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Movies Like A Lady of Chance

If you liked A Lady of Chance (1928), a comedy and romance movie directed by Robert Z. Leonard, here are 20 movies with a similar feel, based on TMDB's recommendations. Each one links to its cast, trailer and where it's streaming.

  1. 1A California Christmas

    A California Christmas (2020)

    ★ 6.4/10Also comedy and romance

    With his carefree lifestyle on the line, a wealthy charmer poses as a ranch hand to get a hardworking farmer to sell her family’s land before Christmas.

  2. 2Which Brings Me to You

    Which Brings Me to You (2023)

    ★ 6.3/10Also romance and comedy

    Two romantic burnouts, Jane and Will, are immediately drawn to each other at a mutual friend’s wedding. After a disastrous hookup in the coatroom, the two spend the next 24 hours together, trading candid confessions of…

  3. 3Mr. Lucky

    Mr. Lucky (1943)

    ★ 7.2/10Also comedy and romance

    A conman poses as a war relief fundraiser, but when he falls for a charity worker, his conscience begins to trouble him.

  4. 4He Said, She Said

    He Said, She Said (1991)

    ★ 5.9/10Also comedy and drama

    Womanising, right-wing Dan Hanson and quiet, liberal Lorie Bryer work for the Baltimore Sun. Rivals for the job of new writer of a vacant column, the paper ends up instead printing their very different opinions…

  5. 5How to Please a Woman

    How to Please a Woman (2022)

    ★ 6.3/10Also romance and comedy

    When her all-male house-cleaning business gets out of control, a mature woman must embrace her own sexuality, if she is to make a new life for herself.

  6. 6Focus

    Focus (2015)

    ★ 6.9/10Also romance and comedy

    Nicky, an accomplished con artist, gets romantically involved with his disciple Jess but later ends their relationship. Years later, she returns as a femme fatale to spoil his plans.

  7. 7You Will Meet a Tall Dark Stranger

    You Will Meet a Tall Dark Stranger (2010)

    ★ 5.9/10Also comedy and drama

    Two married couples find only trouble and heartache as their complicated lives unfold. After 40 years of marriage, Alfie leaves his wife to pursue what he thinks is happiness with a call girl. His wife, Helena, reeling…

  8. 8The Best You Can

    The Best You Can (2025)

    ★ 7/10Also comedy and romance

    Cynthia Rand is a buttoned-up New Yorker married to a brilliant professor 25 years her senior. She begins feeling the effects of her husband’s advancing age on their relationship, just as her world is turned upside…

  9. 9Cyrus

    Cyrus (2010)

    ★ 5.9/10Also comedy and drama

    With John's social life at a standstill and his ex-wife about to get remarried, a down on his luck divorcée finally meets the woman of his dreams, only to discover she has another man in her life - her son. Before…

  10. 10Enemies, a Love Story

    Enemies, a Love Story (1989)

    ★ 6.2/10Also comedy and drama

    A ghostwriter finds himself romantically involved with his current wife, a married woman and his long-vanished wife.

  11. 11Love Is in the Air

    Love Is in the Air (2023)

    ★ 6.2/10Also romance and comedy

    A fiercely independent pilot fighting to keep her family business afloat starts to fall for the man sent by corporate to ground her operation forever.

  12. 12The Good Girl

    The Good Girl (2002)

    ★ 6.2/10Also drama and comedy

    A discount store clerk strikes up an affair with a stock boy who considers himself the incarnation of Holden Caulfield.

  13. 13Other People's Money

    Other People's Money (1991)

    ★ 6.1/10Also comedy and drama

    When a corporate raider threatens a hostile takeover of a 'mom and pop' company, the patriarch of the company enlists the help of his wife's attractive daughter—who is a lawyer—to stop the takeover. However, the raider…

  14. 14Heartbreakers

    Heartbreakers (2001)

    ★ 6.2/10Also comedy and romance

    Max and Page are a brilliant mother/daughter con team who have their grift down to a fine science. Max targets wealthy, willing men and marries them. Page then seduces them, and Max catches her husband in the act. Then…

  15. 15The Giant Mechanical Man

    The Giant Mechanical Man (2012)

    ★ 6.5/10Also comedy and drama

    An offbeat romantic comedy about a silver-painted street performer and the soft spoken zoo worker who falls for him.

  16. 16Chéri

    Chéri (2009)

    ★ 6.1/10Also drama and comedy

    The son of a courtesan retreats into a fantasy world after being forced to end his relationship with the older woman who educated him in the ways of love.

  17. 17Sex and Death 101

    Sex and Death 101 (2007)

    ★ 6.1/10Also comedy and romance

    A guy's life is turned around by an email, which includes the names of everyone he's had sex with and ever will have sex with. His situation gets worse when he encounters a femme fatale who targets men guilty of sex…

  18. 18Why Did I Get Married Again?

    Why Did I Get Married Again? (2026)

    ★ 6.8/10Also comedy and romance

    The couples reunite for the destination wedding of Marcus and Angela's daughter, bringing drama old and new as they ask, "Why did we get married again?"

  19. 19The Baltimorons

    The Baltimorons (2025)

    ★ 6.3/10Also comedy and drama

    A newly sober man's Christmas Eve dental emergency leads to an unexpected romance with his older dentist as they explore Baltimore together.

  20. 20I Love You Again

    I Love You Again (1940)

    ★ 7.2/10Also comedy and romance

    Boring businessman Larry Wilson recovers from amnesia and discovers he's really a con man...and loves his soon-to-be-ex wife.

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