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by Dockia Labs

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Road Cycling in Chicago 2026 | SportPlan
Road Cycling in Chicago
Road CyclingChicago

Road Cycling in Chicago

Browse upcoming amateur road cycling events and compare dates, locations, and popularity. in Chicago.

Upcoming dates Chicago Community-rated events
21 events found

21 eventos

Sort: recommended
DateEventSportLocationDist.21
5JUN
Tractor-Drawn Wagon Ride
Road CyclingWarrenville
Road Cycling
Warrenville
—
7JUN
Fahrrad Tour Von Schaumburg Bike Ride
Road CyclingSchaumburg
Road Cycling
Schaumburg
—
12JUN
Le Tour de Shore
Road Cycling161 kmChicago
Road Cycling
Chicago
161 km
13JUN
Freedom Bike Ride
Road CyclingChicago
Road Cycling
Chicago
—
13JUN
Hometown Nite Ride
Road CyclingCrown Point
Road Cycling
Crown Point
—
13JUN
Plainfield American Legion 5K Charity Run
Road CyclingPlainfield
Road Cycling
Plainfield
—
21JUN
2026 Ride Across Illinois (RAIL) North powered by Bicycle Illinois
Road CyclingCook County
Road Cycling
Cook County
—
28JUN
Swedish Days Ride
Road Cycling214 kmSugar Grove
Road Cycling
Sugar Grove
214 km
22JUL
Cycle Brookfield Criterium
Road CyclingBrookfield
Road Cycling
Brookfield
—
23JUL
Northbrook Grand Prix
Road CyclingNorthbrook
Road Cycling
Northbrook
—
25JUL
Northwestern Medicine Lake Bluff Criterium
Road CyclingLake Bluff
Road Cycling
Lake Bluff
—
26JUL
2026 CAMBr Chicagoland Race Series Powered by SRAM
Road CyclingCarpentersville-Hoffman Estates-Willow Springs
Road Cycling
Carpentersville-Hoffman Estates-Willow Springs
—
1AUG
Strides Against Suicide & Overdose
Road CyclingValparaíso
Road Cycling
Valparaíso
—
8AUG
Raue Center's Night Owl Bike Ride 2026
Road CyclingCrystal Lake
Road Cycling
Crystal Lake
—
9AUG
29th Annual Naperville Rotary Ride
Road CyclingNaperville
Road Cycling
Naperville
—
15AUG
2026 Bicycle Illinois
Road CyclingChicago
Road Cycling
Chicago
—
15AUG
Prostate Cancer Awareness 5K Walk/Run/Bike-Most Worshipful Prince Hall Grand Lodge of IL (one race four locations simulantaneously)
Road CyclingChicago
Road Cycling
Chicago
—
19SEP
2026 Route 66 Ride powered by Bicycle Illinois
Road CyclingWill County
Road Cycling
Will County
—
20SEP
North Shore Century
Road Cycling160 kmWilmette
Road Cycling
Wilmette
160 km
20SEP
North Shore Century
Road CyclingEvanston
Road Cycling
Evanston
—
18OCT
23rd Annual This Run's For Jack 2026
Road CyclingGlen Ellyn
Road Cycling
Glen Ellyn
—

Other sports in Chicago

Road Cycling in other areas

Events listed

21

Sport

Road Cycling

Area

Chicago

Radius

70 km

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Updated Jun 10, 2026