There's an annual AIDS ride in Illinois too... last year it was a 3-day ride in Starved Rock Nat'l Park, this year it's around Chicago (i think they're actually riding in the city, but i could be wrong... kinda like the AIDSWalk Chicago.)
the website is AIDS Ride Chicago
I checked it out, but couldn't find info on the route... i can't imagine where it'd be downtown to satisfy "all skill levels" (ie. hills)... if i remember, last time i was in Chicago (last month) it was still pretty flat!