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Movies like Cleveland in My Dreams (2005)

The best movies like Cleveland in My Dreams (2005) are Mr. Bones (2001), Easy Money (1983) and Why Worry? (1923). If Cleveland in My Dreams hooked you with its comedy, these 20 similar films are what to watch next, and every pick says why it matches.

Quick picks

  1. 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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  2. 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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  3. Why Worry? (1923)

    A hypochondriac vacations in the tropics for the fresh air - and finds himself in the middle of a revolution instead.

    Why it matches: Recommended by TMDB viewers · both comedy

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  4. 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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  5. The Dream Team (1989)

    Four mental patients on a field trip in New York City must save their caring chaperone, who ends up being taken to a hospital in a coma after accidentally witnessing a murder, before the killers can find him and finish the job.

    Why it matches: Recommended by TMDB viewers · both comedy

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  6. LaRoy, Texas (2024)

    Broke and depressed, Ray is mistaken for a dangerous hitman and given an envelope of cash. Along with his P.I. friend Skip, he must escape the actual hitman to make it out of LaRoy alive.

    Why it matches: Recommended by TMDB viewers · both comedy

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  7. 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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  8. Psycho Therapy: The Shallow Tale of a Writer Who Decided to Write About a Serial Killer (2025)

    A struggling writer in the midst of a divorce befriends a retired serial killer who incidentally becomes his marriage counselor by day, and killing counselor for his next book by night.

    Why it matches: Recommended by TMDB viewers · both comedy

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  9. Bottle Rocket (1993)

    Dysfunctional friends Dignan and Anthony plan and execute a robbery with their pot-growing friend, Bob. The short film that inspired Wes Anderson’s feature debut.

    Why it matches: Recommended by TMDB viewers · both comedy

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  10. Dream Scenario (2023)

    Hapless family man Paul Matthews finds his life turned upside down when millions of strangers suddenly start seeing him in their dreams. But when his nighttime appearances take a nightmarish turn, Paul is forced to navigate his newfound stardom.

    Why it matches: Recommended by TMDB viewers · both comedy

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  11. Jackass Presents: Bad Grandpa (2013)

    86-year-old Irving Zisman is on a journey across America with the most unlikely companion: his 8 year-old grandson, Billy.

    Why it matches: Recommended by TMDB viewers · both comedy

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  12. 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

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  13. Me Time (2022)

    With his family away, a devoted stay-at-home dad enjoys his first me time in years by joining his hard-partying old friend on a wild birthday adventure.

    Why it matches: Recommended by TMDB viewers · both comedy

  14. 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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  15. 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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  16. Seriously Single (2020)

    While her free-living bestie urges her to embrace singlehood, a commitment-craving social media expert can't stop following the life of a former love.

    Why it matches: Recommended by TMDB viewers · both comedy

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  17. The Wrong Guy (1997)

    Nelson Hibbert expects to become the new president of Nagel Industries, but Mr. Nagel gives the promotion to another employee. When Nelson barges into Nagel's office to confront him, he finds Nagel's been murdered. Fearing that he will be implicated, Nelson decides to run from the law...despite the fact that the police already know the killer's identity.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  18. 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

    Popcorn FlickMovies like this
  19. Who Is Cletis Tout? (2001)

    With a hitman’s gun aimed at him, Finch tells the story of how he broke out of jail, fell in love, and took the identity of a man wanted by the Mafia.

    Why it matches: Recommended by TMDB viewers · both comedy

  20. 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

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Like Cleveland in My Dreams and something else?

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

Frequently asked questions

What are the best movies like Cleveland in My Dreams?

The closest matches to Cleveland in My Dreams are Mr. Bones (2001), Easy Money (1983) and Why Worry? (1923). Below are 17 more, each with the reason it matches.

What should I watch after Cleveland in My Dreams?

Start with Mr. Bones (2001), the closest match to Cleveland in My Dreams.

What is the highest-rated movie like Cleveland in My Dreams?

LaRoy, Texas (2024), rated 6.8/10 by 200 TMDB users.

What is the newest movie like Cleveland in My Dreams?

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

Are there English movies like Cleveland in My Dreams?

Yes: Mr. Bones (2001), Easy Money (1983) and Why Worry? (1923).

How are movies similar to Cleveland in My Dreams chosen?

First come films that Trakt’s viewers watch alongside Cleveland in My Dreams, 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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