Aim. To compare the approaches of N. A. Vasiliev and P. A. Florensky, the representatives of the Russian Silver Age, to the structure of modern non-classical logic. The comparison is made in the light of the doctrine of Logos, formulated by the followers of the philosophy of unitotality.Methodology. The research methodology encompasses general research methods (analysis, synthesis, deduction). To reproduce Florensky’s logico-philosophical ideas, the author used formulas of the language of logic of the calculus of statements.Results.  It is shown that N. A. Vasiliev’s search for logic was largely determined by his religious and philosophical intuitions, which correlate with P. A. Florensky’s attempts to use mathematical logic to justify theological truths.Research implications. The study sheds light on the formation of domestic schools of non-classical and mathematical logic in the first decades of the 20th century.