This paper describes a development of automatic measuring device for cylinder liner wear amount. An operator should regularly measure the wear amount of the cylinder liner to prevent the wear amount of the cylinder liner from exceeding the maximum limit specific to the engine type. In previous methods. an operator entered the inside of the cylinder liner on a ladder and measured the amount of wear using a inside micrometer. Such method is unpleasant in severe environments and full of hazards. In addition, in order to enter the cylinder, the piston head had to be detached. requiring much time and money. In order to solve these problems, a new measuring device that consists of two measuring units and a special install jig is developed. The measuring units are installed through the scavenging air port by the install jig and measures the wear amount during 1 revolution of crankshaft. so detaching of the cylinder head and entering inside the cylinder liner are not required.