Chartering a plane "for cheap" is a relative term, but the most effective way to do it is by booking an "Empty Leg" flight. This occurs when a private jet has been chartered for a one-way trip and needs to return to its home base or reposition for its next flight without any passengers. Operators often sell these seats at a 50% to 75% discount—sometimes even 90%—just to recoup fuel costs. You can find these deals through apps like Wheels Up, XO, or Jettly. Another strategy is to use "Semi-Private" carriers like JSX, which offer fixed schedules on small jets from private terminals for prices often comparable to a last-minute commercial first-class ticket. Additionally, you can "crowdsource" a charter by splitting the cost of a small turboprop (like a Pilatus PC-12) with 6–8 friends; for short regional hops, the per-person cost can be surprisingly affordable. However, true private charters require flexibility, as "empty legs" are often posted only 24–48 hours in advance and are subject to last-minute cancellations if the primary charter changes their plans.