This paper examines the dynamic performance of the pantograph passing through an overlap section of the catenary system, using a China’s high speed railway with the 4-span overlap as an example. The pantograph and catenary system are simulated as a lumped mass model and finite element model, respectively. The model is verified according to EN50318:2018. The model is also assessed against an experimental study of the contact force and uplift of contact wire at 300 km/h. Then the contact force and uplift of contact wire at the speed of 150–350 km/h are calculated. The research shows that when the pantograph passes through the overlap, the maximum contact force increases beyond 14%, the standard deviation of the contact force increases by more than 26%, and the increase of the vertical displacement exceeds 38%, which becomes more apparent with the increase of speed. Under the influence of aerodynamic force, when the running speed increases from 150 to 350 km/h, the mean contact force in the knuckle-downstream and knuckle-upstream orientation increase by 59.49% and 97.85%, respectively. As a result, the contact force and vertical displacement increase greatly when passing through the overlap section, which could affect the current collection quality.