I'm north of you and use Mike Bentley's site. He is mostly Illinois

http://www.mikebentley.com/bike/mwrides.htm

Oh, look, you get your own page of ride information

http://www.mikebentley.com/bike/ilrides.htm

If you're close to the border, look at rides near Sharon, WI. Sharon is the home of former RAAM riders Lon Haldeman and Susan N[long Italian name]. They "give back" to the community with some well-run, very low key rides (e.g., Round'a Manure).