Orlando is a 1992 film based on Virginia Woolf's novel Orlando: A Biography, starring Tilda Swinton as Orlando, Billy Zane as Marmaduke Bonthrop Shelmerdine, and Quentin Crisp as Queen Elizabeth I. It was directed by Sally Potter.
It was particularly acclaimed for its visual treatment of the settings of Woolf's 1928 novel. Potter chose to film much of the Constantinople portion of the book in the isolated city of Khiva in Uzbekistan, and made use of the forest of carved columns in the city's 18th century Djuma Mosque.

Orlando was nominated for Academy Awards for art direction (Ben Van Os, Jan Roelfs) and costume design. The film was also nominated for the 1994 Independent Spirit Awards' Best Foreign Film award.
Orlando was rereleased by Sony Pictures Classics in select theaters starting 6 August 2010

The film begins in the Elizabethan Age shortly before the death of Queen Elizabeth I. On her deathbed, Elizabeth promises an androgynous young nobleman named Orlando a large tract of land and a castle built on it along with a generous monetary gift which she will only bequeath to him if he consents to her command, "Do not fade. Do not wither. Do not grow old." Both he and his heirs will keep the land and inheritance forever. Orlando acquiesces and resides in splendid isolation in the castle for a couple of centuries or so during which time he dabbles in poetry and art. His attempts to befriend a celebrated poet, however, backfire when the poet writes a devastating takedown of his poetry. Orlando then travels to Constantinople as British ambassador to the Turks, but he is almost killed in a diplomatic fracas there. Waking up the next morning, however, he learns something even more startling: he has physically transformed into a woman overnight.

The now Lady Orlando comes home to her estate in Middle Eastern garb, only to learn that she faces several impending lawsuits arguing that Orlando was a woman to begin with and therefore has no right to the land or any of her/his royal inheritance.

The succeeding two centuries tire her out; the court case, bad luck in love and the wars of British history eventually bring her up to the 1990s with a young daughter in tow and a book in search of a publisher. The editor who judges the work as "quite good" is, ironically, portrayed by Heathcoate Williams - the same actor who denigrated her poetry as a different character 200 years earlier. Having lived a most bizarre existence, Orlando finally finds a tranquil niche within it.