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Movies like Loophole (2016)

The best movies like Loophole (2016) are The Man with the Golden Arm (1955), Monty Python's The Meaning of Life (1983) and The Unforgivable (2021). If Loophole hooked you, these 20 similar films are what to watch next, and every pick says why it matches.

Quick picks

  1. The Man with the Golden Arm (1955)

    When illegal card dealer and recovering heroin addict Frankie Machine gets out of prison, he decides to straighten up. Armed with nothing but an old drum set, Frankie tries to get honest work as a drummer. But when his former employer and his old drug dealer re-enter his life, Frankie finds it hard to stay clean and eventually finds himself succumbing to his old habits.

    Why it matches: Recommended by TMDB viewers

    Worth the HypeMovies like this
  2. Monty Python's The Meaning of Life (1983)

    Life's questions are 'answered' in a series of outrageous vignettes, beginning with a staid London insurance company which transforms before our eyes into a pirate ship. Then there's the National Health doctors who try to claim a healthy liver from a still-living donor. The world's most voracious glutton brings the art of vomiting to new heights before his spectacular demise.

    Why it matches: Recommended by TMDB viewers

    Worth the HypeMovies like this
  3. The Unforgivable (2021)

    A woman is released from prison after serving a sentence for a violent crime and re-enters a society that refuses to forgive her past.

    Why it matches: Recommended by TMDB viewers

    Worth the HypeMovies like this
  4. The Visitor (2008)

    A college professor travels to New York City to attend a conference and finds a young couple living in his apartment.

    Why it matches: Recommended by TMDB viewers

    Worth the HypeMovies like this
  5. Brute Force (1947)

    Timeworn Joe Collins and his fellow inmates live under the heavy thumb of the sadistic, power-tripping guard Captain Munsey. Only Collins' dreams of escape keep him going, but how can he possibly bust out of Munsey's chains?

    Why it matches: Recommended by TMDB viewers

    Worth the HypeMovies like this
  6. Jamesy Boy (2014)

    Based on the true story of teenager James Burns who goes from a suburban street gang to a maximum-security prison cell surrounded by hardened criminals. He turns his life around in prison thanks to the unexpected friendship he forms with a convicted murderer who becomes his mentor.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  7. Lost Highway (1997)

    A tormented jazz musician finds himself lost in an enigmatic story involving murder, surveillance, gangsters, doppelgängers, and an impossible transformation inside a prison cell.

    Why it matches: Recommended by TMDB viewers

    Worth the HypeMovies like this
  8. Wasteman (2026)

    Taylor's hopes for a fresh start post-parole are jeopardised by cellmate Dee's arrival. As Dee takes Taylor under his wing, a vicious attack tests their bond, forcing Taylor to choose between protecting Dee and his own chances at freedom.

    Why it matches: Recommended by TMDB viewers

    Worth the HypeMovies like this
  9. Lock Up (1989)

    Frank Leone is nearing the end of his prison term for a relatively minor crime. Just before he is paroled, however, Warden Drumgoole takes charge. Drumgoole was assigned to a hell-hole prison after his administration was publicly humiliated by Leone, and has now arrived on the scene to ensure that Leone never sees the light of day.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  10. Dog Pound (2010)

    Three juvenile delinquents arrive at a correctional center and are put under the care of an experienced guard.

    Why it matches: Recommended by TMDB viewers

    Worth the HypeMovies like this
  11. The Card Counter (2021)

    William Tell just wants to play cards. His spartan existence on the casino trail is shattered when he is approached by Cirk, a vulnerable and angry young man seeking help to execute his plan for revenge on a military colonel. Tell sees a chance at redemption through his relationship with Cirk.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  12. Gangster No. 1 (2000)

    An old gangster is advised that Freddie Mays would leave jail after thirty years in prison. His mood changes and he recalls when he was a young punk and who joined Freddie's gang—a man he both envied and ultimately betrayed.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  13. O.G. (2018)

    Louis Menkins is five weeks away from being released after 26 years in prison. He is faced with the decision to put his own release at risk in order to protect a young man named Beecher from growing gang controversies.

    Why it matches: Recommended by TMDB viewers

  14. All Day and a Night (2020)

    While serving life in prison, a young man looks back at the people, the circumstances and the system that set him on the path toward his crime.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  15. Big Stan (2007)

    A weak con man panics when he learns he's going to prison for fraud. He hires a mysterious martial arts guru who helps transform him into a martial arts expert who can fight off inmates who want to hurt or love him.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  16. South of Heaven (2021)

    Convicted felon Jimmy gets early parole after serving twelve years for armed robbery. Upon his release, he vows to give Annie, his childhood love, now dying from cancer, the best last year of her life – unfortunately it’s not that simple.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  17. Bronson (2009)

    A young man who was sentenced to 7 years in prison for robbing a post office ends up spending 30 years in solitary confinement. During this time, his own personality is supplanted by his alter ego, Charles Bronson.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  18. Lion Fist (2026)

    Martial arts fighter Joe goes to prison for four years and takes his wife's blame for a drug bust. After his release, he learns that his son needs expensive surgery because of a life-threatening tumor. Joe's only chance to save him: a brutal all-styles tournament with a $100,000 prize.

    Why it matches: Recommended by TMDB viewers

    Worth the HypeMovies like this
  19. A Score to Settle (2019)

    A former mob enforcer who is released from prison after serving 22 years for a crime he didn't commit sets out on a path for revenge against the people who wronged him.

    Why it matches: Recommended by TMDB viewers

  20. Shot Caller (2017)

    A newly-released prison gangster is forced by the leaders of his gang to orchestrate a major crime with a brutal rival gang on the streets of Southern California.

    Why it matches: Recommended by TMDB viewers

    Worth the HypeMovies like this

Like Loophole and something else?

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

Frequently asked questions

What are the best movies like Loophole?

The closest matches to Loophole are The Man with the Golden Arm (1955), Monty Python's The Meaning of Life (1983) and The Unforgivable (2021). Below are 17 more, each with the reason it matches.

What should I watch after Loophole?

Start with The Man with the Golden Arm (1955), the closest match to Loophole.

What is the highest-rated movie like Loophole?

Lost Highway (1997), rated 7.6/10 by 3,125 TMDB users.

What is the newest movie like Loophole?

Lion Fist (2026) is the most recent release on this list.

Are there English movies like Loophole?

Yes: The Man with the Golden Arm (1955), Monty Python's The Meaning of Life (1983) and The Unforgivable (2021).

How are movies similar to Loophole chosen?

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