Find Cycling Events in the State of Illinois.
March 2026-
Mar 15 St. Patrick's Day Ride
Wauconda, IL
17 and 21 miles
Recreational
Mar 28 - Oct 31 Big River Gravel Series
Moline, IL
Gravel
April 2026-
Apr 11 Rough Road 100
Morris, IL
64 km, 100 km
Gravel
Apr 25 1904
Morrison, IL
Gravel
Mar 28 - Oct 31 Big River Gravel Series
Moline, IL
Gravel
May 2026-
Mar 15 St. Patrick's Day Ride
Wauconda, IL
17 and 21 miles
Recreational
Mar 28 - Oct 31 Big River Gravel Series
Moline, IL
Gravel
April 2026-
Apr 11 Rough Road 100
Morris, IL
64 km, 100 km
Gravel
Apr 25 1904
Morrison, IL
Gravel
Mar 28 - Oct 31 Big River Gravel Series
Moline, IL
Gravel
May 2026-
Saturday May 30 - Sun. May 31, 2026 Illini Weekend Getaway - The Champaign of Rides! powered by Bicycle Illinois
Cycling event website: https://www.bicycleillinois.com/illiniweekendgetaway/illiniweekendgetaway.htm
Cycling event is for/about: A very flat, two day event in Champaign featuring different loops out of a central location so you can ride as many miles as you want. The Champaign of Rides!
Cycling event categories: Road, Tour, Recreational
Cycling event location: Champaign/Urbana, IL
Visit Here! for the overall general events routes.
Register Here! for the cycling event.
May 31 2026 Arlington 500
Lake Zurich, IL
Recreational
June 2026-
Jun 6 Elmhurst Cycling Classic
Elmhurst, IL
60 minutes, 50 minutes, 40 minutes, 30 minutes
Road Race Illinois Cycling Assoc
Jun 19-20 Le Tour de Shore 2026
Chicago, IL
60 miles, 45 miles, 100 miles
Recreational
Jun 27 Tour de Chi
Chicago, IL
62, 100, 150 miles miles
Bike Tour Recreational Road Race
Lake Zurich, IL
Recreational
June 2026-
Jun 6 Elmhurst Cycling Classic
Elmhurst, IL
60 minutes, 50 minutes, 40 minutes, 30 minutes
Road Race Illinois Cycling Assoc
Jun 19-20 Le Tour de Shore 2026
Chicago, IL
60 miles, 45 miles, 100 miles
Recreational
Jun 27 Tour de Chi
Chicago, IL
62, 100, 150 miles miles
Bike Tour Recreational Road Race
Saturday June 27, 2026 Ride Across Illinois (RAIL) South powered by Bicycle Illinois
Cycling event website: https://www.bicycleillinois.com/rail/south/south.htm
Cycling event is for/about: Push the limits of your endurance by riding 165 miles across the entire state of Illinois from St. Louis, MO to Vincennes, IN in one day!
Cycling event categories: Road, Tour, Recreational
Cycling event location: St. Louis, MO to Vincennes, IN
Visit Here! for the overall general route between stopping towns including the rest stop locations overlaid on satellite imagery.
Register Here! for the cycling event.
July 2026-
Jul 11 Mishigami 2026
Chicago, IL
484 miles, 1121 miles
Time Trial
Mar 28 - Oct 31 Big River Gravel Series
Moline, IL
Gravel
Jul 11 Burning Quad presented by Crawford Companies
Erie, IL
85 miles, 45 miles, 27 miles, 14 miles
Gravel
Mar 28 - Oct 31 Big River Gravel Series
Moline, IL
Gravel
Jul 11 Mishigami 2026
Chicago, IL
484 miles, 1121 miles
Time Trial
Mar 28 - Oct 31 Big River Gravel Series
Moline, IL
Gravel
Jul 11 Burning Quad presented by Crawford Companies
Erie, IL
85 miles, 45 miles, 27 miles, 14 miles
Gravel
Mar 28 - Oct 31 Big River Gravel Series
Moline, IL
Gravel
Sunday July 12, 2026 Tri-State Tour Chicago Century #1 powered by Bicycle Illinois
Cycling event website: https://www.bicycleillinois.com/tristatetourchicagocentury/tristatetourchicagocentury.htm
Cycling event is for/about: The Tri-State Tour Chicago Century travels through three states in one day! You'll start the ride right over the Illinois/Indiana border in Hammond, IN and finish in Kenosha, WI, travelling up Lake Michigan through Illinois. This single day event covers approximately 80 miles and a century option is available as well.
