Portrait of Prince Vladimir Cherkassky is an oil painting completed by Ivan Kramskoi in 1879. The work depicts Prince Vladimir Alexandrovich Cherkassky (1824–1878), a Russian nobleman and public figure, and was created shortly after his death. Painted during the mature period of Kramskoi's career, the portrait reflects the artist’s focus on psychological depth and realism in the representation of notable contemporaries. The composition presents Prince Cherkassky seated against a dark, neutral background, dressed in formal black attire with a white shirt and bow tie.

He holds a cane in his right hand, and a watch chain with a decorative fob is visible at his waist. The sitter’s face is rendered with careful attention to detail, showing a composed expression, neatly groomed mustache, and pince-nez glasses. The subdued palette and soft, diffused lighting emphasize the sitter’s dignified presence and direct gaze. The painting is held in the collection of the State Historical Museum in Moscow.

There is no documented evidence of multiple versions or significant early exhibitions of this work. Portrait of Prince Vladimir Cherkassky remains a notable example of Kramskoi's portraiture, reflecting the artist’s engagement with leading figures of Russian society in the late nineteenth century.