Orr is a fictional character in the classic novel Catch-22 by Joseph Heller. Orr is a World War II bomber pilot who shares a tent with his good friend, the protagonist of the novel, Yossarian. Described as "a warm-hearted, simple-minded gnome," Orr is generally considered crazy. His most notable feature is repeatedly being shot down over water, but, until his final flight, always managing to survive along with his entire crew. On his final flight, perhaps two-thirds of the way through the novel, he is again shot down into the Mediterranean, and is lost at sea. Only in the last ten pages of the novel does Heller reveal that Orr's crashes were part of an elaborate (and successful) plot to escape the war.
Orr is the only airman of the group to successfully get away by the end of the novel.
Orr's motivation throughout is to escape the squadron and the war. He is also known for being very mechanically adept and uses his skills to make his and Yossarian's tent as comfortable as possible. This is because Yossarian is his friend, and although it is Orr's intent to escape, he wants to make things comfortable and good for his friend.
Orr attempts to escape the war in two main ways. His first goal is to get a whore to knock him unconscious, so that he can be grounded. When this fails, Orr plans to crash land in the sea and make his way to a neutral country where he can wait out the war. Orr practices this second goal by getting shot down every mission he flies, and so becomes an expert in crash landings, without losing a single crewman.
Orr also has a goal of making his and Yossarian's tent as comfortable as possible e.g. by installing a heating system for the tent in time for winter.
Orr is good friends with Yossarian and enjoys winding him up with his stories of crabapples and horse-chestnuts or about the prostitute that kept hitting him over the head. He tries to encourage Yossarian to fly with him, intimating that it would be to his advantage, but Yossarian refuses as he is scared of being shot down. It is not until Orr escapes to Sweden that Yossarian realises that Orr was trying to offer him an escape out of the war with him.
Orr seems to take offense at Appleby, who is patriotic and a conformist. Appleby is also a renowned table tennis player in the squadron, "who won every game he started until the night Orr got tipsy on gin and juice and smashed open Appleby’s forehead with his paddle after Appleby had smashed back each of Orr’s first five serves. ... Pandemonium broke loose." While Orr is a small man, Appleby is large, strong and athletic, and so is able to get a hold of Orr and almost "smite him dead". However, Yossarian intervened and "took Orr away from him." Yossarian fights Appleby instead; this is the first instance in the novel of Yossarian's protectiveness of Orr. The next day, Orr informs Yossarian that Appleby has "flies in his eyes":