Cycling Index

An index of cycling related events, groups, rides, races, and more in the state-line area. If you have an event you would like to add to the site please check out the form in the About section!

  • Big update for 2020, but lots of work to do on updating links, dates and other info.
  • Any feedback, new events, or if you want to help, please let me know!
Event Location Date Type
Return to the Hills Cross Race Rockford, IL 3/29/2020 Cyclocross
Skyway Classic Criterium Series Chicago, IL 4/6/2020 Criterium
Rough Road 100 Morris, IL 4/4/2020 Gravel
John Fraser Memorial TT Winfield, IL 4/5/2020 Tri/Duathlon
Spring Super Criterium South Beloit, IL 4/11/2020 Criterium
Barry Roubaix Hastings, MI 4/18/2020 Gravel
Dairy Roubaix Bagley, WI 4/18/2020 Gravel
Screw City Cyclocross Classic Rockford, IL 4/19/2020 Cyclocross
Grumpy Grind Milledgeville, IL 5/3/2020 Gravel
Cherry Valley 20k Time Trial Cherry Valley, IL 4/26/2020 Tri/Duathlon
Lincoln Park Criterium Chicago, IL 4/26/2020 Criterium
La Crosse Omnium - Time Trial La Crosse, WI 5/1/2020 Criterium
La Crosse Omnium - Crit La Crosse, WI 5/2/2020 Criterium
Ride the Ups and Downs Elizabeth, IL 5/2/2020 Road/General
Screw City Duathlon Loves Park, IL 5/3/2020 Tri/Duathlon
Illiniwek Abermination Hampton, IL May (TBD) Mountain/Fat Bike
Neenah Duathlon Neenah, WI 5/9/2020 Tri/Duathlon
Region Riot Hammond, IN May (TBD) Criterium
Harvard Time Trial 33.3k Harvard, IL May (TBD) Tri/Duathlon
Iola Bump & Jump Iola, WI 5/16/2020 Mountain/Fat Bike
First Thaw Tri Oconomowoc, WI May (TBD) Tri/Duathlon
Snake Alley Criterium Burlington, IA 5/22/2020 Criterium
Burlington Road Race Mediapolis, IA May (TBD) Road/General
Blackhawk Country Roads Rockford, IL 5/24/2020 Road/General
Ten Thousand Freeport, IL 5/24/2020 Gravel
Melon City Criterium Muscatine, IA 5/24/2020 Criterium
Kwik Star Criterium Davenport, IA 5/25/2020 Criterium
BayCare Clinic Century Green Bay, WI 6/6/2020 Road/General
Arlington 500 Lake County, IL June (TBD) Road/General
Lake Mills Triathlon Lake Mills, WI 6/7/2020 Tri/Duathlon
Grand Illinois Bike Tour Clinton, IL 6/7/2020 Touring
Battle of CamRock Rockdale, WI 6/13/2020 Mountain/Fat Bike
Tour Of the Mississippi River Valley Quad Cities, IA/IL 6/13/2020 Touring
70.3 Wisconsin Madison, WI 6/14/2020 Tri/Duathlon
ET Batavia Sprint Triathlon and Duathlon Batavia, IL 6/14/2020 Tri/Duathlon
Ramble Ride Wilmot, WI 6/14/2020 Road/General
Bigfoot Triathlon Lake Geneva, WI 6/14/2020 Tri/Duathlon
Mount Morris Challenge Mt Morris, WI June (TBD) Mountain/Fat Bike
Lake in the Hills Triathlon Palatine, IL 6/17/2020 Tri/Duathlon
Kenosha YMCA Food, Folks & Spokes Kenosha, WI 6/18/2020 Criterium
East Troy Cycling Classic East Troy, WI 6/19/2020 Criterium
Horribly Hilly Hundreds Blue Mounds, WI 6/20/2020 Road/General
Pie Ride Janesville, WI 6/20/2020 Road/General
Giro d Grafton Grafton, WI 6/20/2020 Criterium
RAIL (Ride Across Illinois) North Moline, IL 6/21/2020 Touring
River District 12 Rockford, IL June (TBD) Road/General
Waukesha Carl Zach Cycling Classic Waukesha, WI 6/21/2020 Criterium
Red Flint Firecracker Eau Claire, WI June (TBD) Mountain/Fat Bike
Downtown West Bend Concourse West Bend, WI 6/22/2020 Criterium
Janesville Town Square Gran Prix Janesville, WI 6/23/2020 Criterium
Port Washington Race the Harbor Port Washington, WI 6/24/2020 Criterium
Shorewood Criterium Cycling Classic Shorewood, WI 6/25/2020 Criterium
Swiss Cheese and Spotted Cow Spring Green, WI 6/25/2020 Touring
Cafe Centraal Bay View Classic Milwaukee, WI 6/26/2020 Criterium
Bike MS: Tour De Farms Geneva, IL 6/27/2020 Road/General
Englewood Open Fall River, WI 6/27/2020 Mountain/Fat Bike
Tour Against Cancer Freeport, IL June (TBD) Road/General
Otto Wenz Cafe Hollander Downer Classic Milwaukee, WI 6/27/2020 Criterium
Twin Lakes Triathlon Palatine, IL 6/28/2020 Tri/Duathlon
Swedish Days Ride Hampshire, IL 6/28/2020 Road/General
East Tosa Gran Prix East Tosa, WI 6/28/2020 Criterium
