Tactical devices and equipment are usually loaded on a trailer vehicle within a shelter system. When the vehicle is moving fast and passing other vehicles, side panels of the shelter are deformed and tilted by pressure waves. Also, the vehicle is subjected to the effects of wind load and centrifugal force with the pressure waves at severe conditions. In this study, a theoretical analysis of overturn calculated by CFD (Computational Fluid Dynamics) and experiments is applied to the vehicle. Deformations of the side panel are measured for experimental validation of the CFD model. As a result, the safety factor of the driving stability of the vehicle is derived by theoretical analysis in the severe situation predicted by the validated CFD model.