Which is most similar to flying military helicopters? The Robinson R-22 or the Schweizer 300?

i would say the 300 as the robinson has a teter toter type cyclic and the 300 has the same similiar type as army helicopters, naturaly all the different aircraft have different functions on their cyclics and collectives. the first helicopter you train on is the bell jet ranger style so if you can get some time in one of those it would give you a better idea.