A cutting tool includes a cutting insert and a tool holder. The tool holder includes: a base for supporting a bottom surface of the cutting insert; a clamping arm for pressing a top surface of the cutting insert; an insert receiving space formed between the bottom surface of the clamping arm and the base; and a supporting surface which defines an end of the insert receiving space and supports an end of the cutting insert. The cutting insert includes: a first pressing region on the front portion of the top surface which is oriented in a vertically upward direction; and a second pressing region on the rear portion of the top surface which is oriented at an angle in the front direction.