The article studies the issues of mutual aerodynamic influence that affects the organization of safe crossing of high-speed passenger and freight trains when they move along adjacent railway tracks in difficult conditions (on curved sections of railways, under the influence of a strong side wind). At the same time, special attention is paid to the stability of the rolling stock. The reserve of the rollover stability coefficient for each unit of rolling stock was calculated depending on the radius of the curve of the railway section and the pressure of the side wind, and the limits of train speeds were set for their safe crossing in difficult conditions. The article also defines the limits of the safe crossing speeds of high-speed passenger and freight trains of different categories under these complex conditions under the curved conditions of the railways and the “Wind rose" study, which in turn is achieved to ensure the safety of train traffic. As a result, the effective use of train permeability and carrying capacity of railway sections is achieved.