Have a great trip! I live just west of Indy and have spent many hours on two wheels, so I'm well familiar with the cycling around here. It's not too bad, nice and flat. :) You might actually cross paths with the RAIN (Ride Across INdiana) folks! They'll be riding from the IL to OH state lines on the 16th, mostly on US40.
Are you going to be keeping a journal on crazyguyonabike.com?