Ginger Rogers stars as Kitty Foyle, a saleswoman in a New York City boutique, when she is faced with a life-changing choice: marry her fiancé, Mark Eisen, a poor doctor, or run away to South America with Wyn Strafford, Dennis Morgan, a wealthy man who is about to leave his wife and young son.
The film frequently folds back to Kitty’s youth in Philadelphia, where a parade of the city’s elite Main Liners before the Assembly Ball embodies the world she longs to join. Her father, a practical man named in the family circle as a stern voice of caution, reminds her to keep her feet on the ground even as fantasy flirts with her heart. In a twist of fate, she encounters Wynnewood Strafford VI, the hopeful scion of a storied Main Line lineage, who offers Kitty a secretarial position at his fledgling magazine. The two fall in love, but when the magazine folds, Wyn is unwilling to defy expectations by proposing to a woman who sits far below his social station.
After her father’s death, Kitty finds herself with limited prospects for marriage and the weight of a future she didn’t foresee. She moves to New York to work for Delphine Detaille, a fashion house run by the enigmatic Delphine Detaille. The day she finds herself in trouble, Kitty accidentally triggers a burglar alarm and pretends to faint to cover her mistake, only to be noticed by Dr. Mark Eisen, who sees through the ruse and playfully compels her to go on a first date.
Wyn finally tracks Kitty down in the city, and the two resume a volatile, undeniable bond. He eventually proposes, presenting her with a family heirloom ring. Kitty agrees to marry him on one condition: they will not live in Philadelphia. When Wyn introduces her to his family, she is met with a chilly reception, and she learns that Wyn would be disinherited if he stays in Philadelphia and works in the family banking business. Although Wyn is willing to forgo his inheritance, Kitty doubts his ability to cope with poverty, and she walks away, leading to a divorce.
Back in New York, Kitty renews her relationship with Mark Eisen, hoping for a stable life. Yet she discovers she is pregnant with Wyn’s child. Wyn makes a gesture to meet her and salvage a reconciliation, but a newspaper announces his engagement to someone of his social standing. Kitty leaves without seeing him, and the baby dies at birth, a devastating blow that tests her resolve and future.
Five years pass, and Kitty reluctantly agrees to open a Philadelphia branch store for Delphine. In the course of her work, she encounters Wyn’s wife and, unexpectedly, their son. She seizes a quiet opportunity to entrust the family’s heirloom ring back to the boy, a moment that prompts Wyn to revisit Kitty and try once more to win her back. The story circles back to the dilemma that began the film: will she choose the security and romance of Mark Eisen or the passion and social ascent Wyn represents?
In the end, Kitty chooses a life with Mark, whose steadiness offers a new and promising path. The choice encapsulates a broader message about love, sacrifice, and the moral complexities of social class, leaving Kitty with a future shaped by practical commitment rather than idealized wealth. The narrative remains intimate, character-driven, and anchored in Kitty’s evolving sense of self as she navigates love, obligation, and the possibility of happiness on her own terms.