The catenary of a high-speed electrical train is modeled by the finite elements with the upper suspension wire, lower contact wire, and droppers, and the dynamic contact between the catenary and the pantograph is numerically analyzed by solving the whole equations of motion of the pantograph and the catenary system subjected to the contact condition. For the stability of the numerical solution, with the cubic spline interpolation of the catenary displacement, the velocity and acceleration constraints as well as the displacement constraint are imposed on the contact point. Through the various numerical examples, it is shown that the dropper positions as well as the static deflection are crucial to determine the contact and separation of the pantograph of a high-speed train.