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Movies like Fairway to Heaven (2007)

The best movies like Fairway to Heaven (2007) are The Caddy (1953), Happy Gilmore 2 (2025) and Hot Shots! (1991). If Fairway to Heaven hooked you, these 20 similar films are what to watch next, and every pick says why it matches.

Quick picks

  1. The Caddy (1953)

    Although the son of a skilled golfer and an outstanding player in his own right, Harvey Miller is too nervous to play in front of a gallery, so he acts as coach and caddy for Joe Anthony, his girlfriend's brother.

    Why it matches: Recommended by TMDB viewers

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  2. Happy Gilmore 2 (2025)

    Happy Gilmore isn't done with golf — not by a long shot. Since his retirement after his first Tour Championship win, Gilmore returns to finance his daughter's ballet classes.

    Why it matches: Recommended by TMDB viewers

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  3. Hot Shots! (1991)

    The gang that created Airplane! and The Naked Gun sets its sights on Top Gun in this spoof. Topper Harley is a talented but unstable fighter pilot with an axe to grind: clearing the family name. His mission is to avenge his father and save a mission sabotaged by greedy weapons manufacturers. He also gets involved in a relationship with Ramada Thompson, a woman with an unusually talented stomach. Hot Shots! makes fun of a variety of other films, from Dances with Wolves to The Fabulous Baker Boys.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  4. My Scene Goes Hollywood: The Movie (2005)

    Barbie and her friends stumble onto a movie set and get cast as extras. But their friendship is tested when one of the girls makes a quick rise to stardom.

    Why it matches: Recommended by TMDB viewers

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  5. A Song Is Born (1948)

    The story of seven scholars in search of an expert to teach them about swing music. They seem to have found the perfect candidate in winsome nightclub singer Honey Swanson. But Honey's gangster boyfriend doesn't want to give her up.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  6. A Liar's Autobiography: The Untrue Story of Monty Python's Graham Chapman (2012)

    John Cleese, Michael Palin, Terry Jones and Terry Gilliam pay tribute to their late Monty Python colleague Graham Chapman in this hilarious, 3-D animated adaptation of Chapman's brazenly fictionalized life story.

    Why it matches: Recommended by TMDB viewers

  7. 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

  8. Eddie Izzard: Dress to Kill (1999)

    Eddie Izzard takes her show to San Francisco to give a brief history of pagan and Christian religions, the building of Stonehenge, the birth of the Church of England and of Western empires, and the need for a European dream.

    Why it matches: Recommended by TMDB viewers

    Worth the HypeMovies like this
  9. Heavy Metal (1981)

    The embodiment of ultimate evil, a glowing orb terrorizes a young girl with bizarre stories of dark fantasy, eroticism and horror.

    Why it matches: Recommended by TMDB viewers

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  10. Dinner in America (2022)

    An on-the-lam punk rocker and a young woman obsessed with a local band go on an unexpected and epic journey together through the decaying suburbs of the American Midwest.

    Why it matches: Recommended by TMDB viewers

    Worth the HypeMovies like this
  11. I Am Chris Farley (2015)

    I am Chris Farley tells his hilarious, touching and wildly entertaining story - from his early days in Madison, Wisconsin, to his time at Second City and Saturday Night Live, then finally his film career (which included hits like Tommy Boy and Black Sheep). The film showcases his most memorable characters and skits from film and television and also includes interviews and insights from his co-stars, family and friends - including the likes of Christina Applegate, Dan Aykroyd, Mike Myers, Bob Odenkirk, Bob Saget and Adam Sandler.

    Why it matches: Recommended by TMDB viewers

    Worth the HypeMovies like this
  12. On a Wing and a Prayer (2023)

    After their pilot dies unexpectedly mid-flight, passenger Doug White must safely land a plane and save his entire family from insurmountable danger.

    Why it matches: Recommended by TMDB viewers

  13. That Touch of Mink (1962)

    Cathy Timberlake is en route to a job interview when a car transporting businessman Philip Shayne covers her in mud. He sends his assistant, Roger, to apologize, but upon meeting Cathy, Roger knows that she would be a suitable match for his boss. Despite their mutual attraction, Cathy and Philip want different things. Philip wants a fling, while Cathy wants a marriage. As they travel to exotic locales, their differing motivations are put to the test.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  14. Adam Sandler: 100% Fresh (2018)

    Adam Sandler takes his comical musical musings back out on the road, from comedy clubs to concert halls to one very unsuspecting subway station.

    Why it matches: Recommended by TMDB viewers

    Worth the HypeMovies like this
  15. Tommy Boy (1995)

    To save the family business, two ne’er-do-well traveling salesmen hit the road with disastrously funny consequences.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  16. The Hill (2023)

    The story of Rickey Hill, who overcomes his physical disability and repairs his relationship with his father in a quest to become a major league baseball (MLB) player.

    Why it matches: Recommended by TMDB viewers

    Worth the HypeMovies like this
  17. Ricky Gervais: Humanity (2018)

    In his first special in seven years, Ricky Gervais slings his trademark snark at celebrity, mortality and a society that takes everything personally.

    Why it matches: Recommended by TMDB viewers

    Worth the HypeMovies like this
  18. Brain Donors (1992)

    Three manic idiots—a lawyer, a cab driver and a handyman—team up to run a ballet company to fulfil the will of a millionaire. Stooge-like antics result as the trio try to outwit the rich widow and her scheming big-shot lawyer, who also wants to run the ballet.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  19. The TV Set (2007)

    As a writer named Mike struggles to shepherd his semi-autobiographical sitcom into development, his vision is slowly eroded by a domineering network executive named Lenny who favors trashy reality programming. The irony, of course, is that every crass suggestion Lenny makes improves the show's response from test audiences and brings the show a step closer to getting on the air.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  20. Bill Burr: Walk Your Way Out (2017)

    No-nonsense comic Bill Burr takes the stage in Nashville and riffs on fast food, overpopulation, dictators and gorilla sign language.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this

Like Fairway to Heaven and something else?

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

Frequently asked questions

What are the best movies like Fairway to Heaven?

The closest matches to Fairway to Heaven are The Caddy (1953), Happy Gilmore 2 (2025) and Hot Shots! (1991). Below are 17 more, each with the reason it matches.

What should I watch after Fairway to Heaven?

Start with The Caddy (1953), the closest match to Fairway to Heaven.

What is the highest-rated movie like Fairway to Heaven?

Dinner in America (2022), rated 7.8/10 by 253 TMDB users.

What is the newest movie like Fairway to Heaven?

Happy Gilmore 2 (2025) is the most recent release on this list.

Are there English movies like Fairway to Heaven?

Yes: The Caddy (1953), Happy Gilmore 2 (2025) and Hot Shots! (1991).

How are movies similar to Fairway to Heaven chosen?

First come films that Trakt’s viewers watch alongside Fairway to Heaven, 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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