Remote monitoring is the most important stage in controlling the technical condition of a modern vehicle in operation conditions. Remote control of the technical condition involves using of V2I systems in order to form and apply individual maintenance and repair systems. Developed in the article V2I information model is characterized by the presence of the vehicles digital space, limited by regulatory rules, with means for technical condition parameters monitoring and components of infrastructure for each vehicle monitoring. The article describes the features of the V2I information system and the process of monitoring and evaluation the vehicle technical condition in operating conditions, with the possibility of forecasting. The monitoring information system is designed to ensure the vehicles efficient operation in non-stationary operating conditions, with continuous consideration of information from road and transport infrastructure. The developed monitoring system is adapted for constructive modernization of the vehicle, taking into account the conditions of their operation, and uses new technological and information methods and approaches for choosing a maintenance and repair strategy. The system is based on the priori information processing, continuous diagnostics of the technical condition and the ability to predict the parameters of the vehicle technical condition. The scheme of information exchange between the ITS vehicle elements, transport infrastructure and road infrastructure in the process of monitoring the parameters of the vehicles technical condition in operation conditions, as well as the structure and interconnection of the functional capabilities of the vehicle on-board information system is proposed. The main idea is to implement the V2I information system for monitoring the technical condition parameters, the basis of which is the general approach to the "Vehicle - Driver - Operating Conditions - Vehicle Operation Infrastructure" system research. The proposed approach includes a systemic information interaction of monitoring components: a vehicle with a driver and on-board information system; vehicle operation conditions (road, transport, atmospheric and climatic conditions and culture of labor); transport infrastructure and road infrastructure. The developed structure of the information-providing model of the vehicle technical condition monitoring system in operation conditions is shown. In order to provide the information remote receiving about the operation conditions in the ITS, it’s formed and researched the methodology for classifying the vehicle operation conditions in the article. The implementation of the proposed methodology, in the ITS information conditions, is shown on the example of a separate vehicle movement in conjunction with the road infrastructure in real operation conditions. There are formed database models of the information monitoring system subject area. The formalization and analysis of the graphs of the information structural elements of the monitoring the parameters system model of the vehicle technical condition is carried out. The algorithms of identification, monitoring and diagnostics are developed with the possibility of forecasting parameters of the vehicle technical condition. As a result of the system experimental implementation, a reliable fixation of changes in the vehicle technical condition parameters has been obtained, taking into account the changing operation conditions in conjunction with the transport infrastructure and the road infrastructure on the example with the separate vehicle.