Trail in Chicago, Illinois | 2026-2027

Chicago Federation of Labor May Day 5k 2026 [raceroster.com]

Sun, Apr 26, 2026 at 8:00 AM

Description

Chicago Federation of Labor

May Day 5K Run and Walk 2026

"Chicago's Union-Powered 5K"

Sunday, April 26, 2026

Race start: 8:00 AM

Race Day packet pick-up: 7:00 AM - 7:45 AM

Pre Race Packet Pick Up...

Chicago Federation of Labor

May Day 5K Run and Walk 2026

"Chicago's Union-Powered 5K"

Sunday, April 26, 2026

Race start: 8:00 AM

Race Day packet pick-up: 7:00 AM - 7:45 AM

Pre Race Packet Pick Up available Friday, April 24, at ONE TWO PRU, 180 N Stetson Avenue, Chicago, IL 60601

Race Site:

Chicago Firefighters and Paramedic Memorial Park

adjacent to Lakeside Center at McCormick Place.

2301 S. Jean Baptiste Point DuSable Lake Shore Drive, Chicago

Join the Chicago Federation of Labor for the fourth May Day 5K Run and Walk on Sunday, April 26, 2026. Individuals of all ages and fitness levels are encouraged to participate in this family-friendly event to commemorate May Day and its importance to the Chicago Labor Movement. The race will begin at the Chicago Firefighters and Paramedic Memorial Park on the Lakefront Trail near the Lakeside Center at McCormick Place at 8:00 a.m. and continue up the trail through the Museum Campus. The course features a segment on Solidarity Drive and beautiful views of Chicago’s Downtown skyline.

Commemorative moisture-wicking race t-shirts will be provided to all runners and walkers, and medals will be awarded to winners in age-group categories. All participants will also receive a complimentary beverage at the post-race party and awards ceremony following the race. Free parking validation at McCormick Place Lot C is available for all registrants. The "Solidarity Spirit" award will once again be awarded to the team with the most registered participants at the race.

The May Day 5k Run and Walk is UNION STRONG: Our finisher medals, overall awards, and t-shirts are Made in the USA and Union printed. Our tents, tables, chairs and food are all provided by union vendors.

Race Day packet pick-up will begin at 7:00 a.m. near the starting line. Pre-race packet pick-up will be available on Friday, April 25 at ONETWOPRU (180 N Stetson Avenue, Chicago, IL 60601). Gear check will be available for participants at registration beginning at 7:00 a.m. and remain open until 9:30 a.m. All participants must complete the course by 9:30 a.m. to receive an official race time.

PLEASE NOTE: T-SHIRT SIZE NOT GUARANTEED AFTER APRIL 3 DUE TO PRINTING DEADLINES.

Proceeds from the event:

Funds raised from this event will benefit the CFL’s ongoing efforts to support workers in Chicago and Cook County.

2026 Sponsors

Podium Sponsors

NALC Branch 11

USW Local 17 Decorators Union

Finisher Sponsors

Chicago Teachers Union

SAG-AFTRA Chicago

SEIU HCII

Starting Line Sponsors

IBEW Local 9

IBEW Local 134

LiUNA! Laborers’ Local One

LiUNA! Local 1092

SMART Local 73

VISIT THE 2025 PHOTO GALLERY HERE

WATCH THE 2025 RACE RECAP VIDEO

HERE

WATCH THE ABC7 NEWS CLIP HERE

5k Run Trail Walk

2301 South Lake Shore Drive, Chicago, Illinois, 60617, United States
OpenStreetMap Google Maps

Lakefront Loop 5K [raceroster.com]

Sun, May 03, 2026 at 8:00 AM

Description

Lakefront Loop 5K Run & Kids Dash

Sunday, May 3, 2026

Navy Pier

600 E. Grand Ave., Chicago, IL

8:00 AM Start

The Lakefront Loop is the only 5K completely contained on the Pier, using the Northwestern...

Lakefront Loop 5K Run & Kids Dash

Sunday, May 3, 2026

Navy Pier

600 E. Grand Ave., Chicago, IL

8:00 AM Start

The Lakefront Loop is the only 5K completely contained on the Pier, using the Northwestern Medicine Wellness Way Fitness Trail that encircles the North and South Docks.

Every dollar raised supports the Pier’s nonprofit mission to welcome all and offer dynamic experiences and programs for millions of annual guests at no cost.

5k Run Trail

600 East Grand Avenue, Chicago, Illinois, 60611, United States
OpenStreetMap Google Maps

4th Annual Run for the Parks! 5K Run, Walk or Roll [runsignup.com]

Sun, Sep 13, 2026 at 9:00 AM

Description

EVENT DESCRIPTION

The Chicago Parks Foundation is proud to present our 4th Annual Run for the Parks: 5K Run, Walk or Roll

Sponsored by Banner Wholesale Grocers • Plus Post-Race Park Party!

