Chicago Running Events
Running Events Happening Next in Chicago, IL
2025 Chicago Skechers Hot Chocolate Run
301 S Columbus Dr, Chicago, IL 60604, United States
2 Nov 2025
PARTIES
All Inclusive New Year's Eve 2026 Fireworks Cruise aboard Anita Dee II
Anita Dee II TEMPORARILY LOCATED at BURNHAM HARBOR (See directions below)
31 Dec 2025
NEW-YEAR
USD 113 TO 217
Haunted Halloween Night Lake Cruise on Saturday, October 25th
Anita Dee II Boarding at Dusable Harbor (See map and directions at bottom of page for exact location)
25 Oct 2025
HALLOWEEN
USD 27 TO 42
Haunted Halloween Night Lake Cruise on Friday, October 31st
Anita Dee II Boarding at Dusable Harbor (See map and directions at bottom of page for exact location)
31 Oct 2025
HALLOWEEN
USD 27 TO 42
Haunted Halloween Night River Cruise on Friday, October 31st
Anita Dee ONE Boarding at Dusable Harbor (See map and directions at bottom of page for exact location)
31 Oct 2025
HALLOWEEN
USD 37 TO 58
Chicago New Years Eve Bar Crawl
Chicago
31 Dec 2025
NEW-YEAR
USD 0 TO 46
Dreams & Nightmares Halloween Party
228 W Chicago Ave
31 Oct 2025
PARTIES
FREE
Don't Buy Trouble: A Lawyer Pulls Back The Curtain On Closing
FACETS of Chicago
5 Nov 2025
MEETUPS
FREE
Halloween Costume 5K Night Run
Portage Park
25 Oct 2025
HALLOWEEN
USD 23
Haunted Halloween Night River Cruise on Saturday, November 1st
Anita Dee ONE Boarding at Dusable Harbor (See map and directions at bottom of page for exact location)
1 Nov 2025
HALLOWEEN
USD 37 TO 58
Juárez Athletics Workout with Orangetheory and Adidas Running
Benito Juarez Community Academy
26 Oct 2025
SPORTS
FREE
New Year's Eve Sunset Cocktail Cruise on Wednesday, December 31st
Anita Dee II TEMPORARILY LOCATED at BURNHAM HARBOR (See directions below)
31 Dec 2025
NEW-YEAR
USD 27 TO 42
The Booost 3K Run
6100 W Fullerton Ave
25 Oct 2025
ART
USD 18 TO 39
1 Lung Marathon
The Lincoln Lodge
21 Oct 2025
COMEDY
USD 12
Queer Literary Horror Series Fun Run with Author David Jay Collins
The Lost Hours
29 Oct 2025
ART
USD 18 TO 39
Santa Hustle Chicago 5K, 10K, Kids Dash
Soldier Field
6 Dec 2025
KIDS
Fright Night + Screams & Shots Weekend Pass – Chicago 2025
Joy District
31 Oct 2025
PARTIES
USD 39
SkyRise Chicago 2025
Willis Tower
2 Nov 2025
SPORTS
Gilmore Girls Trivia Night
Cultivate by Forbidden Root
23 Oct 2025
SPORTS
USD 20
Peloton Kids Foundation Chicago 5K!
Lincoln Park Conservatory (Free with Reservations)
24 Oct 2025
KIDS
USD 29
Book Club Run of Refugee High with Elly Fishman
Chi Tea
22 Nov 2025
ART
USD 18 TO 39
Made in Chicago Fun Run/Walk with David Hammond and Monica Eng
Avalon Branch, Chicago Public Library
8 Nov 2025
ART
Chicago City Builders Book Club: Nature's Metropolis, Part Two
Arup
4 Mar 2026
ART
FREE
Triathalon
Schubas
30 Oct 2025
TRIPS-ADVENTURES
Eve of the Eve Lake Cocktail Cruise on Tuesday, December 30th
Anita Dee II TEMPORARILY LOCATED at BURNHAM HARBOR (See directions below)
30 Dec 2025
NEW-YEAR
USD 27 TO 42
Chi Town Half Marathon & 10K
Montrose Harbor
4 Apr 2026
MARATHONS
Running Tour of The Salt Shed with Photographer Sandra Steinbrecher
The Salt Shed
16 Nov 2025
ART
USD 18 TO 55
Bike, Walk, Run
1686 E Hayes Dr
26 Oct 2025
HEALTH-WELLNESS
FREE
2025 I’m Your Huckleberry 1M 5K 10K 13.1 26.2 - Benefits First Star
Chicago
2 Aug 2025
SPORTS
USD 26 TO 45
Pretty Girls Love Vibes & Music
Chalet
1 Mar 2025
ENTERTAINMENT
USD 0 TO 122
Holiday Winter Dash Beer Run | 2025 Illinois Brewery Running Series
Goose Island Taproom
7 Dec 2025
HOLIDAY
USD 47 TO 70
Back of the Yards 5K Turkey Run
Back of the Yards, Chicago, Illinois
9 Nov 2025
SPORTS
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