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Movies like Brewster's Millions (1914)

The best movies like Brewster's Millions (1914) are Easy Money (1983), American Dreamer (2022) and Driver's Ed (2026). If Brewster's Millions 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. 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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  4. Much Ado About Nothing (2013)

    A modern retelling of Shakespeare's classic comedy about two pairs of lovers with different takes on romance and a way with words.

    Why it matches: Recommended by TMDB viewers · both comedy

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  5. 29th Street (1991)

    After winning $6.2 million in the 1976 New York State Lottery, he is arrested for throwing rocks at a church. He then tells his story at the police station.

    Why it matches: Recommended by TMDB viewers · both comedy

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  6. Louis C.K.: Ridiculous (2026)

    From a bee getting shot in New York City to paying strangers to take his aging father, Louis C.K. unleashes the ridiculous thoughts in his mind.

    Why it matches: Recommended by TMDB viewers · both comedy

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  7. The Killer's Game (2024)

    When top hitman Joe Flood is diagnosed with a terminal illness, he decides to take matters into his own hands – by taking a hit out on himself. But when the very hitmen he hired also target his ex-girlfriend, he must fend off an army of assassin colleagues and win back the love of his life before it's too late.

    Why it matches: Recommended by TMDB viewers · both comedy

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  8. 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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  9. 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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  10. 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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  11. Mr. Bones (2001)

    A medicine man is sent looking for the son of his tribal king, and brings back an American golfer and a host of goons intent on keeping him in the golf tournament.

    Why it matches: Recommended by TMDB viewers · both comedy

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  12. Wrong Cops (2013)

    A group of bad cops look to dispose of a body that one of them accidentally shot.

    Why it matches: Recommended by TMDB viewers · both comedy

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  13. Accident Man (2018)

    Mike Fallon, the Accident Man, is a stone cold killer. When a loved one is murdered by his own crew, Fallon is forced to avenge the one person who actually meant something to him.

    Why it matches: Recommended by TMDB viewers · both comedy

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  14. The Thursday Murder Club (2025)

    A group of senior sleuths passionate about solving cold cases get plunged into a real-life murder mystery in this comic crime caper.

    Why it matches: Recommended by TMDB viewers · both comedy

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  15. Held Up (1999)

    What should have been a romantic getaway turns into one hilarious debacle after another when Michael's woman dumps him in the desert where he gets carjacked by a teenager and he is taken hostage in a stickup at the local Sip and Zip.

    Why it matches: Recommended by TMDB viewers · both comedy

  16. 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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  17. Chris Rock: Kill the Messenger (2008)

    An HBO special edited from three performances from Chris Rock's 2008 comedy tour: London (dark suit, dark shirt), Johannesburg (black suit, white shirt) and New York (shiny jacket). Topics include the ongoing presidential campaign, the possibility of a black president, George W. Bush, gas prices, low-paid jobs, ringtones and bottled water, sex, relationships and the correct use of the n-word

    Why it matches: Recommended by TMDB viewers · both comedy

    Worth the HypeMovies like this
  18. A Flintstones Christmas Carol (1994)

    Fred is cast as Ebenezer Scrooge in a stage adaption of the classic Christmas story, but is acting a bit stingy in real life.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  19. Taking Care of Business (1990)

    An uptight advertising exec has his entire life in a filofax organizer which mistakenly ends up in the hands of a friendly convict who poses as him.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  20. After the Ball (2015)

    After the Ball, a retail fairy tale set in the world of fashion. Kate's dream is to design for couturier houses. Although she is a bright new talent, Kate can't get a job. No one trusts the daughter of Lee Kassell, a retail guru who markets clothes "inspired" by the very designers Kate wants to work for. Who wants a spy among the sequins and stilettos? Reluctantly, Kate joins the family business where she must navigate around her duplicitous stepmother and two wicked stepsisters. But with the help of a prince of a guy in the shoe department her godmother's vintage clothes and a shocking switch of identities, Kate exposes the evil trio, saves her father's company -- and proves that everyone can wear a fabulous dress.

    Why it matches: Recommended by TMDB viewers · both comedy

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Like Brewster's Millions and something else?

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

Frequently asked questions

What are the best movies like Brewster's Millions?

The closest matches to Brewster's Millions are Easy Money (1983), American Dreamer (2022) and Driver's Ed (2026). Below are 17 more, each with the reason it matches.

What should I watch after Brewster's Millions?

Start with Easy Money (1983), the closest match to Brewster's Millions.

What is the highest-rated movie like Brewster's Millions?

Much Ado About Nothing (2013), rated 6.8/10 by 299 TMDB users.

What is the newest movie like Brewster's Millions?

Louis C.K.: Ridiculous (2026) is the most recent release on this list.

Are there English movies like Brewster's Millions?

Yes: Easy Money (1983), American Dreamer (2022) and Driver's Ed (2026).

How are movies similar to Brewster's Millions chosen?

First come films that Trakt’s viewers watch alongside Brewster's Millions, 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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