The article investigates the impact of environmental factors on the business process reengineering of transportation companies. The focus is specifically on the activities and business processes of Ukrainian transportation enterprises. Following a review of scientific and practical sources, a scientific task was set: to determine the impact of factors on the reengineering process through a proposed methodological approach to economic-mathematical modelling. The article utilizes correlation regression analysis and analysis-synthesis methods to evaluate the dynamics of key financial indicators of transportation enterprises. It emphasizes that reengineering should be based on the influence of various factors, not necessarily related exclusively to either the external or internal environment. The approach proposed in the work involves using regression models to analyze the impact of factors on the reengineering process. The study notes that innovation is revealed through the proposed model, which considers a range of key factors and indicators of the activity of Ukrainian transportation enterprises. Meanwhile, the authors stress that using this approach allows for identifying key factors in developing an effective reengineering strategy for transportation companies to optimize their operations. The research examines how different analysis methods can be used to detect changes in the impact of various types of factors, both external and internal, on the decision-making process regarding reengineering. The scientific novelty lies in a comprehensive approach to regression modelling of factor impacts on a relevant variable to identify the most significant factors for decision-making regarding reengineering. Alongside this, the research has limitations due to the focus on the specifics of the activity of only Ukrainian transportation enterprises. The goal is set for further research to conduct a similar study for other types of enterprises, particularly the food industry, which requires changes under wartime conditions.