Purpose: To consider the issue of sustainability of multi-level control systems for car flows to port railway stations in the conditions of intellectualization of transportation management processes. To assess the influence of three-level and two-level control systems for the operational work of port roads on the quality of planning the supply of trains to port stations under various modes of operational operation of railways. Determine the conditions for the stability of the car flow control system by constructing and studying the corresponding hard and soft mathematical models described by autonomous systems of ordinary linear differential equations. Methods: In this study, the methods of the theory of stability of solutions of differential equations, as well as the theory of control and dynamical systems are used. A phase space is used in a visual representation, a qualitative and quantitative analysis of the behavior of phase trajectories in it is performed, corresponding to undisturbed and perturbed solutions of systems of differential equations describing the constructed models of control systems. Results: A comparison of the characteristics of multistage car traffic control systems is given. A study of the stability of multilevel models of car traffic management in the context of the intellectualization of management functions is proposed. In the environment of the analytical computing system, the conditions of asymptotic stability in time of a two-level wagon traffic control system are found and studied. Practical importance: The results obtained by computational experiment make it possible to assess the stability of the functioning of port-side transport and technological systems in the context of changes in the organization of production and the intellectualization of transportation management processes. Computer mathematics systems make it possible to implement the heuristic component of research and obtain theoretically sound and visual solutions to problems of optimizing cargo and wagon traffic control modes.