WORS Cup Elkhorn, WI July (TBD) Mountain/Fat Bike
Pewaukee Duathlon Pewaukee, WI July (TBD) Tri/Duathlon
Fitchburg Festival of Speed Fitchburg, WI 7/11/2020 Criterium
Lake Zurich Triathlon Lake Zurich, IL 7/12/2020 Tri/Duathlon
Tri-State Tour Tri-State, IL/WI/IN 7/12/2020 Road/General
Biking with Beanzie DeKalb, IL 7/12/2020 Road/General
Bloomington Crit Bloomington, IL July (TBD) Criterium
Beverly Hills Cycling Classic Chicago, IL July (TBD) Criterium
Z-Tour Princeton, IL July (TBD) Road/General
Tour De North End Rockford, IL July (TBD) Road/General
Oregon Park District Triathlon Oregon, IL July (TBD) Tri/Duathlon
Colectivo Coffee Bean Classic Waukesha, WI July (TBD) Mountain/Fat Bike
Wauconda Triathlon Wauconda, IL July (TBD) Tri/Duathlon
Lake Bluff Criterium Lake Bluff, IL July (TBD) Criterium
Ragbrai Multi, IA July (TBD) Touring
Dennis Jurs Memorial Race Elgin, IL July (TBD) Criterium
Autobahn Country Club Road Race Joliet, IL July (TBD) Criterium
South Chicago Kermesse Road Race South Chicago, IL July (TBD) Criterium
West Dundee River Challenge West Dundee, IL July (TBD) Criterium
Niles Cycling Classic Niles, IL July (TBD) Criterium
Route 66 Half Iron Triathlon Springfield, IL July (TBD) Tri/Duathlon
Superior Ambulance Cycling Classic Elmhurst, IL July (TBD) Criterium
Lake Ripley Ride Cambridge, WI July (TBD) Road/General
Tour of Lake Ellyn Glen Ellyn, IL July (TBD) Criterium
William Blair Grand Prix Chicago, IL July (TBD) Criterium
Hixon Forest Epic La Crosse, WI August (TBD) Mountain/Fat Bike
Naperville Sprint Triathlon Naperville, IL August (TBD) Tri/Duathlon
Little Apple 100 Manhattan, IL August (TBD) Gravel
Lake Country Triathlon Oconomowoc, WI August (TBD) Tri/Duathlon
Rotary Ride Naperville, IL August (TBD) Road/General
Ride Across Wisconsin Southern, WI August (TBD) Road/General
Bicycle Illinois Multi, IL August (TBD) Touring
Ride Like An Egyptian DeKalb, IL August (TBD) Road/General
Chicago Triathlon Chicago, IL August (TBD) Tri/Duathlon
Lake Mills Du Lake Mills, WI August (TBD) Tri/Duathlon
Tri-State Tour Tri-State, IL/WI/IN August (TBD) Road/General
Treadfest Lake Geneva, WI August (TBD) Mountain/Fat Bike
Race the Lake Fond du Lac, WI August (TBD) Road/General
Relay Cross Chicago, IL August (TBD) Cyclocross
Return to Cherry Valley 20k Time Trial Cherry Valley, IL August (TBD) Tri/Duathlon
Winfield Criterium Winfield, IL September (TBD) Criterium
Cycle On 2nd Rockford, IL September (TBD) Road/General
Ironman Wisconsin Madison, WI September (TBD) Tri/Duathlon
Tempo Velo Farmondo Sterling, IL September (TBD) Road/General
Harmon Hundred Wilmot, WI September (TBD) Road/General
Jingle Cross Iowa City, IA September (TBD) Cyclocross
Fever River Tri Galena, IL September (TBD) Tri/Duathlon
Bike the Barns Columbus, WI September (TBD) Road/General
CX Eliminator Chicago, IL September (TBD) Cyclocross
Dousman Duathlon Dousman, WI September (TBD) Tri/Duathlon
Fontana Triathlon Fontana, WI September (TBD) Tri/Duathlon
Trek Cup Waterloo, WI September (TBD) Cyclocross
Fall Fling Crit Wood Dale, IL September (TBD) Criterium
Tour of Scenic Ogle County Oregon, IL September (TBD) Road/General
CCC - Caldwell Woods Chicago, IL September (TBD) Cyclocross
Spotted Horse Gravel Ultra St Charles, IA October (TBD) Gravel
CCC - Hopkins Park Dekalb, IL October (TBD) Cyclocross
Al Stern Marathon Bicycle Road Race Aroma Park, IL October (TBD) Road/General
Pumpkin Pie Ride Ottawa, IL October (TBD) Road/General
CCC - Pulaski Woods Chicago, IL October (TBD) Cyclocross
Great Apple Ride Harvard, IL October (TBD) Road/General
CCC - Carpentersville Carpentersville, IL October (TBD) Cyclocross
CCC - Sunrise Park Bartlett, IL October (TBD) Cyclocross
CCC - Campton Wasco, IL November (TBD) Cyclocross
Axels at the Castle Oregon, IL November (TBD) Road/General
CCC - Groundhog PSI-clocross Woodstock, IL November (TBD) Cyclocross
CCC - Wheeling Wheeling, IL November (TBD) Cyclocross
CCC - Pheasant Run St. Charles, IL November (TBD) Cyclocross