Well first off you probably want to leave from, Pittsburgh, PA and not Pittsburg. We are very proud of our H, we are the only Pittsburgh in the country.
Personally, I would probably head West as soon as I could. There will be a lot less hills. You could probably split the difference and take
Route A to Route V.
Sorry I can't be of much help for Ohio.
If you need a place to stay or need help once you hit the Burgh let me know. I don't live far from Route A. I might even ride part of the trip with you depending when you come through.