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Movies like Charley's (Big-Hearted) Aunt (1940)

The best movies like Charley's (Big-Hearted) Aunt (1940) are Easy Money (1983), American Dreamer (2022) and The Pope of Greenwich Village (1984). If Charley's (Big-Hearted) Aunt hooked you with its comedy, these 20 similar films are what to watch next, and every pick says why it matches.

Quick picks

  1. Easy Money (1983)

    To inherit his mother-in-law's colossal fortune, a hard living gambling addict must change his unhealthy ways before it gets the best of him.

    Why it matches: Recommended by TMDB viewers · both comedy

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  2. American Dreamer (2022)

    In this winsome comedy, an entitled Economics professor pursues a tactic to buy an ailing widow’s mansion for nothing, but he quickly realizes that his seemingly foolproof strategy won’t be as easy as he thought.

    Why it matches: Recommended by TMDB viewers · both comedy

  3. The Pope of Greenwich Village (1984)

    Charlie and his troublesome cousin Paulie decide to steal $150,000 in order to back a "sure thing" race horse that Paulie has inside information on. The aftermath of the robbery gets them into serious trouble with the local Mafia boss and the corrupt New York City police department.

    Why it matches: Recommended by TMDB viewers · both comedy

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  4. Class Rank (2017)

    Two high school misfits join forces in an attempt to overtake the local school board. Guided by their families, they enter the perilous word of politics and, in the process, learn a thing or two about love.

    Why it matches: Recommended by TMDB viewers · both comedy

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  5. Nickelodeon (1976)

    In the silent film era, attorney Leo Harrigan and gunslinger Buck Greenway are hired to stop an illegal film production. However, they soon team up with the filmmakers and become important players in the show business industry. Leo learns he has a talent for directing, and Buck's cowboy persona quickly earns him leading-man status — but both men fall for beautiful starlet Kathleen Cooke, leading to a heated personal rivalry.

    Why it matches: Recommended by TMDB viewers · both comedy

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  6. The Trouble with Angels (1966)

    Mary and her friend, Rachel, are new students at St. Francis Academy, a boarding school run by the iron fist of Mother Superior. The immature teens grow bored and begin playing pranks on both the unsuspecting nuns and their unpleasant classmates, becoming a constant thorn in Mother Superior's side. However, as the years pass, Mary and Rachel slowly mature and begin to see the nuns in a different light.

    Why it matches: Recommended by TMDB viewers · both comedy

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  7. Chief Daddy 2: Going for Broke (2021)

    The Beecroft family are ready to spend all of Chief Daddy's inheritance, but not if the CEO of his company has anything to do with it.

    Why it matches: Recommended by TMDB viewers · both comedy

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  8. The Twelve Chairs (1970)

    In 1920s Soviet Russia, a fallen aristocrat, a priest and a con artist search for a treasure of jewels hidden inside one of twelve dining chairs, lost during the revolution.

    Why it matches: Recommended by TMDB viewers · both comedy

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  9. Anuvahood (2011)

    Kenneth (who likes to call himself Kay) begins to realise he's just another wannabe bad boy... even less than a loser in fact. After quitting his job at Laimsbury's, Kay vows to become a respected gangster... or cry trying. A pulls-no-punches, coming-of-age story, centering on one directionless hopeless "shotter", who finds his true worth in the face of urban adversity.

    Why it matches: Recommended by TMDB viewers · both comedy

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  10. The Paper Tigers (2020)

    Three middle aged men polish their martial arts skills to avenge their fallen master.

    Why it matches: Recommended by TMDB viewers · both comedy

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  11. Fun with Dick and Jane (1977)

    When an upwardly mobile couple find themselves unemployed and in debt, they turn to armed robbery in desperation.

    Why it matches: Recommended by TMDB viewers · both comedy

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  12. Hollywood Shuffle (1987)

    Aspiring actor and hot-dog stand employee Bobby Taylor catches the ire of his grandmother for auditioning for a role in the regrettably titled exploitation film "Jivetime Jimmy's Revenge." When Tinseltown Studios casts Taylor in the title role, he has a series of conflicted dreams satirizing African-American stereotypes in Hollywood, and must reconcile his career goals with his desire to remain a positive role model for his little brother.

    Why it matches: Recommended by TMDB viewers · both comedy

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  13. A Burlesque on Carmen (1915)

    A gypsy seductress is sent to sway a goofy officer to allow a smuggling run.

    Why it matches: Recommended by TMDB viewers · both comedy

  14. Gabriel Iglesias: I'm Sorry for What I Said When I Was Hungry (2016)

    Hawaiian-shirt enthusiast Gabriel "Fluffy" Iglesias finds the laughs in racist gift baskets, Prius-driving cops and all-female taco trucks.

    Why it matches: Recommended by TMDB viewers · both comedy

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  15. Driver's Ed (2026)

    A group of teens hit the road in a stolen driver's ed car, racing against time to help a lovesick high school senior track down his college-freshman girlfriend and win her back.

    Why it matches: Recommended by TMDB viewers · both comedy

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  16. The Ladies Man (1961)

    After his girl leaves him for someone else, Herbert gets really depressed and starts searching for a job. He finally finds one in a big house which is inhabited by many, many women. Can he live in the same home with all these females?

    Why it matches: Recommended by TMDB viewers · both comedy

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  17. Oscar (1991)

    Angelo "Snaps" Provolone made his dying father a promise on his deathbed: he would leave the world of crime and become an honest businessman. Despite having no experience in making money in a legal fashion, Snaps sets about to keep his promise.

    Why it matches: Recommended by TMDB viewers · both comedy

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  18. Die, Mommie, Die! (2003)

    Angela Arden is a washed up, has-been singing star who is trapped in a hateful marriage to film producer Sol Sussman. In an attempt to escape her marriage so that she can be with a hunky layabout, she poisons her husband. However, Angela's manipulative daughter, gay son and alcoholic maid are not going to make it easy for her.

    Why it matches: Recommended by TMDB viewers · both comedy

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  19. Schizopolis (1997)

    A man works for the unpleasant guru of a Scientology-like movement.

    Why it matches: Recommended by TMDB viewers · both comedy

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  20. Hard to Die (1990)

    While doing the inventory for a lingerie outlet in a high rise office building, five attractive women are terrorized by a series of bizarre killings. They suspect that the strange janitor, who witnessed another series of killings six months previously, is at the bottom of the whole thing. Little do they know the real horror that they face in the end.

    Why it matches: Recommended by TMDB viewers · both comedy

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Like Charley's (Big-Hearted) Aunt and something else?

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Frequently asked questions

What are the best movies like Charley's (Big-Hearted) Aunt?

The closest matches to Charley's (Big-Hearted) Aunt are Easy Money (1983), American Dreamer (2022) and The Pope of Greenwich Village (1984). Below are 17 more, each with the reason it matches.

What should I watch after Charley's (Big-Hearted) Aunt?

Start with Easy Money (1983), the closest match to Charley's (Big-Hearted) Aunt.

What is the highest-rated movie like Charley's (Big-Hearted) Aunt?

Oscar (1991), rated 6.4/10 by 613 TMDB users.

What is the newest movie like Charley's (Big-Hearted) Aunt?

Driver's Ed (2026) is the most recent release on this list.

Are there English movies like Charley's (Big-Hearted) Aunt?

Yes: Easy Money (1983), American Dreamer (2022) and The Pope of Greenwich Village (1984).

How are movies similar to Charley's (Big-Hearted) Aunt chosen?

First come films that Trakt’s viewers watch alongside Charley's (Big-Hearted) Aunt, 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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