Upcoming Races Near Winnetka, IL - Matching: Trail Races

Name: F^3 Cap Sauers Trail Marathon & 10 Mile
Start: 2026-05-09
End: 2026-05-09
Location: Palos Hills

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Go for Gary 5k: Family Fun Run

Gary, IN

Saturday, September 6th, 2025

Trail

View details for race Go for Gary 5k: Family Fun Run

National Chocolate Day: Run for Chocolates CHIC...

Chicago, IL

Saturday, September 13th, 2025

10K

Half

Trail

View details for race National Chocolate Day: Run for Chocolates CHICAGO/EVANSTON

3rd Annual Run for the Parks! 5K Run, Walk or Roll

Chicago, IL

Sunday, September 14th, 2025

1 Mile

Trail

View details for race 3rd Annual Run for the Parks! 5K Run, Walk or Roll

St. Veronica 6k Run/Walk for Scholarships

Olympia Fields, IL

Sunday, September 21st, 2025

1 Mile

Trail

View details for race St. Veronica 6k Run/Walk for Scholarships

National Singles Day: Singles & Friends Running...

Chicago, IL

Saturday, September 27th, 2025

10K

Half

Trail

View details for race National Singles Day: Singles & Friends Running Club CHICAGO/EVANSTON

National Coffee Day: Run for Coffee CHICAGO/EVA...

Chicago, IL

Saturday, September 27th, 2025

10K

Half

Trail

View details for race National Coffee Day: Run for Coffee CHICAGO/EVANSTON

District 112 FUNd Run and Family Walk

Highland Park, IL

Saturday, September 27th, 2025

1 Mile

Trail

View details for race District 112 FUNd Run and Family Walk

Bloomingdale Trail 5K

Chicago, IL

Saturday, September 27th, 2025

Trail

View details for race Bloomingdale Trail 5K

Sweet Ride | Bike • Run • Walk

Willow Springs, IL

Saturday, October 4th, 2025

Trail

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

Fall Trail Classic 2.0

Marengo, IL

Saturday, October 4th, 2025

1 Mile

Trail

View details for race Fall Trail Classic 2.0

Fire Zone 5k

Lockport, IL

Sunday, October 5th, 2025

Trail

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Farmer Ken's Pumpkin Dash 5K

Franksville, WI

Sunday, October 5th, 2025

Trail

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Field Station Frenzy Trail Run & Walk 5K

Porter, IN

Sunday, October 5th, 2025

Trail

View details for race Field Station Frenzy Trail Run & Walk 5K

Larry St. Onge Memorial Run to Benefit Others

Wheaton, IL

Saturday, October 11th, 2025

10K

Trail

View details for race Larry St. Onge Memorial Run to Benefit Others

22nd Annual This Run's For Jack 2025

Glen Ellyn, IL

Sunday, October 19th, 2025

Trail

View details for race 22nd Annual This Run's For Jack 2025

1st Annual - Run for Your Life Race at Robinson...

Hobart, IN

Saturday, October 25th, 2025

1 Mile

Trail

View details for race 1st Annual - Run for Your Life Race at Robinson Lake

Haunted Halloween Half Marathon & 5km

Chicago, IL

Sunday, October 26th, 2025

Half

Trail

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Duneland Half Marathon and 5K

Chesterton, IN

Sunday, October 26th, 2025

Half

Trail

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Bristol Woods Trail Run

Bristol, WI

Saturday, November 1st, 2025

Trail

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Fast Track Cross Country Presented by Xtra Mile...

Schaumburg, IL

Sunday, November 9th, 2025

Trail

Fast

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Abominable Trail Race

Lake Geneva, WI

Saturday, November 15th, 2025

15K

Ultra

Trail

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The Forge Trail Run Festival

Lemont, IL

Saturday, November 15th, 2025

10K

Half

Trail

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Winnetka Turkey Trot 2025

Winnetka, IL

Thursday, November 27th, 2025

Trail

Fast

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Urbano's Resolution Run 5K

Highland, IN

Wednesday, December 31st, 2025

Trail

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Resolution Run 6K

Olympia Fields, IL

Thursday, January 1st, 2026

Trail

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Abominable Snow Race

Lake Geneva, WI

Saturday, January 31st, 2026

10K

Trail

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Muddy Shamrock @ The Forge

Lemont, IL

Saturday, March 14th, 2026

Half

10K

Trail

View details for race Muddy Shamrock @ The Forge

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

Explore more in Winnetka, IL

Distances:

5K 10K Half Marathon Marathon

Months:

August September October

Tags:

Trail Boston Qualifiers Fast Courses

State:

All Illinois races

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