Actually, it should be the other way around. Otherwise, players wouldn't fly the planes they get killed in. Under your plan, we'd all be flying LA-7s, Spitfires, and N1K2s by the end of the week.
If a player gets popped in a 190A5 20 times in a row, he should be encouraged to keep trying. If a player gets 20 kills in a 190A5 without dying, then the plane should be perked.