Well if you still enjoy cornerworking, CCS could use some more experienced cornerworkers for the Midwest region. Main track is Blackhawk Farms in Rockton, IL (north of Rockford, IL on the WI/IL state line about 1.5-2hrs from Milwaukee). Road America and Autobahn Country Club (Joliet, IL. Chicago area) are 2 other tracks CCS races locally. You'll have to go to www.ccsracing.us
for their cornerworker sign up.
Sportbike Track Time goes to Autobahn, Road America, Gingerman (south western MI) and Grattan (central western MI) in this area. They do other tracks out east also.
Midwest Track Days runs at Blackhawk Farms, Road America, NCM (KY), Putnam Park (IN).
Motovid runs at Blackhawk Farms and Road America.
Those are the 3 main ones I can think of locally.
For local riding roads, generally in WI the south western part of the state is the "best twisties". Theres spots that are good every where else in WI, but not as much selection. Just cant go crazy (not recommended to go crazy anywhere in WI anyways. Tickets are pretty pricey. What part of Milwaukee?