It is important to have exact information about the contact pressure distribution in the design of connected parts of machines and structures. In previous works, stress analyses on a two body contact problem have been carried out in large numbers. Besides, the measurement of contact stress is important to confirm the adequateness of the theoretical analysis, to verify appropriateness of Hertzian contact theory and to know the practical pressure distribution, but an excellent measuring method can`t be found at present. Therefore, a quantitative measurement of contact pressure by means of ultrasonic waves using a normal probe and an angle has been proposed to measure the contact pressure distribution between two rough flat surfaces. At first, in a new proposed calibration method, the relation between mean contact pressure and sound pressure of reflected waves is obtained by using calibration blocks with various surface roughnesses made of the same material as the rectangular section beams And then, this experimental results are compared with the analytical ones, and the utility of this method is discussed.