In 1919, Terence Donahue Dan Dailey and Molly Donahue Ethel Merman headline a thriving husband-and-wife vaudeville act. By 1923 their children Steve [Johnnie Ray], Katy [Mitzi Gaynor], and Tim [Donald O'Connor] have joined the act, expanding the family troupe into the run of The Five Donahues. As the kids grow, Terence and Molly decide to send them to a Catholic boarding school in Boston, hoping discipline might shape their futures. Yet when Father Dineen Rhys Williams intervenes one Saturday while the parents are on stage, he sends a telegram to the parents arguing that the boys miss their family and performing, while also acknowledging their potential to become leaders. Molly, however, insists the children stay where they are, and the Donahue unit remains intact for the time being.
The family eventually relocates to New Jersey, but the world around them keeps shifting. In October 1929, the stock market crash reshapes the entertainment landscape and the theatre stock company that once supported them abandons vaudeville for cinema. Terence and Molly scramble for work, taking whatever gigs they can—carnival acts, radio jingles, and even surviving on the fringes of show business. Yet the tide of change also brings opportunity: movie theaters begin offering live acts before screenings, and the Donahues find themselves back on stage again, proving their resilience as performers and as a family.
By 1937, the Donahues are navigating adolescence and ambition. Tim has just finished high school, Katy has become a dancer, and Steve is drawn to singing. After a live performance, the siblings sneak out to Gallagher’s nightclub; Tim dates Lillian Sawyer [Robin Raymond], a more experienced performer, while Katy begins a romance with Eddie Dugan [Frank McHugh]. Tim, always curious about the broader world of show business, meets Victoria “Vicky” Hoffman [Marilyn Monroe], a rising star who performs a solo number. Tim improvises by posing as a Variety journalist, hoping to ingratiate himself with Vicky, but her reaction is wary—she dismisses him when she discovers he is part of the Donahues. Eddie and Lew Harris [Richard Eastham], a savvy talent agent, also arrive in the dressing room where Vicky’s star rises or falls depending on outside pressures, and Vicky’s ambitions collide with the Donahues’ loyalty to their family brand.
Back home, Steve announces he plans to enter the priesthood, a decision that disappoints Terence but is ultimately accepted by Molly and the rest of the family. Tim returns home drunk one night, and the tension within the household grows until Steve’s departure for the priesthood becomes a formal farewell. The troupe rebrands as The Four Donahues and accepts a Florida engagement, where Tim reconnects with Vicky (now billed as Vicky Parker) during rehearsals. She showcases a tropical-themed number that Tim had originally imagined for the family, and though Tim falls for her, Vicky does not return the romance.
A Broadway opportunity soon arrives when Vicky calls to say Lew Harris is arranging a show with her as the star. Molly agrees to let Tim and Katy join the production, signaling a new chapter for the Donahues. Katy forms a bond with Charlie Gibbs [Hugh O’Brian], the show’s lyricist, and marries him after Steve has ascended to the priesthood, keeping the Donahue family tradition alive in a new generation. Tim continues to court Vicky, but the relationship strains when she arrives late to a dinner because of a disagreement over a costume change. Tim accuses her of an affair with Lew, gets drunk, and suffers a car accident. Open to salvage the show, Lew hires Molly to take Tim’s place; Terence visits his son in the hospital, leading to a tense confrontation that leaves the family fractured for a time.
Tim vanishes after a note appears at the hospital, and a missing-persons investigation unfolds as Molly and Terence search a string of nightclubs for him, without success. The tension of separation hangs over the Donahues until the closing night at the Hippodrome Theatre. Steve returns backstage in the uniform of an Army chaplain, and Molly offers the film’s title song with a quiet authority that underscores the family’s enduring bond. In a hopeful moment, Tim reappears in a U.S. sailor’s uniform, and the entire family—parents, siblings, and extended kin—embraces the long-awaited reconciliation. The Five Donahues finally come together for a triumphant finale, reaffirming the strength of family, artistry, and shared dreams.