October 2026 races in Chicago

There are 58 running events listed in Chicago for October 2026 — 58 5K, 11 10K, 10 Half Marathon, 1 Marathon, 4 Trail Run — starting with Long Grove's Oktoberfest Half Marathon, 10K & 5K on Sat, Oct 3, 2026. Every listing shows the date, venue, and distances, with a direct link to registration.

• Sat, Oct 3, 2026 Long Grove's Oktoberfest Half Marathon, 10K & 5K 343 Old McHenry Rd. · Long Grove, IL · From $40 5K10KHalf Marathon Road
• Sat, Oct 3, 2026 Angels Against Abuse 5K Walk/Run 101 Airport Road · Romeoville, IL · From $35 5K Road
• Sat, Oct 3, 2026 Creekside Trails Race 5k & Team 30k Hosted by Valparaiso Firefighters Local 1124 2551 Clifford Rd. · Valparaiso, IN · From $40 5KTrail Run Trail
• Sat, Oct 3, 2026 3rd Annual Downers Grove, IL Ostomy 5k Byram Healthcare · Downers Grove, IL · From $20 5K 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 Chicago Vocational Alumni Association, Inc. 5K Torch Trail 2100 E 87th Street · Chicago, IL · From $45 5KTrail Run Trail
• Sat, Oct 3, 2026 Kickin’ Up The Dust 5K 12474 US Highway 34 · Plano, IL · From $20 5K Road
• Sat, Oct 3, 2026 Sweet Ride | Bike • Run • Walk John Husar I.M. Canal Yellow Trail · Willow Springs, IL · From $30 5K Road
• Sat, Oct 3, 2026 Hops for Hope 5K & BrewFest Presented by 93 Octane Brewery 2026 Mount Saint Mary Park · St. Charles, IL · From $15 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
• Sun, Oct 4, 2026 Cheesy Pretzel 5K and 1 Mile Walk Promenade Bolingbrook · From $30 5K Road
• Sun, Oct 4, 2026 Chicago - HFTC 5k 4400 N Lake Shore Dr · Chicago, IL 5K Road
• Sun, Oct 4, 2026 Patrol the Pavement 5K 2500 SPC Roy Buckley Way · Portage, IN · From $35 5K Road
• Sun, Oct 4, 2026 Rotary Run Charity Classic The Community House · Hinsdale, IL · From $20 5K10K Road
• Sun, Oct 4, 2026 2026 Lemons of Love Pink Lemonade 5K Run/Walk 50 S. Emerson St. · Mount Prospect, IL · From $40 5K Road
• Sun, Oct 4, 2026 JJC Foundation 5K Run/Walk Joliet Junior College · From $20 5K Road
• Sun, Oct 4, 2026 Fire Zone 5k 19623 W Renwick Road · Lockport, IL · From $35 5K Road
• Sat, Oct 10, 2026 Bagel Run 5K/10K/13.1 CHICAGO/EVANSTON Lakefront Trail (Course Map will be emailed) · Chicago, IL · From $30 5K10KHalf Marathon Road
• Sat, Oct 10, 2026 Coffee Lovers Run 5K/10K/13.1 CHICAGO/EVANSTON Lakefront Trail (Course Map will be emailed) · Chicago, IL · From $30 5K10KHalf Marathon Road
• Sat, Oct 10, 2026 13th Annual Harvest Hustle 5K 7655 W Dempster St · Niles, IL · From $10 5K Road
• Sat, Oct 10, 2026 4th Annual DBC Keys 2 Stability Community 5K 2026 4162 Vollmer Rd. · Flossmoor, IL · From $25 5K Road
• Sat, Oct 10, 2026 4th Annual YMCA Run For The Hills 5K/2K 3838 W. 141st Avenue · Crown Point, IN · From $20 5K Road
• Sat, Oct 10, 2026 CAI - Illinois Family 5k 1315 Kensington Road · Oak Brook, IL · From $70 5K Road
• Sat, Oct 10, 2026 We Love Teachers 5K - Chicago E Higgins Rd/Rte 72, west of N Arlington Heights Rd · Elk Grove Village, IL · From $20 5K Road
• Sat, Oct 10, 2026 El Trote De Las Calacas 270 N. Grove · Elgin, IL · From $35 5K Road
• Sat, Oct 10, 2026 Welcome Run 5K Living Word Church · Lansing, IL · From $35 5K Road
• Sun, Oct 11, 2026 Bank of America Chicago Marathon Chicago 5KHalf MarathonMarathon Road
• Sat, Oct 17, 2026 Chicago Fall Classic Half Marathon, 10K & 5K 601 W Montrose Ave · Chicago, IL · From $13 5K10KHalf Marathon Road
• Sat, Oct 17, 2026 Cantigny 5K Run/Walk 2026 - Benefiting The Midwest Shelter for Homeless Veterans 1S151 Winfield Road · Wheaton, IL · From $5 5K Road
• Sun, Oct 18, 2026 Rosehill Cemetery 'Crypt' 5K Run/Walk 5800 N. Ravenswood Ave. · Chicago, IL · From $37 5K Road
• Sun, Oct 18, 2026 23rd Annual This Run's For Jack 2026 800 St. Charles Rd. · Glen Ellyn, IL · From $25 5K Road
• Sun, Oct 18, 2026 Bolingbrook Howl-O-Ween 5K Remington Lakes Sports Complex · Bolingbrook, IL · From $35 5K Road
• Sun, Oct 18, 2026 Marklund Run, Walk & Roll 5K/1Mile 1S450 Wyatt Drive · Geneva, IL · From $40 5K Road
• Sun, Oct 18, 2026 Richardson Farm Fall 5K & 10K with Family 1 Mile Adventure Run 909 English Prairie Rd. · Spring Grove, IL · From $13 5K10K 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

Quick answers

How many races are there in Chicago in October 2026?

58 running events are listed in Chicago for October 2026, from Long Grove's Oktoberfest Half Marathon, 10K & 5K on Sat, Oct 3, 2026 to PB&J Fuel Run 5K/10K/13.1 CHICAGO/EVANSTON on Sat, Oct 31, 2026. Every listing links directly to registration.

What distances can I race in Chicago in October?

The October 2026 calendar in Chicago includes 58 5K, 11 10K, 10 Half Marathon, 1 Marathon, 4 Trail Run.

What is the first race of October 2026 in Chicago?

Long Grove's Oktoberfest Half Marathon, 10K & 5K on Sat, Oct 3, 2026 at 343 Old McHenry Rd..