The dynamic characteristics of the middle ear with an eardrum perforation are different from those of a normal eardrum, because the aeration of the external auditory canal to the tympanic cavity is not blocked in the case with an eardrum perforation. Therefore, the dynamic characteristics of the middle ear with an eardrum perforation are measured with a newly developed measuring apparatus, and the equation corresponding to the output of the apparatus is induced. The measurement results and the numerical ones are compared, and the effects of each part of the middle ear upon its dynamic characteristics are clarified. Finally, the relationship between the perforation area and the value of hearing loss is obtained theoretically.