Ultrasonic assisted drilling has made remarkable achievements in recent years. Improvements in many fields have been considered by researchers and a way forward lies in applying the results in industries. In this recent experimental study, the effect of ultrasonic assisted drilling was reviewed. The material was high-alloyed steel X20Cr13 and for more accurate comparison between drilling with or without vibration, ordinary HSS tools were used and the vibrations were imposed to the workpiece. Also, the test structure was designed using numerical calculations and FEM method. The critical criterion was to have vibration in longitudinal mode and in the direction of the tool feed, reaching a peak at the cutting point. The results have shown significant changes in chip characteristics and tool life subsequently. The length of chip decreased and this improvement automatically leads to many other progresses in the procedure amongst which there is an extended tool life. The other progresses were higher surface quality, less burrs on edge of the holes and less drilling force which are not in the scope of this paper.