In this paper, finite element analyses are performed to evaluate the stresses and the strains in a motorcycle piston. Non-linear finite element models are employed to mimic the piston behaviour when subjected to different loading conditions. In particular, the gas forces, the inertial forces and the piston-to-cylinder contact forces are considered. Appropriate temperature distributions are applied to the model to include the thermal stresses and strains in the analyses. Two different thermal configurations are considered: the first has a standard design of the oil jet hitting the underside zone of the piston crown, while the second presents modified parameters able to increase the heat transfer coefficient appreciably. The different operating temperature distributions related to the two thermal configurations considered strongly influence the piston’s thermomechanical behaviour. This paper aims to perform high-cycle fatigue analyses to show how the fatigue life and fatigue-critical points of the component change when moving from the standard configuration to the modified configuration.