Chicago
Walking Events Calendar near Chicago 2026-2027
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Explore the top walking events near Chicago for 2026-2027! We've gathered 130 great walks in the area. Check out our detailed list below to find your next local walk.
December 2026
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.
October 2026
December 2026
March 2027
April 2027
Routes of 10 Mile and 5K start at Montrose Beach on the Chicago lakefront, featuring a climb over Cricket Hill and a Wilson track finish. Walkers are encouraged to register for the 5K.
Walkers can choose Half Marathon or 5K routes starting at North Central College, passing downtown and scenic Naperville neighborhoods alongside the running races.
May 2027
Walkers can choose a 5K or 1 mile course in Northbrook starting at 2370 Shermer Rd, offered alongside the running races.
June 2027
Walkers can follow the 5k course in Matteson from 20642 Matteson Ave, passing the Matteson bridge at mile 3 for a short challenging incline. The event is chip timed for walkers with a finish line clock, packet pickup at Matteson Community Center,..
July 2027
Walkers can use the 5K from Warrenville Recreation Center via the Illinois Prairie Path and Warrenville Grove; a 1 Miler follows and no strollers bikes or dogs allowed.