Restoration and development of transport infrastructure is an extremely important task. Considering this, the aim of the article is to analyze the status and identify the problems of investment in the activities of transport infrastructure enterprises in changing security conditions. The authors pay attention to the classification of transport infrastructure in order to highlight its diversity and interaction in order to emphasize the need to take into account the specifics of the activities of transport infrastructure enterprises when determining their investment attractiveness. The systemic problems of transport infrastructure and ways to relieve of them are identified. It is noted that in the last decade Ukraine has been actively working on the development of transport infrastructure with a focus on the European integration. The advantages of this process include standardization, increased investment, and enhanced competitiveness. However, there are also disadvantages, such as financial costs, insufficient structural changes, and somewhat slow adaptation to new requirements, which can cause internal difficulties and disputes. Emphasis is placed on the unevenness of investments in this industry due to the specifics of the activities of transport infrastructure enterprises. It is determined that attracting investment during the war is a difficult task due to uncertainty and risks for business. However, with the right strategy and the right use of opportunities, investments can be attracted even in such conditions. It is indicated that it is necessary to choose the optimal methodology for determining the investment attractiveness of transport infrastructure enterprises under modern conditions. An analysis of the main methods for determining investment attractiveness is carried out, their advantages and disadvantages have been specified. Groups of investors with different interests and expectations from investments are defined. The main factors that determine the investment attractiveness of transport infrastructure in changing security conditions have been identified. Most of all, this infrastructure is affected by the level of security and stability of a country or region. This is followed by legal stability, infrastructure potential, economic sustainability, innovation in technology, logistics efficiency, ecological aspects, and the geopolitical situation. Considering the interaction of these factors, a comprehensive assessment of the attractiveness for investment in transport infrastructure can be provided. All these factors should be taken into account in the formation of an integral indicator of investment attractiveness of transport infrastructure enterprises.