Running Events in Chicago

Check out happening running events all around Chicago, IL

Haunted Halloween Night Lake Cruise on Friday, October 31st

Fri, 31 Oct at 08:00 pm Anita Dee II Boarding at Dusable Harbor (See map and directions at bottom of page for exact location) USD 27 to 42

Haunted Halloween Night River Cruise on Friday, October 31st

Fri, 31 Oct at 07:30 pm Anita Dee ONE Boarding at Dusable Harbor (See map and directions at bottom of page for exact location) USD 37 to 58

Haunted Halloween Night Lake Cruise on Saturday, October 25th

Sat, 25 Oct at 08:00 pm Anita Dee II Boarding at Dusable Harbor (See map and directions at bottom of page for exact location) USD 27 to 42

2025 Chicago Skechers Hot Chocolate Run

Sun, 02 Nov at 07:00 am 301 S Columbus Dr, Chicago, IL 60604, United States

All Inclusive New Year's Eve 2026 Fireworks Cruise aboard Anita Dee II

Wed, 31 Dec at 09:45 pm Anita Dee II TEMPORARILY LOCATED at BURNHAM HARBOR (See directions below) USD 113 to 217

Chicago New Years Eve Bar Crawl

Wed, 31 Dec at 06:00 pm Chicago USD 0 to 46

Dreams & Nightmares Halloween Party

Fri, 31 Oct at 09:00 pm 228 W Chicago Ave Free

Haunted Halloween Night River Cruise on Saturday, November 1st

Sat, 01 Nov at 07:30 pm Anita Dee ONE Boarding at Dusable Harbor (See map and directions at bottom of page for exact location) USD 37 to 58

Don't Buy Trouble: A Lawyer Pulls Back The Curtain On Closing

Wed, 05 Nov at 06:30 pm FACETS of Chicago Free

Halloween Costume 5K Night Run

Sat, 25 Oct at 06:00 pm Portage Park USD 23

Juárez Athletics Workout with Orangetheory and Adidas Running

Sun, 26 Oct at 09:00 am Benito Juarez Community Academy Free

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

Wed, 31 Dec at 04:30 pm Anita Dee II TEMPORARILY LOCATED at BURNHAM HARBOR (See directions below) USD 27 to 42

The Booost 3K Run

Sat, 25 Oct at 07:00 am 6100 W Fullerton Ave USD 18 to 39

1 Lung Marathon

Tue, 21 Oct at 08:00 pm The Lincoln Lodge USD 12

Queer Literary Horror Series Fun Run with Author David Jay Collins

Wed, 29 Oct at 06:00 pm The Lost Hours USD 18 to 39

Santa Hustle Chicago 5K, 10K, Kids Dash

Sat, 06 Dec at 08:00 am Soldier Field

Fright Night + Screams & Shots Weekend Pass – Chicago 2025

Fri, 31 Oct at 07:30 pm Joy District USD 39

SkyRise Chicago 2025

Sun, 02 Nov at 06:30 am Willis Tower

Gilmore Girls Trivia Night

Thu, 23 Oct at 07:00 pm Cultivate by Forbidden Root USD 20

Peloton Kids Foundation Chicago 5K!

Fri, 24 Oct at 03:00 pm Lincoln Park Conservatory (Free with Reservations) USD 29

Book Club Run of Refugee High with Elly Fishman

Sat, 22 Nov at 10:00 am Chi Tea USD 18 to 39

Made in Chicago Fun Run/Walk with David Hammond and Monica Eng

Sat, 08 Nov at 10:00 am Avalon Branch, Chicago Public Library

Triathalon

Thu, 30 Oct at 06:00 pm Schubas

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

Tue, 30 Dec at 08:00 pm Anita Dee II TEMPORARILY LOCATED at BURNHAM HARBOR (See directions below) USD 27 to 42

The Lazy Run 0.5k "4-20 Edition"

Sat, 18 Apr at 11:00 am Lottie's Pub USD 12 to 39

Chi Town Half Marathon & 10K

Sat, 04 Apr at 07:00 am Montrose Harbor

Running Tour of The Salt Shed with Photographer Sandra Steinbrecher

Sun, 16 Nov at 02:00 pm The Salt Shed USD 18 to 55

Bike, Walk, Run

Sun, 26 Oct at 09:00 am 1686 E Hayes Dr Free

2025 I’m Your Huckleberry 1M 5K 10K 13.1 26.2 - Benefits First Star

Sat, 02 Aug at 01:00 pm Chicago USD 26 to 45

Pretty Girls Love Vibes & Music

Sat, 01 Mar at 10:00 pm Chalet USD 0 to 122

Holiday Winter Dash Beer Run | 2025 Illinois Brewery Running Series

Sun, 07 Dec at 12:00 pm Goose Island Taproom USD 47 to 70

Back of the Yards 5K Turkey Run

Sun, 09 Nov at 08:00 am Back of the Yards, Chicago, Illinois