It's been a while since I lived there, but I remember a noteworthy road called either Grove Rd or Groove Rd -I think it was Grove... It's west-ish of Naperville, really out of the way of Chicago though.
Take a weekend trip up north to
Door County, Wisconsin (5 hours from CHI- 3.5 hours in a Boxster -barring WI's finest). GREAT roads, great scenery, great weather, great place to get away (unincorporated). I'll be up that way this July (sans Boxster unfortunately). Perfect place for an auto photoshoot or just cruisin' in a convertible.