An interactive charging management system and a method thereof are provided. The present method includes following steps. A leakage event is detected when an electric vehicle is connected with a charging post. When the leakage event is not detected, the charging post is controlled to enter a charging state from a ready state, so as to continuously supply a charging power to the electric vehicle until the electric vehicle is completely charged. When the leakage event is detected, the charging post is controlled to stop supplying the charging power to the electric vehicle, and the electric vehicle is indicated to go offline, so as to perform a leakage test and determine whether to resume the ready state. When the charging post cannot resume the ready state, a service notice is issued to notify a curing unit to process.