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Movies like A Lady of Chance (1928)

The best movies like A Lady of Chance (1928) are A California Christmas (2020), How to Please a Woman (2022) and Which Brings Me to You (2023). If A Lady of Chance hooked you with its comedy and romance, these 30 similar films are what to watch next, and every pick says why it matches.

Quick picks

  1. A California Christmas (2020)

    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.

    Why it matches: Recommended by TMDB viewers · both comedy & romance

    Popcorn FlickMovies like this
  2. How to Please a Woman (2022)

    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.

    Why it matches: Recommended by TMDB viewers · both romance & comedy

    Popcorn FlickMovies like this
  3. Which Brings Me to You (2023)

    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 messy histories and heartbreak, on the off chance that this fling might be the real thing.

    Why it matches: Recommended by TMDB viewers · both romance & comedy

    Popcorn FlickMovies like this
  4. He Said, She Said (1991)

    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 alongside each other, which leads to a similarly combative local TV show. At the same time their initial indifference to each other looks like it may evolve into something more romantic.

    Why it matches: Recommended by TMDB viewers · both comedy & drama

  5. You Will Meet a Tall Dark Stranger (2010)

    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 from abandonment, decides to follow the advice of a psychic. Sally, the daughter of Alfie and Helena, is unhappy in her marriage and develops a crush on her boss, while her husband, Roy, falls for a woman engaged to be married.

    Why it matches: Recommended by TMDB viewers · both comedy & drama

  6. The Best You Can (2025)

    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 down by the arrival of sharp but chronically underachieving security guard Stan Olszewski in this smart rom-com that reunites Bacon and Sedgwick on screen for the first time in 20 years.

    Why it matches: Recommended by TMDB viewers · both comedy & romance

    Worth the HypeMovies like this
  7. The Giant Mechanical Man (2012)

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

    Why it matches: Recommended by TMDB viewers · both comedy & drama

    Popcorn FlickMovies like this
  8. Enemies, a Love Story (1989)

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

    Why it matches: Recommended by TMDB viewers · both comedy & drama

    Popcorn FlickMovies like this
  9. Strictly Sexual (2008)

    Two successful women, sick and tired of dating and relationships, decide to keep two young men in their pool house for strictly sexual purposes.

    Why it matches: Recommended by TMDB viewers · both drama & comedy

    Popcorn FlickMovies like this
  10. Cyrus (2010)

    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 long, the two are locked in a battle of wits for the woman they both love-and it appears only one man can be left standing when it's over.

    Why it matches: Recommended by TMDB viewers · both comedy & drama

  11. Other People's Money (1991)

    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 soon becomes infatuated with her, and enjoys the legal manoeuvring as he tries to win her heart.

    Why it matches: Recommended by TMDB viewers · both comedy & drama

    Popcorn FlickMovies like this
  12. Mumford (1999)

    When a would-be psychologist, curiously named Dr. Mumford, comes to the idyllic town of the same name and offers his talent for listening and a disarming frankness, the town's quirkiest citizens scramble for a seat on his couch. As he lightens hearts darkened by old secrets no one realizes he's hiding a whopper of his own, or that he's fallen head over heels for one of his patients!

    Why it matches: Recommended by TMDB viewers · both comedy & drama

    Popcorn FlickMovies like this
  13. The Good Girl (2002)

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

    Why it matches: Recommended by TMDB viewers · both drama & comedy

    Popcorn FlickMovies like this
  14. I Met a Girl (2020)

    An aspiring musician struggling with schizophrenia falls for a mysterious woman who may be all in his head. When she suddenly vanishes, he takes off on a cross-country journey across Australia to find her, forcing his long-suffering brother to chase after him.

    Why it matches: Recommended by TMDB viewers · both romance & drama

    Popcorn FlickMovies like this
  15. Rosaline (2022)

    Left heartbroken after Romeo begins to pursue her cousin Juliet, Rosaline schemes to foil the famous romance and win back her guy in this comedic twist of Shakespeare's Romeo and Juliet.

    Why it matches: Recommended by TMDB viewers · both romance & drama

    Worth the HypeMovies like this
  16. Extracurricular Activities (2019)

    The outrageous life of Reagan Collins, a model high school student with a "killer" after-school job that involves arranging “accidents” for his classmates' parents. When seasoned police detective Cliff Dawkins starts putting the pieces together, it's a battle of wits to see if Reagan can keep business booming.

    Why it matches: Recommended by TMDB viewers · both comedy & romance

    Popcorn FlickMovies like this
  17. Focus (2015)

    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.

    Why it matches: Recommended by TMDB viewers · both romance & comedy

    Popcorn FlickMovies like this
  18. Mr. Lucky (1943)

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

    Why it matches: Recommended by TMDB viewers · both comedy & romance

    Worth the HypeMovies like this
  19. Love Is in the Air (2023)

    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.

