This is the first road trip I am planning and I am planning on doing it in 16 days (its all I have time for). I plan to go visit the east coast along a Northern route, then come down south back to San Diego. My first question is what is the fastest way to get to Chicago from Los Angeles? And secondly, realistically, between two people, how quickly can we get there? I don't want to drive more than 15 hour shifts, for safety reasons.