This article is a comparative analysis of the short stories «Longing» by Anton Chekhov and «Prayer for Happiness» by Lu Xun, exploring the themes of social exclusion, grief and the impossibility of communication in society at the end of the XIX – beginning of the XX century. The article examines how both authors portray the struggle of the main characters to connect with other people in the face of personal tragedy and the indifference of society. The author analyzes the narrative techniques, symbolic images and character development used by Chekhov and Lu Xun to convey universal human experiences of loss, loneliness and the search for meaning in an indifferent world.