Cycling event categories: Road, Tour, Recreational
Cycling event location: Whiting, IN to Kenosha, WI
Visit Here! for the overall general route between stopping towns including the rest stop locations overlaid on satellite imagery.
Register Here! for the cycling event.
Saturday July 18, 2026 RAGBRAI Transportation: Chicago to the Start of RAGBRAI powered by Bicycle Illinois
Cycling event website: https://www.bicycleillinois.com/ragbraitransportation/ragbraitransportation.htm
Cycling event is for/about: We will be offering transportation for you, your bicycle, and your baggage from downtown Chicago to the start of RAGBRAI and also from the end of RAGBRAI back to downtown Chicago.
Cycling event categories: Road, Tour, Recreational
Cycling event location: Chicago to Onawa, IA
Register Here! for the cycling event!
Saturday July 25, 2026 RAGBRAI Transportation: End of RAGBRAI to Chicago powered by Bicycle Illinois
Cycling event website: https://www.bicycleillinois.com/ragbraitransportation/ragbraitransportation.htm
Cycling event is for/about: We will be offering transportation for you, your bicycle, and your baggage from downtown Chicago to the start of RAGBRAI and also from the end of RAGBRAI back to downtown Chicago.
Cycling event categories: Road, Tour, Recreational
Cycling event location: Dubuque, IA to Chicago
Register Here! for the cycling event.
Saturday Aug. 22, 2026 Tri-State Tour Chicago Century #2 powered by Bicycle Illinois
Cycling event website: https://www.bicycleillinois.com/tristatetourchicagocentury/tristatetourchicagocentury.htm
Cycling event is for/about: The Tri-State Tour Chicago Century travels through three states in one day! You'll start the ride right over the Illinois/Indiana border in Hammond, IN and finish in Kenosha, WI, travelling up Lake Michigan through Illinois. This single day event covers approximately 80 miles and a century option is available as well.
Cycling event categories: Road, Tour, Recreational
Cycling event location: Whiting, IN to Kenosha, WI
Visit Here! for the overall general route between stopping towns including the rest stop locations overlaid on satellite imagery.
Register Here! for the cycling event.
September 2026-
Sep 18-20 Dirtworx MTB Fest 2026
Findlay, IL
Special Event
Sep 26 Tour de Milk 2026
Carlinville, IL
66 miles
Road Race
Sep 26 TOSOC Bike Ride
Oregon, IL
62 miles, 32 miles, 10 miles
Bike Tour Recreational
October 2026-
Oct 3 Lead Ore Gravel
Galena, IL
60 miles, 30 miles, 100+ miles
Gravel Road Race
Oct 3 Driftless Dagger
Galena, IL
550 miles, 237 miles
Gravel
Mar 28 - Oct 31 Big River Gravel Series
Moline, IL
Gravel
December 2026-
Jan 1 - Dec 31, 2026 Illinois Valley Wheelm'n Annual Club Membership
Peoria, IL
Sep 18-20 Dirtworx MTB Fest 2026
Findlay, IL
Special Event
Sep 26 Tour de Milk 2026
Carlinville, IL
66 miles
Road Race
Sep 26 TOSOC Bike Ride
Oregon, IL
62 miles, 32 miles, 10 miles
Bike Tour Recreational
October 2026-
Oct 3 Lead Ore Gravel
Galena, IL
60 miles, 30 miles, 100+ miles
Gravel Road Race
Oct 3 Driftless Dagger
Galena, IL
550 miles, 237 miles
Gravel
Mar 28 - Oct 31 Big River Gravel Series
Moline, IL
Gravel
December 2026-
Jan 1 - Dec 31, 2026 Illinois Valley Wheelm'n Annual Club Membership
Peoria, IL
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