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Illinois Walking Events Calendar 2026-2027

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Monthly updates for Illinois

Get new walking events (and updates) in your inbox every month.

Explore the best walking events in Illinois for 2026-2027! Our updated list features 349 great walks across the region. Find your next walk in Illinois below and join the walking community at these great events!

November 2026
Nov
26
Th

Turkey Day 5K - Naperville

Road Race Walk
Nov
26
Th

Arlington Heights Turkey Trot

Road Race Walk 5 km
Nov
28
Sa

Schaumburg Turkey Trot Half Marathon & 5K

Road Race Walk
Nov
28
Sa

FOLEPI River Trail Classic

Trail Run Walk 2 mi
Nov
28
Sa

Santas on the Run X 5k

Road Race Walk
Nov
28
Sa

Reindeer 5K - Anna

Road Race Walk
Nov
28
Sa

Stroll on State Dasher Dash 5K

Road Race Walk 5 km
Nov
29
Su

Holiday Hustle - Coal City

Road Race Walk
December 2026
Dec
5
Sa

Lions Charities Reindeer Run

Road Race Walk
Dec
5
Sa

Santa's Run through the Lights 5K

Road Race Walk 5 km
Dec
5
Sa

Rotary Santa Run Walk

Road Race Walk
Dec
5
Sa

Belleville Gingerbread 5K

Road Race Walk 5 km
Dec
6
Su

Insane Candy Cane 5K Run/Walk

Road Race Walk 5 km
Dec
6
Su

Santa Shuffle 5K

Road Race Walk
Dec
6
Su

Jingle Bell Run - Kankakee

Road Race Walk
Dec
12
Sa

Run Run Rudolph - Peoria

Road Race Walk 5 km
Dec
12
Sa

Park Ridge Santa Stroll 5K - Jingle Jog

Road Race Walk
Dec
12
Sa

Ditka Dash

Road Race Walk 5 km
Dec
12
Sa

Jingle Bell Run - Chicago

Road Race Walk 5 km
January 2027
Jan
1
Fr

Get Lit New Year's Day Celebration - East Peoria

Road Race Walk
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