Running Races in Chicagoland

Run, walk, and toast your accomplishment with a pour of wine at this delightful 5k event.

• Fun
• Competitive
• Quirky

Sat, Apr 11, 2026, 8:00 AM CDT·5K·Chicago, IL

EasygoingRUN

Course · Flat · Walkers welcome

Run a one-of-a-kind 5K loop around the iconic historic Joliet Prison, then celebrate with a drink at Crybabies Tap.

• Fun
• Scenic
• Quirky

Sat, Apr 11, 2026, 10:00 AM CDT·5K·Joliet, IL

EasygoingRUN

Course · Rolling · Timed race

Ascend Chicago's Prudential Plaza in a unique stair climb event, a distinct vertical challenge in the city.

Sun, Apr 12, 2026, 8:00 AM CDT·1 Miles·Chicago, IL

EasygoingRUN

Course · Flat · Timed race

A five-week running series for kids, fostering a love for movement with age-appropriate races and a supportive Challenger Division.

• Fun
• Competitive

A five-week running series for kids Pre-K through 8th grade, featuring age-appropriate races and an inclusive Challenger Division.

• Fun
• Competitive

A five-week running program for kids Pre-K through 8th grade, featuring age-appropriate races and an inclusive Challenger Division.

• Fun
• Competitive
• For a Cause

A five-week running series for kids, fostering health, participation, and a friendly competitive spirit with an inclusive adaptive division.

• Fun
• Competitive
• For a Cause

A five-week running program for kids Pre-K to 8th grade, featuring age-appropriate races, points, awards, and an adaptive Challenger Division.

• Fun
• Competitive
• For a Cause

Kick off spring with a scenic 10K through the Morton Arboretum, complete with a lively post-race party and a chance to support tree conservation.

• Fun
• Scenic
• Competitive
• Festive
• For a Cause

Run a scenic 5K with your dog (or without!) to support Chicagoland Lab Rescue, complete with unique dog-themed swag and treats.

• Fun
• Scenic
• Competitive
• Quirky
• For a Cause

Sat, Apr 18, 2026, 8:30 AM CDT·5K·Glenview, IL

EasygoingRUN

Course · Flat · Walkers welcome

Unleash your inner hero at this untimed 3K, complete with costumes, character meet and greets, and a meaningful cause.

• Fun
• Quirky
• For a Cause

Sat, Apr 18, 2026, 8:30 AM CDT·3K·Lisle, IL

EasygoingRUN

Course · Road · Flat · Walkers welcome

A colorful 2.5-mile run hosted by Maine South NHS, uniting the community to fundraise for the Boys' and Girls' Clubs of America.

• Fun
• Quirky
• Festive
• For a Cause

Sat, Apr 18, 2026, 10:00 AM CDT·2.5 Miles·Park Ridge, IL

EasygoingRUN

Course · Flat · Timed race

A community 5K in Chicago supporting the National Breast Cancer Foundation and Project Fire Buddies. Run, walk, or crawl for a cause.

• For a Cause

Sat, Apr 18, 2026, 10:00 AM CDT·5K·Chicago, IL

EasygoingRUN

Course · Flat · Timed race

A charming 5K starting and ending at a local pub, featuring Lemont's canal history, a historic cemetery, and post-run spirits.

• Fun
• Scenic
• Quirky

Sat, Apr 18, 2026, 12:00 PM CDT·5K·Lemont, IL

EasygoingRUN

Course · Rolling · Timed race

Join a community-focused 5K in Humboldt Park, celebrating Earth Day with movement, environmental action, and a shared commitment to sustainability.

• Fun
• Scenic
• Festive
• For a Cause

Sun, Apr 19, 2026, 9:00 AM CDT·3.5 Miles·Chicago, IL

EasygoingRUN

Course · Flat · Family-oriented

A five-week running program in Libertyville for kids Pre-K through 8th grade, fostering healthy habits and celebrating every finisher.

• Fun
• Competitive

A five-week running program for kids Pre-K to 8th grade, fostering healthy habits and a love for movement in a supportive environment.

• Fun
• Competitive

A welcoming five-week running series for kids Pre-K to 8th grade, fostering activity and community with inclusive options.

• Fun
• Competitive

A five-week running series for kids Pre-K through 8th grade, featuring age-appropriate races and an inclusive Challenger Division.

• Fun
• Competitive

Run a beautiful Chicago course and earn a sweet reward: fresh donuts at the finish line, all while supporting charity.

• Fun
• Scenic
• Quirky
• For a Cause

Sat, Apr 25, 2026, 7:30 AM CDT·13.1 Miles·Chicago, IL

Steady EffortRUN

Course · Flat · Timed race

A supportive, coffee-themed run in Chicago/Evanston where every post-race mile you log helps charity.

• Fun
• Quirky
• For a Cause

Sat, Apr 25, 2026, 7:30 AM CDT·13.1 Miles·Chicago, IL

Steady EffortRUN

Course · Flat · Timed race

Join a community 5K run/walk and Wellness Fair, supporting mental health and educational programs in New Lenox.

• Fun
• For a Cause

Run to honor Valerie Stevens and support scholarships for local high school seniors in this memorial 5K/10K event.

• Competitive
• For a Cause

Sat, Apr 25, 2026, 9:00 AM CDT·6.2 Miles·Bridgeport, IL

EasygoingRUN

Course · Flat · Walkers welcome

An uplifting 5K celebrating inclusion and supporting autism awareness within the Chesterton community.

• Fun
• For a Cause

Sat, Apr 25, 2026, 9:00 AM CDT·5K·Chesterton, IN

EasygoingRUN

Course · Rolling · Family-oriented