Chicago by Bike
For a 40 mile radius around Chicago there are great places to go ride. These are a collection of roads and trails I think are worthwhile doing for everybody in Chicagoland that likes riding their bike.
Explore the Collection on Ride with GPSPalos MTB Trails for New Riders
When you are new to mountain biking Palos can be both awesome and intimidating. With the right approach it's a great place to learn.
The Lake Michigan Ferry Tour
A self supported 5 day bike tour around the lower half of Lake Michigan.
Illinois Prairie Path / Fox River Trail
Endless miles of mixed surface trails through the western suburbs.
Sheridan Road
Ten miles on one of the best cycling roads through the North Shore.