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Movies like CHESSMATE (2023)

The best movies like CHESSMATE (2023) are Driver's Ed (2026), Thunderstruck (2012) and Wake Up, Ron Burgundy: The Lost Movie (2004). If CHESSMATE hooked you with its comedy, these 30 similar films are what to watch next, and every pick says why it matches.

Quick picks

  1. 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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  2. Thunderstruck (2012)

    After NBA star Kevin Durant switches talent with 16 year old Brian, the teenager becomes the star of his high school team, but Durant starts struggling and eventually learns an important lesson.

    Why it matches: Recommended by TMDB viewers · both comedy

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  3. Wake Up, Ron Burgundy: The Lost Movie (2004)

    While Ron Burgundy's rivalry with Veronica Corningstone escalates quickly, a group of unprofessional thieves better known as 'The Alarm Clock' try to make the truth known, whatever that may mean...

    Why it matches: Recommended by TMDB viewers · both comedy

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  4. 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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  5. Geri's Game (1997)

    An aging codger named Geri plays a daylong game of chess in the park against himself. Somehow, he begins losing to his livelier opponent. But just when the game's nearly over, Geri manages to turn the tables.

    Why it matches: Recommended by TMDB viewers · both comedy

    Worth the HypeMovies like this
  6. 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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  7. No Time for Sergeants (1958)

    Georgia farm boy Will Stockdale is about to bust with pride. He’s been drafted. Will’s ready. But is Uncle Sam ready for Will?

    Why it matches: Recommended by TMDB viewers · both comedy

    Worth the HypeMovies like this
  8. Cadet Kelly (2002)

    Hyperactive teenager Kelly is enrolled into a military school when her new stepfather becomes the Commandant. At first she has problems fitting in and taking orders until she tries out for the drill team.

    Why it matches: Recommended by TMDB viewers · both comedy

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  9. The F**k-It List (2020)

    After a prank blows up a studious high school senior's life, he shares a list of certain things he wishes he'd done differently — and maybe still can.

    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. Jerry Seinfeld: 23 Hours to Kill (2020)

    Jerry Seinfeld takes the stage in New York and tackles talking vs. texting, bad buffets vs. so-called "great" restaurants and the magic of Pop Tarts.

    Why it matches: Recommended by TMDB viewers · both comedy

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  12. Oliver the Eighth (1934)

    Barbershop owners Stan and Ollie answer an ad in the newspaper from a wealthy widow looking for a husband. Ollie only mails in his response and is invited to the widow's mansion. Stan discovers his unmailed letter and insists on tagging along. At the mansion, the widow's creepy butler informs them that the woman is crazy. She was once jilted by an Oliver and now her hobby is marrying Olivers and then slitting their throats. Now the boys must figure out how to escape.

    Why it matches: Recommended by TMDB viewers · both comedy

    Worth the HypeMovies like this
  13. Wet Hot American Summer (2001)

    It's the last day of Camp Firewood's season, but there's still time for the big talent show, a little romance… and for everyone to be wiped out by the piece of NASA's Skylab that's hurtling toward Earth.

    Why it matches: Recommended by TMDB viewers · both comedy

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  14. Impractical Jokers: The Movie (2020)

    The story of a humiliating high school mishap from 1992 that sends the Impractical Jokers on the road competing in hidden-camera challenges for the chance to turn back the clock and redeem three of the four Jokers.

    Why it matches: Recommended by TMDB viewers · both comedy

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  15. Switched (2020)

    Tired of being bullied, Cassandra Evans prays that her nemesis, Katie Sharp, the queen bee of social media, would know what it’s like to walk a day in her shoes. Her prayer is answered in an unexpected way when they get switched.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  16. Sea Scouts (1939)

    Donald is an admiral on a seagoing voyage with his nephews in which they encounter a ravenous shark.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  17. Cunk on Shakespeare (2016)

    Fresh from her triumphs on Charlie Brooker's Weekly Wipe investigating time, Winston Churchill, and Donald Trump, Philomena Cunk has finally been given her own show - about William Shakespeare. Cunk will leave no stone unturned as she gets to the bottom of the Bard, visiting his birthplace, exploring the Globe, studying priceless artefacts and interviewing literally six different experts.

    Why it matches: Recommended by TMDB viewers · both comedy

    Worth the HypeMovies like this
  18. 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
  19. Me and My Pal (1933)

    On the morning of his wedding to oil baron Peter Cucumber's daughter, Ollie receives a jigsaw puzzle from Stan as a wedding gift. The boys soon become absorbed in the puzzle. A taxi driver, butler, policeman and messenger boy join in as well.