    Why it matches: Recommended by TMDB viewers · both romance & comedy

    Popcorn FlickMovies like this
  20. I Love You Again (1940)

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

    Why it matches: Recommended by TMDB viewers · both comedy & romance

    Worth the HypeMovies like this
  21. I Love You Phillip Morris (2010)

    Steven Russell leads a seemingly average life – an organ player in the local church, happily married to Debbie, and a member of the local police force. That is until he has a severe car accident that leads him to the ultimate epiphany: he’s gay and he’s going to live life to the fullest – even if he has to break the law to do it. Taking on an extravagant lifestyle, Steven turns to cons and fraud to make ends meet and is eventually sent to the State Penitentiary where he meets the love of his life, a sensitive, soft-spoken man named Phillip Morris. His devotion to freeing Phillip from jail and building the perfect life together prompts him to attempt (and often succeed at) one impossible con after another.

    Why it matches: Similar story and style · both comedy & drama

    Popcorn FlickMovies like this
  22. The Wendell Baker Story (2005)

    Luke Wilson plays a good-hearted ex-con who gets a job in a retirement hotel. Three elderly residents help him win back his girlfriend as he lends them a hand in fighting hotel corruption.

    Why it matches: Similar story and style · both comedy & drama

  23. Paper Moon (1973)

    During the Great Depression, a con man finds himself saddled with a young girl who may or may not be his daughter, and the two forge an unlikely partnership.

    Why it matches: Similar story and style · both comedy & drama

    Absolute CinemaMovies like this
  24. Out of Africa (1985)

    Tells the life story of Danish author Karen Blixen, who at the beginning of the 20th century moved to Africa to build a new life for herself. The film is based on her 1937 autobiographical novel.

    Why it matches: Similar story and style · both romance & drama

    Worth the HypeMovies like this
  25. Indochine (1992)

    In colonial Vietnam, dashing French naval captain Jean-Baptiste, wealthy plantation owner Éliane Devries, and her adopted Vietnamese daughter Camillevare form the three points of a cross-cultural romantic triangle. As the struggle against European imperialism sweeps Indochina, Jean-Baptiste and Camille have to choose sides and Éliane faces the emotionally difficult challenge of raising the child of her daughter and ex-lover.

    Why it matches: Similar story and style · both drama & romance

    Worth the HypeMovies like this
  26. Diggstown (1992)

    Gabriel Caine has just been released from prison when he sets up a bet with a business man who owns most of Diggstown, a boxing-mad town. The bet is that Gabe can find a boxer that will knock out 10 Diggstown men, in a boxing ring, within 24 hours. Roy 'Honey' Palmer is that man that, at 48, many say he is too old.

    Why it matches: Similar story and style · both comedy & drama

    Popcorn FlickMovies like this
  27. LiebesLuder (2000)

    Pretty student Ina arrives in the small town of Meschede. After setting up a date with the bus driver Speedy, she flirts with other locals at the local private airfield. She soon begins affairs with the banker Peter Nase, the sawmill owner Wagner and the married manager of the airfield, Dirk Karuso. Master butcher Wusch, on the other hand, remains faithful to his wife.

    Why it matches: Similar story and style · both comedy

  28. The Man Who Wasn't There (2001)

    A tale of murder, crime and punishment set in the summer of 1949. Ed Crane, a barber in a small California town, is dissatisfied with his life, but his wife Doris' infidelity and a mysterious opportunity presents him with a chance to change it.

    Why it matches: Similar story and style · both drama

    Worth the HypeMovies like this
  29. The Frighteners (1996)

    Once an architect, Frank Bannister now passes himself off as an exorcist of evil spirits. To bolster his facade, he claims his "special" gift is the result of a car accident that killed his wife. But what he does not count on is more people dying in the small town where he lives. As he tries to piece together the supernatural mystery of these killings, he falls in love with the wife of one of the victims and deals with a crazy FBI agent.

    Why it matches: Similar story and style · both comedy

    Worth the HypeMovies like this
  30. The Gamblers (2007)

    General arrives in Baden-Baden with his stepdaughter Polina and his mother, seeking social standing and respite. Secretly, they chase casino fortunes alongside a French businessman and beauty. Alexej, Polina’s tutor, struggles with his own gambling past while falling for her. When the wealthy “Babushka” dies, the family’s financial woes vanish, freeing Alexej to court Polina. Yet he loses everything in a sudden winning streak that upends loyalties and reveals the world’s true stakes: love, money, and chance.

    Why it matches: Similar story and style · both drama

Like A Lady of Chance and something else?

Blend two favourites and we’ll find the films in between.

Frequently asked questions

What are the best movies like A Lady of Chance?

The closest matches to A Lady of Chance are A California Christmas (2020), How to Please a Woman (2022) and Which Brings Me to You (2023). Below are 27 more, each with the reason it matches.

What should I watch after A Lady of Chance?

Start with A California Christmas (2020), the closest match to A Lady of Chance.

What is the highest-rated movie like A Lady of Chance?

Paper Moon (1973), rated 7.9/10 by 893 TMDB users.

What is the newest movie like A Lady of Chance?

The Best You Can (2025) is the most recent release on this list.

Are there English movies like A Lady of Chance?

Yes: A California Christmas (2020), How to Please a Woman (2022) and Which Brings Me to You (2023).

How are movies similar to A Lady of Chance chosen?

First come films that Trakt’s viewers watch alongside A Lady of Chance, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.

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