The book is a satirical critique of military bureaucracy and the illogical nature of war, set during World War II. The story follows a U.S. Army Air Forces B-25 bombardier stationed in Italy, who is trying to maintain his sanity while fulfilling his service requirements so that he can go home. The novel explores the absurdity of war and military life through the experiences of the protagonist, who discovers that a bureaucratic rule, the "Catch-22", makes it impossible for him to escape his dangerous situation. The more he tries to avoid his military assignments, the deeper he gets sucked into the irrational world of military rule.

The novel is set in London, 1945, during the final days of World War II. It revolves around a group of young women living in the May of Teck Club, a hostel for "the Pecuniary Convenience and Social Protection of Ladies of Slender Means below the age of Thirty Years." The narrative primarily focuses on their daily lives, their relationships, and their struggles to secure suitable husbands or lovers. The story is punctuated by a tragic event that leaves a lasting impact on the lives of these women.

The novel is a richly layered narrative about a young man's quest to find the woman who saved his grandfather from the Nazis during World War II. The story is told from two perspectives: a Ukrainian translator with a unique grasp on the English language and the young man himself who is also a budding writer. The book explores themes of memory, history, and the power of storytelling, all set against the backdrop of a tragic and tumultuous period in world history.