    Why it matches: Recommended by TMDB viewers · both comedy

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  20. 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

    Popcorn FlickMovies like this
  21. School Safari (2005)

    In this film, we meet Jack who is inspired by his Uncle Bob - who he believes to be an explorer in Africa. Jack starts to see the world around him and all those in it, just as if he were out on safari in the Serengeti!

    Why it matches: Similar story and style · both comedy

  22. Everything Fun You Could Possibly Do in Aledo, Illinois (2025)

    After three decades apart, two childhood friends from Aledo, Illinois, reunite for their high school reunion. Rediscovering their forgotten bucket list from senior year, they embark on a riotous adventure to fulfill the wild dreams of their youth – skinny dipping in the community pool, making out with boys, and even a daring shoplifting spree. But there's one small problem: the lubberly sheriff is hot on their trail, determined to catch them in the act. As they hilariously elude his every move or underestimate his tenacity, their friendship is tested by their mischievous escapades and the looming threat of getting caught. A heartfelt comedy where two lifelong friends face off against the hapless sheriff, creating mischief, mayhem and memories that will last a lifetime.

    Why it matches: Similar story and style · both comedy

  23. Up&Down (2012)

    A struggling actor pushing 30 works a day job at a luxury hotel, shepherding guests and party goers, while yearning for the girl of his dreams.

    Why it matches: Similar story and style · both comedy

  24. John Loves Mary (1949)

    After four long years apart, there are so many things returning World War II soldier John Lawrence wants to tell his sweetheart, Mary McKinley. That he loves her. That he's missed her. And that he's married.

    Why it matches: Similar story and style · both comedy

  25. Ladka Ladki (1966)

    A dutiful son vows that he will get married only after his sister is settled in life. The sister is a woman who was a victim of child marriage. Her brother is a talented musician who performs in musical shows around town and in one of them, where the theme involved making fun of modern women, he falls foul of another gifted artiste, who vows to teach him a lesson. Enmity turns to love but he still has to get his sister suitably married...

    Why it matches: Similar story and style · both comedy

  26. A Night On The Tiles (2005)

    The film follows the shenanigans of the goings on in the male and female toilets of a local nightclub. We meet the two young toilet attendants who have more interest in each other than the events of the evening.

    Why it matches: Similar story and style · both comedy

  27. 10 Things About Sally (2024)

    Sally feels disconnected from life until she is convinced by her psychiatrist and her friends that dating is the answer.

    Why it matches: Similar story and style · both comedy

  28. Stewart Lee, Basic Lee: Live at The Lowry (2024)

    The unorthodox comedian’s latest act, an introspective look into people, culture and the essence of stand-up itself - all with the iconic Stewart Lee style. Oh, and jazz.

    Why it matches: Similar story and style · both comedy

  29. Anne Bakland: Bullshit (2024)

    Shut up, there are a lot of things tumbling around in the head of someone from Northern Jutland, who grew up in a small town where the nineties were a thing a few years after they had kind of let go of the rest of Denmark. 38 full and half educations and careers attempted to get started have drawn Anne Bakland from Østervrå across the country and to Copenhagen, where she landed with her feet firmly planted on the stand-up stage with a microphone in hand and a bag full of both questions and answers about all the bullshit of life.

    Why it matches: Similar story and style · both comedy

  30. Break a Leg, Aleksandra! (2024)

    Robot vacuum takes minor part in mending a tense mother-son relationship.

    Why it matches: Similar story and style · both comedy

Like CHESSMATE and something else?

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

Frequently asked questions

What are the best movies like CHESSMATE?

The closest matches to CHESSMATE are Driver's Ed (2026), Thunderstruck (2012) and Wake Up, Ron Burgundy: The Lost Movie (2004). Below are 27 more, each with the reason it matches.

What should I watch after CHESSMATE?

Start with Driver's Ed (2026), the closest match to CHESSMATE.

What is the highest-rated movie like CHESSMATE?

Geri's Game (1997), rated 7.6/10 by 1,272 TMDB users.

What is the newest movie like CHESSMATE?

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

Are there English movies like CHESSMATE?

Yes: Driver's Ed (2026), Thunderstruck (2012) and Wake Up, Ron Burgundy: The Lost Movie (2004).

How are movies similar to CHESSMATE chosen?

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