A system, apparatus, and method for leveling a borehole or blasthole drilling machine, or portion thereof, provided over a drilling site can implement a ground contact detect phase or operation, a first coarse leveling phase or operation, a lowering phase or operation, and a fine leveling phase or operation. The phases or operations can be based on or responsive to signals from sensors of the drilling machine. The phases or operations can involve changing length of one or more of the jacks of the drilling machine when the drilling machine is positioned over the drilling site.