The author of the article singles out the main problem of Bulgakov’s tragedy which is a distinctive feature of his plays as well as of epic compositions and of his personal world-view. The author claims that the main profound conflict in Bulgakov’s works turns to be the collision of fortune and fate generally presented in the world literature from Ancient Greeks to our days. The researcher emphasizes some special traits of Bulgakov’s stories of 1930s such as deceptiveness of fortune, prediction of the denouement in action.