The plane would fly. Assuming near zero friction between the plane and the wheel bearings would leave a force acting on the plane of zero. The thrust force would therefor overcome the near zero friction force, moving the plane forward to take off speed and then up and away. As someone already stated the effect on the plane would be the same if it tried to take off on a sheet of perfect ice.

The two bullets will hit the ground at the same moment. Some factors for curvature of the earth and imperfect bullet design would keep it from hitting exactly, but all things considered it would be very, very close. Wind resitance would have no effect since the force of the friction from the wind would be oriented horizontally, not vertically; this leaves only the force of gravity acting vertically, which would be exactly the same for both bullets.