The major objective of the paper is an attempt to estimate logit models, which create methodical terms of forecasting the level of financial security of enterprises from TSL sector in Poland. The accomplishment of this objective is justified by a need to deepen empirical research on these models. They allow to identify emerging abnormalities in functioning of business entities while ensuring early warning for various stakeholder groups about reducing the level of financial security of these enterprises. The data, which was collected, processed and used by the author, comes from the Economic Information Centre Ltd. in Warsaw, Info Veriti Poland Ltd. database, websites (e.g. www.infocredit-online.pl and www.krs-online.com.pl) and the Central Statistical Office in Warsaw. The results of conducted empirical research show a high predictive ability of the proposed logit models in the learning and test sample. These models should therefore fulfil an important function as an instrument for strengthening the monitoring processes and increase in efficiency of supervision of functioning of TSL sector enterprises in Poland.