A percutaneous penetration enhancing apparatus includes a sheet member capable of being placed on a skin; a plurality of skin condition sensors arranged on the sheet member, each of the plurality of skin condition sensors detecting information related to a condition of the skin; and a plurality of percutaneous penetration enhancing elements arranged on the sheet member, each of the plurality of percutaneous penetration enhancing elements being operated on the basis of the information detected by one or more of the plurality of skin condition sensors.