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In the 2008 film The Dark Knight, the Joker is portrayed by Heath Ledger, who told Sarah Lyall of The New York Times that he viewed that film's version of the character as a "psychopathic, mass murdering, schizophrenic clown with zero empathy." In this film, he is a bank robber targeting Mafia-owned banks, whom Gotham's crime families reluctantly hire to kill Batman (Christian Bale) after he brazenly offers them his services. It is gradually revealed that he desires to upset social order and defines himself by his battle with Batman. Costume designer Lindy Hemming described the Joker's look as being based around his personality, in that "he doesn't care about himself at all." She avoided his design being vagrant, but nonetheless it is "scruffier, grungier and therefore when you see him move, he's slightly twitchier or edgy." Unlike most incarnations, where his appearance is a result of chemical bleaching, this Joker sports a Glasgow smile, and accentuates it through unevenly applied make-up and dyed green hair. Another divergence from other Joker incarnations is his use of black makeup around his eyes. During the course of the film, he tells conflicting stories about how he acquired the scars, which involve child abuse and self-mutilation. Unlike the previous film and comic-book depictions of the Joker, this one eschews gag-based weapons common to the character, in favor of knives, firearms, and an array of explosive devices. In the film, the Joker is responsible for the death of Batman's childhood sweetheart Rachel Dawes (Maggie Gyllenhaal) and District Attorney Harvey Dent's transformation into Two-Face (Aaron Eckhart). During the film's climax, the Joker threatens to blow up the city to manipulate people into escaping on two boats that he has rigged to explode, one filled with civilians and the other with prisoners; he threatens to blow them both up at midnight unless one of them destroys the other first. When neither boat destroys the other, Batman tells him that his plan has failed, and throws him off the edge of a building. Batman saves his life, however, by catching him with a grappling hook. As Batman leaves him for the authorities to arrest, the Joker says that he has still won the "battle for Gotham's soul"; when the public learns what Harvey Dent has done, he says, they will lose hope for good. Ledger's portrayal of the Joker was widely praised by critics. On February 22, 2009, Ledger posthumously won the Academy Award for Best Supporting Actor for his performance. He was the fourth actor to be nominated for the portrayal of a comic book character, and the first to win.

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