Cylindrical roller bearings used in traction motors for railway vehicles are used at high rotational speeds and under light loads. Under these operating conditions, the life due to cage wear is much shorter than the life due to raceway fatigue. Therefore, bearing life can be extended by reducing cage wear. The authors thought that to reduce cage wear, it is necessary to establish a dynamic analysis method for the contact between the roller and the cage, and to identify the wear mode of the cage. If cage wear follows Archard’s equation, then cage wear is proportional to the impulse caused by the contact between the rollers and the cage. Therefore, in this paper, a simple model consisting only of a roller and a cage was constructed, and the impulse was obtained via dynamic analysis. The impulses calculated by the dynamic analysis were in good agreement with those measured. In addition, the experiments showed that cage wear is proportional to the impulse and revealed the wear mode of the cage. These allow the method proposed in this paper to be used to predict cage wear and to determine bearing specifications to reduce cage wear.