Analyzing the current state of digitalization in the transport industry in Russia and abroad, it can be revealed that various digital technologies are currently being introduced facilitate business transactions, as well as increase their efficiency. The topic of this article is becoming more relevant due to digital revolution which can stimulate economic growth and development. Therefore, the study of issues related to the digitalization, including the study and determination of trends in the transport business, became the purpose of this research. This goal was achieved using methods of analysis, inference, generalization, as well as statistical methods. As a result of the research the authors has observed several factors that affect the development of the transport and logistics system in Russia. In fact, trends in the transport industry were formulated and conclusions about the directions of decision-making in transport sphere were made. In this research the authors highlighted the problems and advantages associated with making such decisions, and provided examples of their successful implementation. Based on the research data the authors were made a proposal to pay special attention to the training of specialists who are able to implement new tasks. It will contribute to faster and more competent involvement of digital technologies, strengthening the company’s position in the competitive environment.