Trail Runs in Illinois 2026 | Upcoming Races & Dates

Historic Elkhart Hill Trail Run

Sat, Jul 18 · Elkhart, IL Elkhart

5K Trail Run

From $30 Open Closing Soon

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Central Illinois Summer Trail Series #3

Fri, Aug 7 · Washington, IL Washington

Farmdale 5 mileFarmdale 5 mile Bundle

From $25 Open Closing Soon

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The Next Loop Endurance Series | Deer Grove East

Sat, Aug 8 · Palatine, IL Palatine

The Next Loop Endurance Series 5K, 10K, 1/2 Marathon, Marathon, 50K

From $90 Open

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To the Max Obstacle Challenge

Sun, Aug 9 · Normal, IL Normal

1:00PM: 9-10 year olds (COMPETITIVE)12:45PM: 11-12 year olds (COMPETITIVE)12:45PM: 13-14 year olds (COMPETITIVE) +8

From $25 Open Closing Soon 20 spots left

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Highlander Assault Obstacle Race

Sat, Aug 15 · Pingree Grove, IL Pingree Grove

Family Frenzy 3k (2:00)5k Open Heat (9:30)5k Elite Heat (7:00) +36

From $40 Open 50 spots left

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The Next Loop Endurance Series - Busse Woods

Sat, Aug 15 · Elk Grove Village, IL Elk Grove Village

The Next Loop Endurance Series 5K, 10K, 1/2 Marathon, Marathon, 50K

From $90 Open

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Shawnee Hills Trail Races

Sat, Aug 22 · Ozark, IL Ozark

Half MarathonNight 50K50K +3

From $0 Closed

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Comlara 12 Hour Sunrise-Sunset, 6 Hour, 3 Hour and Hour of Power Trail Run

Sat, Aug 22 · Hudson, IL Hudson

Come as you are 1 hour trail runBreakfast Club 3 hour trail runSummer Siesta 6 hour trail run +3

From $15 Open

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The Next Loop Endurance Series | Half Day Forest Preserve

Sat, Aug 29 · Vernon Hills, IL Vernon Hills

The Next Loop Endurance Series 5K, 10K, 1/2 Marathon, Marathon, 50K

From $90 Open

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Big Horse Vineyards 5K

Sun, Aug 30 · Lewistown, IL Lewistown

Beer Mile (Individual)Beer Mile (Team Relay)5K - Fun Run (Individuals and Teams) +2

From $20 Open

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Hobo Trail Runs 10k-25k-50k

Fri, Sep 11 · Rockford, IL Rockford

NO Swag 10k Option - Hobo Coyote Howl "Nite" 10k Trail RunHobo Coyote Howl "Nite" 10k Trail RunHobo 25k Trail Run (to pick either the Saturday or Sunday 25k) +7

From $30 Open

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CHICAGO TRAIL RUNNING FESTIVAL

Sat, Sep 12 · Beecher, IL Beecher

5K10K10K RUCK +3

From $40 Open 20 spots left

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Rocky Ledges 5K/10K Trail Run/Walk

Sat, Sep 12 · Makanda, IL Makanda

5K Trail Run/Walk10K Trail Run/Walk

From $30 Open

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CHICAGO - TRAIL RUNNING FESTIVAL

Sat, Sep 12 · Beecher, IL Beecher

5K10K10K RUCK +3

From $50 Open

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Tiger 10 Miler - 9th Annual Trail Race Presented by Byron Bank

Sat, Sep 19 · Byron, IL Byron

Tiger 10 Miler- 9th Annual Trail Race

From $60 Open

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Autumn Leaf Run

Sat, Oct 3 · Freeport, IL Freeport

Autumn Leaf Run

From $25 Closed

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Haunted Highlander Assault Trail Run

Fri, Oct 23 · Pingree Grove, IL Pingree Grove

5k Heat (8:45)5k Heat (8:45)5k Heat (9:00) +14

From $50 Open 50 spots left

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OUTLAST CHICAGO

Sat, Oct 24 · Palatine, IL Palatine

6 Hour Challenge - Saturday6 Hour Challenge - Sunday6 Hour Challenge - Saturday +1

From $90 Open Closing Soon

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Allerton Park Trail Run

Sun, Oct 25 · Monticello, IL Monticello

2 Mile Nature Walk5.7 Mile Trail RunVIRTUAL 5.7 Mile Trail Run

From $30 Open

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The Forge Trail Run Festival

Sat, Nov 14 · Lemont, IL Lemont

10K20K (Half Marathon)30K +1

From $45 Open

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Da Deer Run Run

Sat, Dec 5 · Hudson, IL Hudson

Deer Run 4K RunDeer Run 8K Run3 Hours plus the 8K

From $15 Open

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Pere Marquette Endurance Trail Run

Sat, Dec 12 · Grafton, IL Grafton

7.8 Mile Trail Run

From $50 Closed

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

Sat, Jan 23 · Batavia, IL Batavia

Fox Valley Winter Challenge Trail Series 5K Only (Dick Young Forest Preserve)Fox Valley Winter Challenge Trail Series 8K Only (Oakhurst Forest Preserve)Fox Valley Winter Challenge Trail Series 10k Only (Hickory Knolls Discover Center) +4

From $40 Closed

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