From a pilot's point of view-
Airplanes are easier to learn, but harder to fly- even though there's a lot of time that the airplane flies itself. You've got reconfiguring to do, and less real control when it counts. Crosswinds, for example. Overestimate the aircrafts ability, and by the time you're made aware of your mistake, you're in deep. If you're going someplace civilized, with a runway, go by plane. Autorotations are for thrill seekers.
Helos are harder to learn, and challenging to fly, and go places that can be really difficult. The helo never flies itself. It may diverge from trim slowly, but it will need corection in a few seconds. Autorotations are life insurance.
Airplanes are automobiles and helicopters are motorcycles, or tractors.