Purpose of Article. On the basis of biographical analysis and the psychological portrait ofI. Drapanchenko (1881–1936), to investigate the treatment in his work of philosophical andreligious categories: God, being, happiness, motherhood, life, death. The methodology is generalscientific methods – art history analysis, systematization, a generalization of the topic under study.The scientific novelty. The disclosure of philosophical motives in I. Driapachenko's works is a newapproach to the scientific developments of his easel and graphic heritage. Therefore it will beinteresting in the study of Ukrainian fine arts of the first third of the twentieth century.Conclusions. Combining psychological, biographical and creative facts of the I. Driapachenko'slife makes it possible to assert that he was inherent in the philosophical attitude to life, boundlesslove for his native land, friendship and humanity, the pursuit of the search for happiness. Difficultconditions of life or extreme circumstances of creative work did not affect the artist. The painting"Madonna under the apple tree" shows the eternal human values. Graphic works "Galicia. Russiangraves near the church in the town of Gorozhanka" and "Baby funeral" give an idea of the mysteryand transience of life. The artist expresses general philosophical thoughts about earthly existence.The religious plot of the "Holy Family" shows only earthly feelings. Knowledge of the nature of I.Drіapchenko will help in the study of his artistic heritage in the development of Ukrainian art of thefirst third of the twentieth century.Key words: I. Driapachenko, philosophy, religion, Kozelshchinsky Church of the Nativity ofthe Blessed Virgin, First World War