Chicago Running Events

4th of July Late Afternoon Cruise on Lake Michigan

Anita Dee II Boarding at Dusable Harbor (See map and directions at bottom of page for exact location) 4 Jul 2026

4th of July Afternoon Cruise on Lake Michigan

Anita Dee II Boarding at Dusable Harbor (See map and directions at bottom of page for exact location) 4 Jul 2026

July 3rd Premier Cruise Independence Celebration on Lake Michigan

Anita Dee II Boarding at Dusable Harbor (See map and directions at bottom of page for exact location) 3 Jul 2026

4th of July Late Afternoon Cruise Independence Celebration

Anita Dee ONE Boarding at Dusable Harbor (See map and directions at bottom of page for exact location) 4 Jul 2026

Out of the Darkness Chicagoland Walk

Montrose Harbor 3 Oct 2026

2026 Chicago Skechers Hot Chocolate Run

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

4th of July Fireworks Cruise on Lake Michigan

Anita Dee II Boarding at Dusable Harbor (See map and directions at bottom of page for exact location) 4 Jul 2026

Divas Chicago Half Marathon and 5K

Soldier Field 19 Sep 2026

Afterwork Sunset or Fireworks Social Cruises on Lake Michigan

Anita Dee II Boarding at Dusable Harbor (See map and directions at bottom of page for exact location) 25 May 2026

Stan's Donut Race

Soldier Field Stadium - Chicago 18 Jul 2026

AFRO FUSION YACHT CRUISE

Anita Dee Yacht Charters 19 Jul 2026

Labor Day Weekend Fireworks Lake Cruise on Saturday, September 5th

Anita Dee II Boarding at Dusable Harbor (See map and directions at bottom of page for exact location) 5 Sep 2026

AFRO FUSION ALL WHITE YACHT CRUISE

Anita Dee Yacht Charters 23 Aug 2026

Ditka Dash

1410 Special Olympics Dr, Chicago, IL, United States, Illinois 60605 3 Oct 2026

Chi Town Turkey Trot 5K & 10K

Dusable Harbor 26 Nov 2026

Chicago Triathlon

Monroe Harbor 22 Aug 2026

Fulton Market "Loop Da Loop" 5k Run + Street Festival

954 W Fulton Market, Chicago, IL 60607-1323, United States 26 Jul 2026

Labor Day Weekend Evening Lake Cruise on Sunday, September 6th

Anita Dee II Boarding at Dusable Harbor (See map and directions at bottom of page for exact location) 6 Sep 2026

Chicago Fall Classic Half Marathon, 10K & 5K

Montrose Harbor 17 Oct 2026

Hot Girl Walk®| Chicago | June 27

Ping Tom Memorial Park 27 Jun 2026

NIGERIAN INDEPENDENCE DAY YACHT CRUISE

Anita Dee Yacht Charters 27 Sep 2026

Independence Day Road Race Chicago

Washington Park 4 Jul 2026

All White Splash of Color Yacht Party

111 Lake Shore Dr 12 Jul 2026

Get Your Rear in Gear - Chicago: 5K Run/Walk for Colon Cancer

W Montrose Harbor Dr, Chicago, IL, United States 15 Aug 2026

Ready to Run 20 Miler

Montrose Beach 20 Sep 2026

cincOH 5th edition :: Chicago Tango Marathon

Epiphany Center for the Arts 28 Aug 2026

STRENGTH IN THE CITY Festival | Chicago

Theater on the Lake 10 Sep 2026

UPS for DownS RUNS CHICAGO 2026

Grant Park 11 Oct 2026

Chicago Glow Run

Chicago, Illinois 15 Aug 2026

5k Fun Run x ERIS Brewery & Cider House | 2026 IL Brewery Running Series

ERIS Brewery and Cider House 16 Aug 2026

Chicago Marathon

Grant Park 11 Oct 2026

5k Fun Run x Spiteful Brewing | 2026 IL Brewery Running Series

Spiteful Brewing Tap Room 25 Oct 2026

Holiday Winter Dash Beer Run | 2026 Illinois Brewery Running Series

Goose Island Taproom 6 Dec 2026

5k Fun Run x Begyle Brewing | 2026 IL Brewery Running Series

Begyle Brewing 13 Sep 2026

Mat Pilates class with BODYBAR Chicago & Guided Run with Hoka

746 N Michigan Ave 28 Jun 2026

Sheraton Sweat Sesh

Sheraton Grand Chicago Riverwalk 18 Jul 2026

Dim Sum & Then Some: The Uptown 5k/10k & Kids Dash

1016 W Argyle Street, Chicago, IL, United States, Illinois 60640 1 Aug 2026

Running Tour of Don’t Go with Tonika Lewis Johnson

Go Green Community Fresh Market 12 Jul 2026

Charisma Cruise

Pinnacle Yachts - DuSable Harbor 22 Aug 2026

5k Fun Run x Illuminated Brew Works | 2026 IL Brewery Running Series

Illuminated Brew Works 8 Aug 2026

Open Water Swim (OWS) Chicago - Supertri Chicago Triathlon Swim Clinic Series

Ohio Street Beach 7 Jul 2026

5k Fun Run x Lake Effect Brewing Company | 2026 IL Brewery Running Series

Lake Effect Brewing Company 30 Aug 2026

Solemate Run Club: Fulton Market

Beyond Yoga 27 Jun 2026

5k Fun Run x Alarmist Brewing | 2026 IL Brewery Running Series

Alarmist Brewing & Taproom 26 Sep 2026

GAY BAR FUN RUN

Sidetrack The Video Bar 24 Jun 2026

5k Fun Run x Printer's Row Brewing | 2026 IL Brewery Running Series

Printer's Row Brewing 17 Oct 2026

To Washington Park, With Love Fun Run

South Side Sanctuary 19 Jul 2026

Polka run 5k

Margaret T. Burroughs Beach & Park 12 Jul 2026

Vuori Southport x Bolt Pride Run

Vuori Southport 27 Jun 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

The Weekend Run Club

Schubas 16 Jul 2026

Move + Reading Night at Montrose Harbor

Montrose Harbor 6 Aug 2026

Memorial Day 1M 5K 10K 13.1 26.2

Chicago 25 May 2026

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

Chicago 18 Jul 2026

2nd Annual Breast Cancer Awareness Walk

Canaryville, Chicago, Illinois 4 Oct 2026

Cat Day Virtual Race 1M 5K 10K 13.1 26.2

Chicago 9 Aug 2026

Queens In The City 5k Run

Washington Park 6 Sep 2026

Day of the Dog Virtual Race 1M 5K 10K 13.1 26.2

Chicago 22 Aug 2026

Skyline 50k Relay Guest Bartending @ Woodies Flat

Woodie's Flat 22 Jul 2026

Move + Reading Night at Wild Mile

Wild Mile Chicago 18 Aug 2026

Purple Heart Day Virtual Race 2026 | 1M 5K 10K 13.1 26.2

Chicago 1 Aug 2026

2026 Born to Be a Princess 1M 5K 10K 13.1 26.2 - Now Only $16!

Chicago 1 Nov 2026

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

Chicago 11 Jul 2026

The Chi-Town Showdown Scavenger Hunt

Cloud Gate 12 Jun 2023

Grief on the Move: Run Club

Alexander Hamilton Monument 28 Jun 2026

Soiree Saturdays

Chalet 1 Mar 2025

Dobbeck Run Club

Clarence F. Buckingham Memorial Fountain 23 Apr 2026

2026 Race to Read 1M 5K 10K 13.1 26.2

Chicago 6 Mar 2026

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

Chicago 3 Oct 2026