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Movies like Windfall

The best movies like Windfall (1955) are Fun with Dick and Jane (1977), Taking Care of Business (1990) and Hello (2013). If Windfall hooked you with its comedy, these 20 similar films are what to watch next, and every pick says why it matches.

Quick picks

  1. 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

    Popcorn FlickMovies like this
  2. 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
  3. Hello (2013)

    The film tells the story of three best friends named Ako, Aki and Awang, who are well-known in their village for their mischievous and humourous pranks. The trio work for Pak Man. One day, they are assigned to pick up his daughter Misha, who has just returned from overseas and dreams of becoming a doctor. The trio have been in love with her for a long time but she does not pay them any heed. When Misha is robbed by a snatch thief one day, she is rescued by a doctor named Shafiq. Her face reminds the doctor of his late wife, and he begins to pursue her, which annoys the trio.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  4. Simpsley (2026)

    When penniless con-artist Marge Bouvier is sent to Italy to convince wealthy sap Seymour Skinner to come home, she's tempted by the trappings of his affluent lifestyle. But there’s a big fat fly in the ointment: Skinner's clingy, dim-witted mooch of a houseguest, Homer Simpsley. Lies, lust and Italian lira are abound.

    Why it matches: Recommended by TMDB viewers · both comedy

    Absolute CinemaMovies like this
  5. Babes (2024)

    After getting pregnant from a one-night stand, a single woman leans on her married best friend and mother of two to guide her through gestation and beyond.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  6. 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

    Worth the HypeMovies like this
  7. One Night at McCool's (2001)

    On an ordinary night, in an ordinary part of town, a beautiful young woman walks into a bar. Her name is Jewel, and before long she is chatting to bartender Randy. The pair leave together, but he ends up getting into a tussle with her criminal boyfriend, who she then shoots dead, later persuading Randy to take the rap for her. But this isn't the end of it, as both Randy's cousin Carl and the detective assigned to the murder case also fall for Jewel's charms and find themselves caught up in the ensuing events. It seems that any man who meets Jewel falls instantly in love with her, and she's going to use this fully to her own advantage, leaving a trail of havoc in her wake. It also seems that she is going to get away with it - that is, until Randy decides to hire a hitman...

    Why it matches: Recommended by TMDB viewers · both comedy

  8. Who's Minding the Store? (1963)

    Norman Phiffer, a proud man in a humble life, doesn't know that his girlfriend, Barbara, is heir to the Tuttle Department Store dynasty. Mrs. Tuttle, Barbara's mother, is determined to split the two lovers, and hires Norman in an attempt to humiliate him enough that Barbara leaves him. Will she ruin their love, or will he ruin her store?

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  9. Spa Weekend (2026)

    Four lifelong friends realize that somewhere between careers, relationships, families, and everyday responsibilities, they’ve forgotten how to take care of themselves and each other. Burned out and overdue for a break, the women escape to a luxury spa retreat for an unforgettable weekend dedicated to fun, laughter, and a lot of really bad decisions.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  10. 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

    Popcorn FlickMovies like this
  11. 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

    Popcorn FlickMovies like this
  12. Duplex (2003)

    When a young couple buys their dream home, they have no idea what the sweet little old lady upstairs is going to put them through!

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  13. Take the Money and Run (1969)

    Virgil Starkwell is intent on becoming a notorious bank robber. Unfortunately for Virgil and his not-so-budding career, he is completely incompetent.

    Why it matches: Recommended by TMDB viewers · both comedy

    Worth the HypeMovies like this
  14. 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

    Popcorn FlickMovies like this
  15. 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

    Popcorn FlickMovies like this
  16. Shorts (2009)

    A young boy's discovery of a colorful, wish-granting rock causes chaos in the suburban town of Black Falls when jealous kids and scheming adults alike set out to get their hands on it.

    Why it matches: Recommended by TMDB viewers · both comedy

  17. The Bank (1915)

    A janitor at a bank is in love with a secretary and dreams that she has fallen in love with him too.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  18. 68 Kill (2017)

    Chip's problem is that he can't say no to beautiful women. This weakness gets him into a world of trouble when he agrees to help his girlfriend steal $68,000.

    Why it matches: Recommended by TMDB viewers · both comedy

  19. Beau Hunks (1931)

    Stan and Ollie join the French Foreign Legion after Ollie's sweetheart rejects him.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  20. Pretty Persuasion (2005)

    A 15-year-old girl incites chaos among her friends and a media frenzy when she accuses her drama teacher of sexual harassment.

    Why it matches: Recommended by TMDB viewers · both comedy

Like Windfall and something else?

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

Frequently asked questions

What are the best movies like Windfall?

The closest matches to Windfall are Fun with Dick and Jane (1977), Taking Care of Business (1990) and Hello (2013). Below are 17 more, each with the reason it matches.

What should I watch after Windfall?

Start with Fun with Dick and Jane (1977), the closest match to Windfall.

What is the highest-rated movie like Windfall?

Take the Money and Run (1969), rated 7.1/10 by 814 TMDB users.

What is the newest movie like Windfall?

Spa Weekend (2026) is the most recent release on this list.

Are there English movies like Windfall?

Yes: Fun with Dick and Jane (1977), Taking Care of Business (1990) and Hello (2013).

How are movies similar to Windfall chosen?

First come films that Trakt’s viewers watch alongside Windfall, 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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