2026

View details for race Hanover Township Sprint 2 Spring 5k

Miles for Smiles 5K

Mchenry, IL

Saturday, May 2nd, 2026

View details for race Miles for Smiles 5K

Insight Y.O.B Walk-A-Thon 2026

Berkeley, IL

Saturday, May 2nd, 2026

View details for race Insight Y.O.B Walk-A-Thon 2026

OUTLAST CHICAGO

Palatine, IL

Saturday, May 2nd, 2026

Trail

View details for race OUTLAST CHICAGO

Historic Highway Hustle - Rt. 66

Joliet, IL

Sunday, May 3rd, 2026

View details for race Historic Highway Hustle - Rt. 66

Chicagoland Spring Marathon, Half Marathon & 10K

Schaumburg, IL

Sunday, May 3rd, 2026

Marathon

Half

10K

View details for race Chicagoland Spring Marathon, Half Marathon & 10K

Tailwagger Trot

Lisle, IL

Sunday, May 3rd, 2026

View details for race Tailwagger Trot

Starved Rock Country Marathon

Ottawa, IL

Saturday, May 9th, 2026

Marathon

Half

10K

Fast

View details for race Starved Rock Country Marathon

Ribbons of Hope 5k

New Lenox, IL

Saturday, May 9th, 2026

1 Mile

View details for race Ribbons of Hope 5k

F^3 Cap Sauers Trail Marathon & 10 Mile

Palos Hills, IL

Saturday, May 9th, 2026

Marathon

10 Miles

Trail

View details for race F^3 Cap Sauers Trail Marathon & 10 Mile

Stars & Spikes: Totally Rad 5k

Lombard, IL

Saturday, May 9th, 2026

1 Mile

View details for race Stars & Spikes: Totally Rad 5k

Miles for the Military 5k

Lombard, IL

Saturday, May 9th, 2026

1 Mile

View details for race Miles for the Military 5k

Quarryman Challenge

Lemont, IL

Saturday, May 9th, 2026

10 Miles

View details for race Quarryman Challenge

August Hill Wine Run 5k

Utica, IL

Saturday, May 9th, 2026

View details for race August Hill Wine Run 5k

Pink 5k Oak Brook Park District

Oak Brook, IL

Saturday, May 9th, 2026

View details for race Pink 5k Oak Brook Park District

Barrington Mother's Day 5K Run/Walk

Barrington, IL

Sunday, May 10th, 2026

View details for race Barrington Mother's Day 5K Run/Walk

Family Service Association 5k

Elgin, IL

Saturday, May 16th, 2026

Trail

View details for race Family Service Association 5k

Annual Super Hero Shuffle 5k/10k Run/walk

Lake Geneva, WI

Saturday, May 16th, 2026

10K

1 Mile

Trail

View details for race Annual Super Hero Shuffle 5k/10k Run/walk

BeACTIVE

Joliet, IL

Saturday, May 16th, 2026

View details for race BeACTIVE

Run for D103 5K Run/Walk

Lincolnshire, IL

Saturday, May 16th, 2026

View details for race Run for D103 5K Run/Walk

2026 LOGOS MISSIONS RUN FOR LOVE

Glenview, IL

Saturday, May 16th, 2026

View details for race 2026 LOGOS MISSIONS RUN FOR LOVE

Spirits Run on the Rocks a Waukegan 5k

Waukegan, IL

Saturday, May 16th, 2026

View details for race Spirits Run on the Rocks a Waukegan 5k

Wheel Run for Meals

Beloit, WI

Saturday, May 16th, 2026

10K

Fast

View details for race Wheel Run for Meals

2026 Harlem Huskie Hustle 5K Walk/Run & 1 Mile ...

Machesney Park, IL

Saturday, May 16th, 2026

1 Mile

View details for race 2026 Harlem Huskie Hustle 5K Walk/Run & 1 Mile Walk/Run and Kids Fun Run

5k for Hopeful Beginnings

Palatine, IL

Sunday, May 17th, 2026

View details for race 5k for Hopeful Beginnings

Dash for the Dogs 13th Annual 5K Run/Walk

Barrington, IL

Sunday, May 17th, 2026

1 Mile

View details for race Dash for the Dogs 13th Annual 5K Run/Walk

2026 Willard 5k Fun Run

River Forest, IL

Sunday, May 17th, 2026

View details for race 2026 Willard 5k Fun Run

Darien Dash

Darien, IL

Sunday, May 17th, 2026

10K

1 Mile

View details for race Darien Dash

5th Annual Walk for Wellness

Fontana, WI

Friday, May 22nd, 2026

View details for race 5th Annual Walk for Wellness

Frontline OCR

Byron, IL

Saturday, May 23rd, 2026

10K

1 Mile

View details for race Frontline OCR

Western Springs Tower Trot

Western Springs, IL

Saturday, May 23rd, 2026

10K

Ultra

View details for race Western Springs Tower Trot

The Memorial 5K

Lake Barrington, IL

Sunday, May 24th, 2026

View details for race The Memorial 5K

Clayton's Tap Spirits Run

Morris, IL

Sunday, May 24th, 2026

View details for race Clayton's Tap Spirits Run

Cooper's Hawk Wine Run 5k

New Lenox, IL

Sunday, May 24th, 2026

View details for race Cooper's Hawk Wine Run 5k

Race To the Flag

Westmont, IL

Sunday, May 24th, 2026

View details for race Race To the Flag

Ruck It 2

Yorkville, IL

Sunday, May 24th, 2026

View details for race Ruck It 2

Nina LeCuyer Memorial 5K

Sheridan, IL

Monday, May 25th, 2026

View details for race Nina LeCuyer Memorial 5K

Studio Wine Run 5k

Lake Geneva, WI

Monday, May 25th, 2026

View details for race Studio Wine Run 5k

HAA 3K FUN RUN

Deerfield, IL

Friday, May 29th, 2026

View details for race HAA 3K FUN RUN

Brookfield Zoo Chicago Dino Dash

Brookfield, IL

Saturday, May 30th, 2026

View details for race Brookfield Zoo Chicago Dino Dash

Foam Glow | Chicago 2026

Bridgeview, IL

Saturday, May 30th, 2026

View details for race Foam Glow | Chicago 2026

Run the Hills 5k

Barrington, IL

Saturday, May 30th, 2026

View details for race Run the Hills 5k

Waubonsee Foundation Trail Run

Sugar Grove, IL

Saturday, May 30th, 2026

10K

View details for race Waubonsee Foundation Trail Run

Explore more in Sycamore, IL

Distances:

5K 10K Half Marathon Marathon

Months:

April May June

Tags:

Trail Boston Qualifiers Fast Courses

State:

All Illinois races

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