The paper presents an experimental facility designed to model a single particle impact at an angle to the rubber surface. It has been established that the dominant failure mechanism of rubbers under an oblique angle was crack formation. The direction of crack propagation is close to that of the angle of attack, i.e., to the force action. The failure bears a cyclic nature of the following pattern: surface tear–crack rip–turn of the crack and the separation of the fragment. The factors that define the length and depth of the initial crack propagation have been described.