Chicago Running Events

2026 Chicago Skechers Hot Chocolate Run

301 S Columbus Dr, Chicago, IL 60604, United States 1 Nov 2026

Haunted Halloween Night Lake Cruise on Friday, October 30th

Anita Dee II Boarding at Dusable Harbor (See map and directions at bottom of page for exact location) 30 Oct 2026

Haunted Halloween Night Lake Cruise on Saturday, October 31st

Anita Dee II Boarding at Dusable Harbor (See map and directions at bottom of page for exact location) 31 Oct 2026

Chi Town Turkey Trot 5K & 10K

Dusable Harbor 26 Nov 2026

New Year's Eve Sunset Cocktail Cruise on Thursday, December 31st

Anita Dee II TEMPORARILY LOCATED at BURNHAM HARBOR (See directions below) 31 Dec 2026

Go Run - Free Timed Runs

Little Cubs Field At Humboldt Park 7 Nov 2026

All Inclusive New Year's Eve 2027 Fireworks Cruise aboard Anita Dee II

Anita Dee II TEMPORARILY LOCATED at BURNHAM HARBOR (See directions below) 31 Dec 2026

First Friday Run Club

Orangetheory Fitness 1 May 2026

Lavender Virtual Race 1M 5K 10K 13.1 26.2 | Language of Flowers Collection

Chicago 27 Jun 2026

Skechers Aero Elite Tour - Chicago

Lakefront Trail 8 Nov 2026

Eve of the Eve Lake Cocktail Cruise on Wednesday, December 30th

Anita Dee II TEMPORARILY LOCATED at BURNHAM HARBOR (See directions below) 30 Dec 2026

Turkey Trot & Treat

Arc'teryx Southport 3 Nov 2026

Bee Happy Race 2026 | Fun Virtual 5K, 10K, Half Marathon

Chicago 16 May 2026

Zeus Virtual Race 2026 | Gods & Warriors Virtual Running Series

Chicago 13 Jun 2026

Holiday Winter Dash Beer Run | 2026 Illinois Brewery Running Series

Goose Island Taproom 6 Dec 2026

DoNskI ENT PRESENTS STAR POWER SATURDAYS THE HOTTEST DANCE PARTY IN CHICAGO

THE BAR 10 DOORS 14 Feb 2026

30 Miles in 30 Days (November 2026) CHALLENGE!!

Earth 1 Nov 2026

2026 Full Armor of God 1M, 5K, 10K, 13.1, 26.2

Chicago 7 Feb 2026

Race Through Hawaii Virtual Race | 5K, 10K, Marathon | Run Anywhere

Chicago 16 May 2026

EGSN 100 DAYS RUNNING And CYCLING CHALLENGE 2026 (Winter Edition) Chicago

Chicago 1 Nov 2026

Race Through Alaska 1M 5K 10K 13.1 26.2 Virtual Race

Chicago 18 Apr 2026

2026 First Responders 1M 5K 10K 13.1 26.2

Chicago 28 Mar 2026

I'm Your Huckleberry 1M 5K 10K 13.1 26.2

Chicago 28 Feb 2026

Face Your Giants Virtual Race 2026 | Christian Virtual Run

Chicago 6 Jun 2026

Just One More Mile Virtual Race 2026 | Global Running Day Virtual

Chicago 3 Jun 2026

Peony Virtual Race | 1M 5K 10K 13.1 26.2 | Language of Flowers Collection

Chicago 30 May 2026

Thirza's SPRINT CLUB

Wilson Turf Field 24 Sep 2026

Monthly Triathlon Social @ BFF BIKES

BFF Bikes 26 Aug 2026

2026 New Year Challenge -Year of the Horse 2.026 Mile 20.26 Mile 202.6 MILE

Chicago 15 Feb 2026

Lakefront 10 Miler & 5K

Montrose Beach Chicago 11 Apr 2027

Race Through Colorado Virtual Race | 5K, 10K, Half Marathon | Run Anywhere

Chicago 9 May 2026

Race Through Georgia Virtual Race | 5K, 10K, Half Marathon & More | Run

Chicago 2 May 2026

Teacher Appreciation Virtual Race 2026 | Teach Love Inspire

Chicago 23 May 2026

2026 Be Brave 1M 5K 10K 13.1 26.2

Chicago 7 Mar 2026

Ravenswood Run Presented by Fleet Feet x Altra

Corner Hermitage & Wilson in Ravenswood 25 Apr 2027

Chi Town Half Marathon & 10K

Montrose Harbor 3 Apr 2027

Yeti Frostbite Miles Virtual Race| Cryptid Quest Series 1M 5K 10K 13.1 26.2

Chicago 11 Jul 2026

Jingle Bell Run Chicago 2026

Chicago History Museum 12 Dec 2026

2026 Taco Sloth 1M, 5K, 10K, 13.1, 26.2

Chicago 22 Feb 2026

Consider the Wildflowers 1M 5K 10K 13.1 26.2

Chicago 1 Mar 2026

2026 Day of the Dead 1M 5K 10K 13.1 26.2

Chicago 14 Mar 2026

Race Through Alabama 1M 5K 10K 13.1 26.2 Virtual Race

Chicago 11 Apr 2026

Race Through Arizona 1M 5K 10K 13.1 26.2 Virtual Race

Chicago 25 Apr 2026

Cupid's Undie Run - Chicago

Sluggers World Class Sports 27 Feb 2027

Chicago Run (Registration is mandatory / Weekly meetup / Recurrent event )

Chicago 27 Dec 2026

Miles Per Hour Run

McCormick Place 14 Feb 2027

Unhinged and Feral 1M 5K 10K 13.1 26.2 - Now Only $18!

Chicago 3 Oct 2026

La Kombi at the Carrera de los Muertos Post Race Block Party!

2011 S Laflin St 31 Oct 2026

Queer Stride Zombie Crawl 5K

Nobody's Darling 28 Oct 2026

Friendsgiving 5K & Pie Social

River Park 21 Nov 2026