Upcoming Races Near Darien, IL - Matching: Trail Races

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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

14th Annual Outrun the Cops 5K Run/Walk

Gurnee, IL

Saturday, June 27th, 2026

10K

Trail

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

McHenry Lakefront 5K & Kids Fun Run

McHenry, IL

Saturday, July 11th, 2026

Trail

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

Disability Awareness Walk, Run, Roll

Evanston, IL

Sunday, July 12th, 2026

Trail

View details for race Disability Awareness Walk, Run, Roll

Porter Fire's Stop, Drop and Run 5K

Porter, IN

Saturday, August 8th, 2026

Trail

View details for race Porter Fire's Stop, Drop and Run 5K

Bloom Alumni Cross Country Meet

Chicago Heights, IL

Saturday, August 15th, 2026

Trail

View details for race Bloom Alumni Cross Country Meet

Highlander Assault Obstacle Race

Mchenry, IL

Saturday, August 15th, 2026

15K

Trail

View details for race Highlander Assault Obstacle Race

Highlander Assault Obstacle Race

Pingree Grove, IL

Saturday, August 15th, 2026

15K

Trail

View details for race Highlander Assault Obstacle Race

Tails on the Trail 5K & 1-Mile Wag & Walk

Matteson, IL

Saturday, August 29th, 2026

1 Mile

Trail

View details for race Tails on the Trail 5K & 1-Mile Wag & Walk

Bully Blitz 5k Run 1k Walk

Wilmington, IL

Saturday, September 12th, 2026

1 Mile

Trail

View details for race Bully Blitz 5k Run 1k Walk

CHICAGO TRAIL RUNNING FESTIVAL

Beecher, IL

Saturday, September 12th, 2026

Trail

View details for race CHICAGO TRAIL RUNNING FESTIVAL

4th Annual Run for the Parks! 5K Run, Walk or Roll

Chicago, IL

Sunday, September 13th, 2026

1 Mile

Trail

View details for race 4th Annual Run for the Parks! 5K Run, Walk or Roll

St. Veronica 6k Run/Walk for Scholarships

Olympia Fields, IL

Sunday, September 20th, 2026

1 Mile

Trail

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

Bloomingdale Trail 5K

Chicago, IL

Saturday, September 26th, 2026

Trail

View details for race Bloomingdale Trail 5K

Sweet Ride | Bike • Run • Walk

Willow Springs, IL

Saturday, October 3rd, 2026

Trail

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

Boo Island - 5K Charity Run/Walk

Blue Island, IL

Saturday, October 3rd, 2026

Trail

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

Fire Zone 5k

Lockport, IL

Sunday, October 4th, 2026

Trail

View details for race Fire Zone 5k

Haunted Highlander Assault Trail Run

Mchenry, IL

Friday, October 23rd, 2026

Trail

View details for race Haunted Highlander Assault Trail Run

Haunted Highlander Assault Trail Run

Pingree Grove, IL

Friday, October 23rd, 2026

Trail

View details for race Haunted Highlander Assault Trail Run

Run for Your Life Race at Robinson Lake - 5K an...

Hobart, IN

Saturday, October 24th, 2026

1 Mile

Trail

View details for race Run for Your Life Race at Robinson Lake - 5K and Haunted Fun Run

Haunted Halloween Half Marathon & 5km

Chicago, IL

Sunday, October 25th, 2026

Half

Trail

View details for race Haunted Halloween Half Marathon & 5km

Duneland Half Marathon and 5K

Chesterton, IN

Sunday, October 25th, 2026

Half

Trail

View details for race Duneland Half Marathon and 5K

The Forge Trail Run Festival

Lemont, IL

Saturday, November 14th, 2026

10K

Half

Trail

View details for race The Forge Trail Run Festival

Winnetka Turkey Trot 2026

Winnetka, IL

Thursday, November 26th, 2026

Trail

Fast

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Resolution Run 6K

Olympia Fields, IL

Friday, January 1st, 2027

Trail

View details for race Resolution Run 6K

Fox Valley Winter Challenge Trail Series 5k/8k/10k

Batavia, IL

Saturday, January 23rd, 2027

10K

Trail

Fast

View details for race Fox Valley Winter Challenge Trail Series 5k/8k/10k

Fox Valley Winter Challenge Trail Series 5K

Batavia, IL

Saturday, January 23rd, 2027

Trail

View details for race Fox Valley Winter Challenge Trail Series 5K

Coffee Lover Run CHICAGO/EVANSTON

Chicago, IL

Saturday, January 30th, 2027

10K

Half

Trail

View details for race Coffee Lover Run CHICAGO/EVANSTON

Fox Valley Winter Challenge Trail Series 8K

Aurora, IL

Saturday, February 20th, 2027

Trail

View details for race Fox Valley Winter Challenge Trail Series 8K

Muddy Shamrock @ The Forge

Lemont, IL

Saturday, March 13th, 2027

Half

10K

Trail

View details for race Muddy Shamrock @ The Forge

Fox Valley Winter Challenge Trail Series 10K

St. Charles, IL

Sunday, March 14th, 2027

10K

Trail

View details for race Fox Valley Winter Challenge Trail Series 10K

F^3 Cap Sauers Trail Marathon & 10 Mile

Palos Hills, IL

Saturday, May 8th, 2027

Marathon

10 Miles

Trail

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

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