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, date and other info.
  • Any feedback, new events, or if you want to help, please let me know!
Event Location Date Type
Tour De Frost Rockford, IL 12/7/2019 Road/General
Hugh Jass Bike Race #3 Waterloo, WI 1/4/2020 Mountain/Fat Bike
MATTS Indoor TT #1 Winfield, IL 1/12/2020 Tri/Duathlon
Triple D Race Dubuque, IA 1/18/2020 Mountain/Fat Bike
Hugh Jass Bike Race #4 Salem, WI 1/25/2020 Mountain/Fat Bike
Frozen Fat Fondo Davenport, IA 1/25/2020 Mountain/Fat Bike
Big Cheese Fat Bike Race Madison, WI 2/2/2020 Mountain/Fat Bike
MATTS Indoor TT #2 Winfield, IL 2/9/2020 Tri/Duathlon
Hugh Jass Bike Race #5 Kewaskum, WI February (TBD) Mountain/Fat Bike
Lake Macbride Fat Tire Classic Solon, IA 2/15/2020 Gravel
Big Cheese Fat Bike: Badger Prarie Veroa, WI 2/20/2020 Mountain/Fat Bike
Frostbite 30-40-50 Freeport, IL 2/23/2020 Gravel
Hugh Jass Bike Race #6 Franklin, WI February (TBD) Mountain/Fat Bike
CIRREM Cumming, IA 2/29/2020 Gravel
MATTS Indoor TT #3 Winfield, IL 3/8/2020 Tri/Duathlon
Melting Mann Vandalia, MI 3/21/2020 Gravel
Melt Fest Rockford, IL March (TBD) Road/General
Screw City Cyclocross Classic Rockford, IL March (TBD) Cyclocross
Pastry-Brest-Pastry Aurora, IL March (TBD) Gravel
Skyway Classic Criterium Series Chicago, IL March (TBD) Criterium
Rough Road 100 Morris, IL April (TBD) Gravel
Return to the Hills Cross Race Rockford, IL April (TBD) Cyclocross
John Fraser Memorial TT Winfield, IL 4/5/2020 Tri/Duathlon
Sylvan Island Stampede Moline, IL April (TBD) Mountain/Fat Bike
Spring Super Criterium South Beloit, IL April (TBD) Criterium
Barry Roubaix Hastings, MI April (TBD) Gravel
Dairy Roubaix Bagley, WI April (TBD) Gravel
Another Dam Cross Race Rockford, IL April (TBD) Cyclocross
Grumpy Grind Milledgeville, IL April (TBD) Gravel
Cherry Valley 20k Time Trial Cherry Valley, IL April (TBD) Tri/Duathlon
Lincoln Park Criterium Chicago, IL April (TBD) Criterium
La Crosse Omnium - Time Trial La Crosse, WI May (TBD) Criterium
Ride the Ups and Downs Elizabeth, IL May (TBD) Road/General
La Crosse Omnium - Crit La Crosse, WI May (TBD) Criterium
Screw City Duathlon Loves Park, IL May (TBD) Tri/Duathlon
Englewood Open Fall River, WI May (TBD) Mountain/Fat Bike
Illiniwek Abermination Hampton, IL May (TBD) Mountain/Fat Bike
Watertown Duathlon Watertown, WI May (TBD) Tri/Duathlon
Region Riot Hammond, IN May (TBD) Criterium
Neenah Duathlon Neenah, WI May (TBD) Tri/Duathlon
Harvard Time Trial 33.3k Harvard, IL May (TBD) Tri/Duathlon
First Thaw Tri Oconomowoc, WI May (TBD) Tri/Duathlon
Iola Bump & Jump Iola, WI May (TBD) Mountain/Fat Bike
Hop On: Tailwind Dive Bar Tour Oregon, IL May (TBD) Road/General
Arlington 500 Lake County, IL May (TBD) Road/General
Burlington Road Race Mediapolis, IA May (TBD) Road/General
Blackhawk Country Roads Rockford, IL May (TBD) Road/General
Snake Alley Criterium Burlington, IA May (TBD) Criterium
Midwest Gravel Championship and WBR Ride Dekalb, IL May (TBD) Gravel
Ten Thousand Freeport, IL May (TBD) Gravel
