Los Angeles to Enid, Ok for pilot training (that doesn't count because I had my two cats with me) but I did it in two days. About 17 hours straight the second day. I was driving a Uhaul towing my old car behind, and from Charleston, SC to Altus, OK (for C-17 upgrade training) and back. But I did that in two days, too, in my pro. As for longest, drove from Los Angeles to Charleston, SC with my wife and kid. The kid was 2 yrs old, and by the time we were close to Charleston she was SICK of the car seat. Kept crying. That was tough.