Chicago Halloween Runs 2026 — Costume 5Ks & Spooky Races

Costumes at the start line, candy at the finish: Chicago has 28 Halloween-season races on the 2026 calendar, from pumpkin runs to full costume-contest 5Ks. Most award prizes for the best outfit — check each listing's organizer page for contest rules. The next one up is Scarecrow Stampede on Sat, Sep 26, 2026. Every listing links straight to registration.

• Sat, Sep 26, 2026 Scarecrow Stampede 309 School Dr. · Wanatah, IN · From $25 5K Road
• Sun, Sep 27, 2026 Northwest CASA Pumpkin Dash 5k / 10k Busse Woods- Grove 27 · Elk Grove Village, IL · From $10 5K10K Road
• Sat, Oct 3, 2026 Boo Island - 5K Charity Run/Walk Corner of Canal St & Olde Western Ave · Blue Island, IL · From $35 5K Road
• Sat, Oct 3, 2026 Haunted Wine Run 5k at Busse Woods Busse Woods · Elk Grove Village, IL · From $30 5K Road
• Sat, Oct 3, 2026 Scarecrow Scramble 1825 Short Street · Lisle, IL · From $10 5K Road
• Fri, Oct 23, 2026 Haunted Highlander Assault Trail Run 42w813 Reinking Rd. · Pingree Grove, IL · From $50 5KTrail Run Trail
• Sat, Oct 24, 2026 Lake Bluff PTO Pumpkin Chase 31 E. Sheridan Place · Lake Bluff, IL · From $20 5K Road
• Sat, Oct 24, 2026 The Fall Color 5K 4100 IL Rt 53 · Lisle, IL · From $55 5K Road
• Sat, Oct 24, 2026 Batavia United Way Bat Race 5K & 10K 31 North River Street · Batavia, IL · From $5 5K10K Road
• Sat, Oct 24, 2026 Big Fat Greek 5K 36 W. 700N · Valparaiso, IN · From $30 5K Road
• Sat, Oct 24, 2026 Forte 5K Run/Walk Channahon State Park · From $27 5K Road
• Sat, Oct 24, 2026 Halloween Hustle 5K & Kids Dash 345 N. Eric Drive · Palatine, IL · From $20 5K Road
• Sat, Oct 24, 2026 Howl-o-ween 5k - Schaumburg Busse Woods Grove 27 · Rolling Meadows, IL · From $30 5K Road
• Sat, Oct 24, 2026 Run for Your Life Race at Robinson Lake - 5K and Haunted Fun Walk/Run 5240 S Liverpool Rd · Hobart, IN · From $15 5KTrail Run Trail
• Sun, Oct 25, 2026 Duneland Half Marathon and 5K 1415 S. 23rd St. · Chesterton, IN · From $30 5KHalf Marathon Road
• Sun, Oct 25, 2026 Haunted Halloween Half Marathon & 5km 2611 N Cannon Drive · Chicago, IL · From $35 5KHalf Marathon Road
• Sun, Oct 25, 2026 Hot Cider Hustle - Wheaton 8 Mile Run & 5K Run/Walk 3S580 Naperville Rd · Wheaton, IL · From $13 5K Road
• Sun, Oct 25, 2026 Day of the Dead Family 5K Run/Walk Wheeling Park District-Heritage Park · From $35 5K Road
• Sun, Oct 25, 2026 Howl-o-ween 5k - Dan Ryan Woods 2231 W 83rd St · Chicago, IL · From $25 5K Road
• Sun, Oct 25, 2026 Polish Independence Run Grove 16 - Montrose Harbor · Chicago, IL · From $49 5K10K Road
• Sun, Oct 25, 2026 Spooky Sprint - Greater Chicago Hammel Woods Route 59 Access · Shorewood, IL · From $17 5K10KHalf Marathon Road
• Sun, Oct 25, 2026 Fraidycat 5k,8k & Meow Mile 3650 Grove Rd · Oswego, IL · From $25 5K Road
• Sun, Oct 25, 2026 Governors State University Jaguar 5K 1 University Parkway · From $35 5K Road
• Sun, Oct 25, 2026 Riverside Foundation Halloween Hustle 5K Walk or Run Half Day Brewing Company - 200 Village Green S · Lincolnshire, IL · From $45 5K Road
• Sun, Oct 25, 2026 Haunted Oak 5K Old Oak Country Club · Homer Glen, IL · From $10 5K Road
• Fri, Oct 30, 2026 Witches in the Woods 5K/2K | Hometown Happenings Lake County Fairgrounds · Crown Point, IN · From $25 5K Road
• Sat, Oct 31, 2026 Halloween Trick or Trot Run 5K/10K/13.1 CHICAGO/EVANSTON Lakefront Trail (Course Map will be emailed) · Chicago, IL · From $30 5K10KHalf Marathon Road
• Sat, Oct 31, 2026 PB&J Fuel Run 5K/10K/13.1 CHICAGO/EVANSTON Lakefront Trail (Course Map will be emailed) · Chicago, IL · From $30 5K10KHalf Marathon Road

Race-day tip

Test-run your costume BEFORE race morning. Capes tangle, masks fog, and inflatable dinosaurs add about two minutes per mile.

Looking beyond halloween? See every upcoming Chicago race →