An optical fiber cutting system includes: a pair of clamps disposed at an interval in a longitudinal direction of an optical fiber and that grips the optical fiber; a disk-shaped blade member including an outer peripheral edge portion, the blade member scratches the optical fiber by moving between the pair of clamps and by bringing the outer peripheral edge portion into contact with a surface of the optical fiber and changes a position of the outer peripheral edge portion where the outer peripheral edge portion is in contact with the optical fiber; a pressing member that cuts the optical fiber by pressing and bending a scratched portion on the optical fiber; and an sensor that acquires position information of the outer peripheral edge portion where the outer peripheral edge portion is in contact with the optical fiber.