Driving to from Chicago to New York

Hey folks,

I'm driving solo from Chicago to New York on Sunday (about ~14 hr drive). I've done it a few times with my family, but never alone.

1. How do you keep yourself from going stir-crazy on long roadtrips? I can connect an iPhone or computer to my car's stereos.

2. Do you know any route-planning web sites that can tell you the ideal time to travel to avoid rush hours or other bad traffic times?