Wheeling
Walking Events Calendar near Wheeling 2026-2027
Monthly updates for Wheeling
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Explore the top walking events near Wheeling for 2026-2027! We've gathered 129 great walks in the area. Check out our detailed list below to find your next local walk.
November 2026
The 5K Fitness Walk starts and finishes at Proesel Park (7055 N. Kostner Ave) on a flat scenic road marked course through Lincolnwood. Strollers and wheelchairs are allowed, registered walkers get a long sleeve shirt and finisher medal.
Walkers can choose the 5K or 10K on the Chicago Lakefront Trail and sidewalks, starting at 111 N Jean Baptiste Pointe du Sable; water stations, toilets, gear check and strollers must start in the back.
Walkers can choose a 1 Miles course that starts and ends at Healthy Happy Body in Elmwood Park. The family friendly route welcomes strollers and four legged companions and includes a short sleeve, bib and medal.
Walkers can choose the 5K course starting at St. Charles North High School in St. Charles, IL, with an untimed option and a donut at the finish alongside the running races.
Walkers can choose 5K or 8K courses starting in downtown Long Grove at 308 Old McHenry Rd, mostly on paved roads with water stations and a finish at the covered bridge.
The Grove Express includes a 5K run/walk starting at Main and Grove Streets in downtown Downers Grove and winds through the Village on a USATF certified course. Walkers should note parking will be in high demand and organizers encourage walking,..
Walkers use a 5K fast flat course through downtown Naperville, starting and finishing on Hillside Rd at Naperville Central High School. Walkers share the marked route with runners.
Walkers can choose 2 Miles or 5 Miles routes starting at Harper College Health and Recreation Center, 1200 W. Algonquin Rd., Palatine, IL. The walks run alongside the running races as part of this family Thanksgiving Day event.
Walkers can use the 5K course beginning and ending at Jackman Park on a primarily flat, paved route through the tree lined streets of Glenview's Swainwood neighborhood. Packet pickup is at Hickey Hall with morning pickup at the Jackman Park gazeb..
Walkers follow a scenic 5K (3.1 Miles) on the Danada Trail in Danada Forest Preserve, Naperville, starting at 3S580 Naperville Rd. The family friendly course suits all levels and runs alongside the running race with a Thanksgiving theme.
Walkers follow a 5K course at South Middle School in Arlington Heights near 400 S HIGHLAND AVE, alongside the running races and a 5K wheelchair division. Entry is a $20 donation and proceeds benefit the Wheeling Township Food Pantry.
Walkers can do 5K or 13.1 Miles alongside the run at Ned Brown Meadow Grove in Elk Grove Village, IL; all finishers receive a medal and donut.
December 2026
Walkers can join the untimed 1 Mile walk starting at 220 West Campbell in Arlington Heights. The walking only event takes place alongside the running races and carries a $45.00 registration fee.
The walking only Stroll covers 1 mile through the streets of Uptown Park Ridge near 1500 Stewart Ave, running alongside the event's other races. Packets with tee shirts and Santa hats are distributed at Centennial Park on race day.
March 2027
Walkers can choose 5K or 8K routes from Bethlehem Lutheran Church in St Charles, Illinois, with virtual option and packet pickup.