With a focus on cargo transportation, this book addresses the development of approaches intended to secure an infrastructure of smart services to support the adaptive implementation of online multi-modal freight transport management processes. It discusses the development of multi-criteria decision-making components and their integration into the multi-layered computer-based information management of intelligent systems. Through detailed descriptions of various components of intelligent transport management systems, the book demonstrates how to develop the services needed in the right place and at the right time, and how to properly adapt to user needs, making necessary interventions to ensure the safety of the transportation process. Further, it describes the main ways to increase the autonomy and efficiency of user-vehicle interaction and shows how Information and Communications Technology (ICT) structural support for current and past situations in AI-based systems can help to anticipate future developments in freight transportation.