Trail Runs in Illinois — 2026

There are 19 trail runs in Illinois scheduled for 2026. The next is the Haunted Highlander Assault Trail Run in Pingree Grove on October 23. Illinois trail runs run primarily October through June.

Haunted Highlander Assault Trail Run

Fri, Oct 23 · Pingree Grove, IL Pingree Grove

5k Heat (9:30)5k Heat (6:30)5k Heat (6:45) +14

From $50 Open 50 spots left

Register →

OUTLAST CHICAGO

Sat, Oct 24 · Palatine, IL Palatine

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

From $80 Open Closing Soon 100 spots left

Register →

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

Register →

MCDD Beaver Dam Dash

Sat, Oct 31 · Shipman, IL Shipman

MCDD Beaver Dam Dash Fun Run/WalkMCDD Beaver Dam Dash 5kMCDD Beaver Dam Dash 10k

From $15 Open

Register →

The Forge Trail Run Festival

Sat, Nov 14 · Lemont, IL Lemont

10K20K (Half Marathon)30K +1

From $45 Open

Register →

The Universal Sole November Trail Challenge

Sat, Nov 21 · Willow Springs, IL Willow Springs

Universal Sole November Trail Challenge - 4 Mile LoopUniversal Sole November Trail Challenge - 8 Mile Loop

From $40 Open

Register →

Rockford Road Runners Thanksgiving Turkey Trot

Thu, Nov 26 · Rockford, IL Rockford

RRR Turkey Trot- Family (3 or more spouse/dependents)RRR Turkey Trot - IndividualRRR Turkey Trot- Couple

From $10 Open

Register →

Da Deer Run Run

Sat, Dec 5 · Hudson, IL Hudson

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

From $15 Open

Register →

The Universal Sole December Trail Challenge

Sat, Dec 12 · Chicago, IL Chicago

The Universal Sole December Trail Challenge - 4.5 Miles

From $40 Open

Register →

Pere Marquette Endurance Trail Run

Sat, Dec 12 · Grafton, IL Grafton

7.8 Mile Trail Run

From $50 Open

Register →

Tour de Trails

Sat, Dec 19 · Rockford, IL Rockford

Tour de Trails - 3 Mile - Blackhawk Springs - 4998 S. Mulford Rd. Rockford, IL - Dec. 19Tour de Trails - 3 Mile - Blackhawk Springs - 4998 S. Mulford Rd. Rockford, IL - Dec. 20Tour de Trails - 6 Mile - Rock Cut State Park - Boat Launch - Jan. 16 +9

From $25 Open

Register →

Fox Valley Winter Challenge Trail Series 5K

Sat, Jan 23 · Batavia, IL Batavia

Fox Valley Winter Challenge Trail Series 5k

From $60 Closed

Register →

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 Open

Register →

Fox Valley Winter Challenge Trail Series 8K

Sat, Feb 20 · Aurora, IL Aurora

Fox Valley Winter Challenge Trail Series 8kFox Valley Winter Challenge Trail Series 8k

From $40 Closed

Register →

Muddy Shamrock @ The Forge

Sat, Mar 13 · Lemont, IL Lemont

Trail Quarter MarathonTrail Quarter MarathonTrail Half Marathon +1

From $40 Open Closing Soon

Register →

Fox Valley Winter Challenge Trail Series 10K

Sun, Mar 14 · St. Charles, IL St. Charles

Fox Valley Winter Challenge Trail Series 10kFox Valley Winter Challenge Trail Series 10k

From $45 Closed

Register →

Spring Stampede 5K/10K

Sun, May 2 · Hanna City, IL Hanna City

IVS Spring Stampede 5k RaceIVS Spring Stampede 5k RaceIVS Spring Stampede 10k Race +2

From $0 Closed 2 spots left

Register →

F^3 Cap Sauers Trail Marathon & 10 Mile

Sat, May 8 · Palos Hills, IL Palos Hills

10 Mile10 MileTrail Marathon +1

From $60 Closed

Register →

Red Cedar Trail Races at Giant City State Park

Sat, Jun 5 · Makanda, IL Makanda

Taste of Red Cedar 5kTaste of Red Cedar 5kRed Cedar Trail 1/2 Marathon +4

From $15 Closed 41 spots left

Register →