The focus of the author’s attention has been on the emblematic sense concentration in the philosophical system of Hryhorii Skovoroda. The study aims to reveal the artistic and style features of eide emblematic formation in the texts of the Ukrainian sophist, their origin, context, and conceptual classification by the author himself. The theoretical generalizations were essentially based on the philosophical treatises and dialogues by Hryhorii Skovoroda and the studies of other scholars. To analyze the issues under scrutiny, the author applied structuralist and semiotic methodology. The article highlights the emblematic sense, conveyance, and dominance in Skovoroda’s works. Emblematic forms of signification play a unique role in elucidating the anthropological, metaphysical, ethical, aesthetic, and hermeneutic dimensions of the Ukrainian poet and philosopher. Skovoroda considers emblemacity a particularly effective pictorial and verbal (iconic-conventional) type of “significative” speech, functioning as metalanguage.