An 11-year-old boy with the right ear discharge showed a soft tissue density with extensive destruction of the middle cranial fossa bone on CT. At the first operation, cholesteatoma was found attached to the middle fossa dura causing cerebrospinal fluid leakage. The operation was completed after removal of most of the cholesteatoma matrix except for the dura area. At the second operation, however, there was no cholesteatoma in the middle cranial fossa and the bone defect was closed. We speculated that the rest of cholesteatoma was evacuated to the mastoid cavity because of reduction of volume at the first operation, and the regeneration of periosteum and bone occurred.