In what order should I see these colleges (geographically?)?

why fly? drive. its easier since you dont spend as much time in the airport and because youd have to go back to the place you flew to in order to return the car anyways. well, i would start ann arbor, milwalkee, south to peoria/chicago (whichever is more north is 1st), south west to st louis, then head back up through knoxville and back up to philly.