Melon City Criterium Muscatine, IA May (TBD) Criterium
Kwik Star Criterium Davenport, IA May (TBD) Criterium
BayCare Clinic Century Green Bay, WI May (TBD) Road/General
Battle of CamRock Rockdale, WI June (TBD) Mountain/Fat Bike
Fox Lake Triathlon Fox Lake, IL June (TBD) Tri/Duathlon
Lake Mills Triathlon Lake Mills, WI June (TBD) Tri/Duathlon
Tour Of the Mississippi River Valley Quad Cities, IA/IL June (TBD) Touring
70.3 Wisconsin Madison, WI June (TBD) Tri/Duathlon
ET Batavia Sprint Triathlon and Duathlon Batavia, IL June (TBD) Tri/Duathlon
Ramble Ride Wilmot, WI June (TBD) Road/General
XTERRA Illinois Wilds Tri Hanna City, IL June (TBD) Tri/Duathlon
Grand Illinois Bike Tour Clinton, IL June (TBD) Touring
Horribly Hilly Hundreds Blue Mounds, WI June (TBD) Road/General
Rock River Adventure Tri Oregon, IL June (TBD) Tri/Duathlon
Pie Ride Janesville, WI June (TBD) Road/General
Lake in the Hills Triathlon Palatine, IL June (TBD) Tri/Duathlon
Mount Morris Challenge Mt Morris, WI June (TBD) Mountain/Fat Bike
RAIL (Ride Across Illinois) North Moline, IL June (TBD) Touring
Kenosha YMCA Food, Folks & Spokes Kenosha, WI June (TBD) Criterium
East Troy Cycling Classic East Troy, WI June (TBD) Criterium
Giro d Grafton Grafton, WI June (TBD) Criterium
Hartford Du Hartford, WI June (TBD) Tri/Duathlon
River District 12 Rockford, IL June (TBD) Road/General
Bike MS: Tour De Farms Geneva, IL June (TBD) Road/General
Bigfoot Triathlon Lake Geneva, WI June (TBD) Tri/Duathlon
Twin Lakes Triathlon Palatine, IL June (TBD) Tri/Duathlon
Red Flint Firecracker Eau Claire, WI June (TBD) Mountain/Fat Bike
Swedish Days Ride Hampshire, IL June (TBD) Road/General
Waukesha Carl Zach Cycling Classic Waukesha, WI June (TBD) Criterium
Downtown West Bend Concourse West Bend, WI June (TBD) Criterium
Janesville Town Square Gran Prix Janesville, WI June (TBD) Criterium
Port Washington Race the Harbor Port Washington, WI June (TBD) Criterium
Shorewood Criterium Cycling Classic Shorewood, WI June (TBD) Criterium
Swiss Cheese and Spotted Cow Spring Green, WI June (TBD) Touring
Cafe Centraal Bay View Classic Milwaukee, WI June (TBD) Criterium
Otto Wenz Cafe Hollander Downer Classic Milwaukee, WI June (TBD) Criterium
Tour Against Cancer Freeport, IL June (TBD) Road/General
East Tosa Gran Prix East Tosa, WI June (TBD) Criterium
WORS Cup Elkhorn, WI July (TBD) Mountain/Fat Bike
Pewaukee Duathlon Pewaukee, WI July (TBD) Tri/Duathlon
Fitchburg Festival of Speed Fitchburg, WI July (TBD) Criterium
Lake Zurich Triathlon Lake Zurich, IL July (TBD) Tri/Duathlon
Freeport Classic Freeport, IL July (TBD) Tri/Duathlon
Tri-State Tour Tri-State, IL/WI/IN July (TBD) Road/General
Biking with Beanzie DeKalb, IL July (TBD) 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
Reurn to Cherry Valley 20k Time Trial Cherry Valley, IL August (TBD) Tri/Duathlon
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
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
Lemon Lime Duro by TFB Rockford, 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