Yes, I've done things like this. Taking pleasure flights. KLM used to have surprise trips within Europe for about $70, you don't know where you go and return with the same plane. Done that 3 times.
And even more fun was a oneday trip AMS-Las Palmas with Martinair for about $110. Flying times 5-9 AM and return 10 PM-2 AM next early morning! Spent all day in Las Palmas, spotting and sunbathing, and had 9 flying hours. (AMS-LPA is about 4,5 hours flying time). It was a special for readers of Scramble, a Dutch spotters magazine.
And of course I make detours just to fly certain aircraft. I flew MIA-ATL-MDW-BOS in one day just to get 722s of DL and ATA and an AirTran 717 in my logbook.
But thanks for the tips, I'll gonna experiment Orbitz then for my next US trip.
nobody has ever died from hard work, but why take the risk?