Get moving...

EVENT DESCRIPTION

The Chicago Parks Foundation is proud to present our 4th Annual Run for the Parks: 5K Run, Walk or Roll

Sponsored by Banner Wholesale Grocers • Plus Post-Race Park Party!

Get moving on the Lakefront Trail and join us for a community celebration of our parks! In partnership with Banner Wholesale Grocers, the Chicago Parks Foundation is thrilled to bring our 5K event back for our fourth year at beautiful Burnham Park.

Start the morning with either the timed out-and-back 5K course on the path or a guided 1-Mile Burnham Wildlife Corridor Nature Walk. Children 10 and under can be part of the Kids Dash. Then enjoy our post-race pancake party with food, drinks, and community fun - all right in the park!

All event registrations include a commemorative shirt and post-race party food/beverage ticket. Family-friendly. All ages and abilities welcome.

Your registration supports the Chicago Parks Foundation’s work to help make parks better, serving as your 501c3 community partner for over ten years.

Details on event parking, packet pickup, and more coming soon.

1 Miles 5k Run Trail Walk

Chicago, Illinois, 60616, United States
OpenStreetMap Google Maps

Bloomingdale Trail 5K [runsignup.com]

Sat, Sep 26, 2026 at 9:00 AM

Description

The Annual Bloomingdale Trail Run is a family-friendly event with a timed 5K as well as ¼- and ½-mile dashes for young runners.

3.1 Miles 5k Run Trail

1834 N LAWNDALE AVE, Chicago, Illinois, 60647, United States
OpenStreetMap Google Maps

Haunted Halloween Half Marathon & 5km [runsignup.com]

Sun, Oct 25, 2026 at 8:25 AM

Description

2025 results: https://www.athlinks.com/event/314344/results/Event/1099091/Results

The Haunted Halloween Half Marathon & 5km returns this fall to Chicago's Lincoln Park, at a new site! We will be in...

2025 results: https://www.athlinks.com/event/314344/results/Event/1099091/Results

The Haunted Halloween Half Marathon & 5km returns this fall to Chicago's Lincoln Park, at a new site! We will be in Diversey Event Space, across the street from Notebaert Nature Museum. The event offers race distances of half marathon and 5K ― with a special Halloween twist! Hundreds of runners and walkers of all ages and abilities dress in costume and compete for fun and prizes. Age group awards will be given in ten-year age ranges. And there is prize money for the winners of our pre-race Costume Contest! Costume Contest Prize Money: For the teams 1st, 2nd win $200 and for individuals 1st, 2nd win $100.

After the race, help yourself to some autumn refreshment treats. There will of course be Halloween candy. Every HM & 5k finisher gets a H^3 medal to match your bib and shirt! Please attend our post party with a free beer at Tin Lizzie in Lincoln Park where they will also be offering 20% discount on their food menu.

Course will traverse the trails within Lincoln Park before heading south along Chicago's scenic Lakefront Trail. Course is accurately measured with every mile marked. Timing splits on the HM course at 5km, 10km, 10mi. the 10km split has been moved to the TURNAROUND point at 6.55miles

Participants are encouraged to use public transportation. If you choose to drive, parking is available in the Chicago History Museum lot, or along Cannon Drive.

Packet Pickups are being scheduled for Fleet Feet & Xtra Mile Running as well as on raceday, on site, beginning at 7:15am! Tentative schedule below.

Tuesday 10/21 2-7pm @ Xtra Mile Running (31 W Schaumburg Rd, Schaumburg, IL 60194)

Thursday, 10/23, 1-7pm @ Fleet Feet South Loop

Sunday, 10/26, 7:15-8:35am @ Diversey Event Space (2611 N Cannon Dr, Chicago, IL)

This event will sell out.

Schedule: 7:15am - PPU and Gear Check open ... 7:45am - Costume Contest Judging at stage ... 8:05am - Costume Winners decided ... 8:30am - HALF MARATHON Start ... 8:45am - 5k Start ... 9:10am - 5k winners ... 10:05am - HM winners ... 12:50pm - Gear Check closed

Age group awards will be given in ten year categories: 19 & under, 20-29, 30-39, 40-49, 50-59, 60+

5k 13.1 Miles Half Marathon Run Trail Walk

2300 N Cannon Drive, Chicago, Illinois, 60614, United States
OpenStreetMap Google Maps

5 events in Chicago, Illinois

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Local Clubs & Organizations