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Illinois Walking Events Calendar 2026-2027

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Explore the best walking events in Illinois for 2026-2027! Our updated list features 296 great walks across the region. Find your next walk in Illinois below and join the walking community at these great events!

September 2026
Solidarity Sidekick down Route 66 - Old Chain of Rocks Bridge The event offers walkers a 6.6K route on the historic Old Chain of Rocks Bridge at the Illinois entrance in Granite City. The course crosses the Mississippi with trusses and river views and includes a shared 2.1 mile Sidekick segment.
The event offers a walk only 5K of 3.1 Miles starting at the corner of East Court and Northeast 4th in Fairfield IL alongside the run/walk races. This is a walk only option; no running is allowed, the registration fee is $15 and packet pickup is..
A 5K walk in South Side, Chicago at 9501 S King Dr finishes with a post-walk brunch at Hillman Yard. A virtual 5K option is available and a 10K run is offered alongside the 5K events.
Untimed 2 Miles walk starts at E Jefferson St and S First Ave on a flat course through town finishing on Jefferson at the Pumpkin Festival. Strollers and wheelchairs welcome; includes post race party and breakfast coupon.
Walkers can follow the certified Superhero 3.1 Miles course at Turley Park in Carbondale or complete it virtually from anywhere. Day of registration and packet pickup are offered, with t shirts and shipping for virtual participants.
A not timed fun walk of 1 Miles around the park in South Beloit, starting at 436 Olive Street. Walkers join alongside the running races, must register in advance since onsite registration is not available, and ages 1 to 14 are free.
Walkers can choose the runway course of 5K or the shorter 1K family walk at Skydive Chicago in Ottawa, IL, with routes held directly on the airport runway. The event is family friendly and includes a Survivor Recognition Lap alongside the run..
The 5K walk starts at Guildhaus on Canal Street and follows the Calumet Saganashkee Channel through Blue Island to Fay's Point Marina and back. Water at midpoint, half mile markers, strollers and wheelchairs start with walkers.
The certified 5K walk runs outdoors through the Evergreen Park neighborhood, starting and finishing at Klein Park (Circle Park) at 97th and Homan in Evergreen Park, IL. Walkers start after runners and can join in person or virtually with packet p..
Walk options include a 3.1 Miles 5K and a 10K walk and run at Tuscola Ervin Park in Tuscola IL, with virtual 5K and 10K options that can be done anytime. Same day registration is available though shirts may not be guaranteed.
Walkers can join BrainUp's annual event at Lake View Park in Chicago with a 5K walking option through the park. The walk runs alongside the running races and raises funds and awareness for brain cancer research and patient support.
Offers 5K and 1.5 mile fun walk options starting at 1154 Rte 173 in Spring Grove, IL alongside the running races. Walkers and strollers welcome, with food trucks and kids activities on site; proceeds support a new inclusive Adventure Playgrou..
Participants can walk the on site 3.1 Miles out and back course starting at Babe's Tap, 515 S. Broadway, Coal City IL. A virtual 5k is available for remote walkers and shirts are guaranteed for participants who register by 8/30.
Walkers can take the 5K course through an all new route on the tree lined streets around College Church at 332 E. Seminary Ave., Wheaton. The event welcomes walkers alongside the running races and supports the STARS disability ministry.
Walkers can choose a 3K fun walk starting near Fourth and Alton streets in Alton, Illinois, with packet pickup at Simmons Hanly Conroy headquarters. Free parking is available on Alby, E 4th, E 5th and Easton streets.
Walkers can choose a 1 mile route at Cronin Park in Arlington Heights across from South Middle School. The event runs with a 5k and offers street parking, a Highland Sigwalt garage and a school lot for handicapped parking.
Walkers can complete a 5K loop at Three Oaks Recreation Area, starting and finishing at Pavilion A along the path around the lake. The course is stroller friendly but not dog friendly, and refreshments and water are provided.
Walkers can take the 3K (1.8 miles) paved loop on the Vollmer Road Trails in the Cook County Forest Preserve at Olympia Fields. The trail is stroller friendly, dogs are allowed on leash, and parking with an overflow lot off Flossmoor Road is availa..
The Family Walk at Blue Star Memorial Woods in Glenview features a 1 mile route through wooded park trails alongside the chip timed 5K and Kids Dash. Race day includes festival amenities such as food trucks, face painting and activities.
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