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Movies like Kiss Toledo Goodbye (1999)

The best movies like Kiss Toledo Goodbye (1999) are Hostile Takeover (2025), Stretch (2014) and Criminal (2004). If Kiss Toledo Goodbye hooked you with its action and comedy, these 30 similar films are what to watch next, and every pick says why it matches.

Quick picks

  1. Hostile Takeover (2025)

    Follows Pete, a professional hitman, as he faces a group of assassins after the boss of a crime syndicate suspects disloyalty due to his attendance at Workaholics Anonymous meetings.

    Why it matches: Recommended by TMDB viewers · both action & comedy

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  2. Stretch (2014)

    A hard-luck limo driver struggling to go straight and pay off a debt to his bookie takes on a job with a crazed passenger whose sought-after ledger implicates some seriously dangerous criminals.

    Why it matches: Recommended by TMDB viewers · both action & comedy

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  3. Criminal (2004)

    Needing a new partner capable of intricate cons, Richard Gaddis, recruits Rodrigo, a crook with a perfect poker face. The two plan a big-time scam: selling a fake Silver Certificate to currency collector William Hannigan. Rodrigo distrusts his new associate, but needs money to help out his ill father. The situation becomes more complicated when Rodrigo falls for Gaddis' sister, Valerie, drawing another player into the game.

    Why it matches: Recommended by TMDB viewers · both action & comedy

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  4. Gotcha! (1985)

    A student on a trip to France is tricked into smuggling secrets across the Iron Curtain by a sexy spy.

    Why it matches: Recommended by TMDB viewers · both action & comedy

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  5. Shade (2003)

    Tiffany, Charlie and Vernon are con artists looking to up the ante from their typical scams. They figure a good way of doing this is taking down Dean "The Dean" Stevens, a well-known cardsharp, in a rigged game. However, they first need enough money to enter a game with Stevens, so they decide to strike a deal with fellow crook Larry Jennings to scam a local gangster -- which turns out to be a bad idea.

    Why it matches: Recommended by TMDB viewers · both action & thriller

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  6. The System (2022)

    When a young soldier, newly returned from war, gets caught up in a drug bust, he is recruited by the authorities to go undercover in a notoriously dangerous prison in order to figure out what is really going on.

    Why it matches: Recommended by TMDB viewers · both action & thriller

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  7. How to Rob a Bank (2007)

    Caught in the middle of a bank robbery, a slacker and a bank employee become the ones who arbitrate the intense situation.

    Why it matches: Recommended by TMDB viewers · both action & comedy

  8. Ca$h (2010)

    A stroke of good luck turns lethal for Sam Phelan and his wife Leslie when they are faced with a life-changing decision that brings strange and sinister Pyke Kubic to their doorstep. As Pyke leads Sam and Leslie on a tumultuous adventure through the streets of Chicago, each are pulled deeper and deeper into a desperate spiral of deception and violence – all in the name of money.

    Why it matches: Recommended by TMDB viewers · both thriller & comedy

  9. The Last Days of American Crime (2020)

    In the not-too-distant future, as a final response to crime and terrorism, the U.S. government plans to broadcast a signal that will make it impossible for anyone to knowingly break the law.

    Why it matches: Recommended by TMDB viewers · both action & thriller

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  10. The Black Book (2023)

    After his son is wrongly accused of kidnapping, a deacon who has just lost his wife takes matters into his own hands and fights a crooked police gang to clear him.

    Why it matches: Recommended by TMDB viewers · both action & thriller

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  11. Wake of Death (2004)

    Ben Archer, an ex-mob enforcer, seeks revenge against a ruthless Chinese kingpin responsible for his wife's brutal murder. When Archer joins forces with his old underworld friends, an all-out war is waged against the Chinese Triad.

    Why it matches: Recommended by TMDB viewers · both action & thriller

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  12. Absolution (2024)

    An aging ex-boxer gangster working as muscle for a Boston crime boss receives an upsetting diagnosis. Despite a faltering memory, he attempts to rectify the sins of his past and reconnect with his estranged children. He is determined to leave a positive legacy for his grandson, but the criminal underworld isn’t done with him and won’t loosen their grip willingly.

    Why it matches: Recommended by TMDB viewers · both action & thriller

  13. The International (2009)

    An interpol agent and an attorney are determined to bring one of the world's most powerful banks to justice. Uncovering money laundering, arms trading, and conspiracy to destabilize world governments, their investigation takes them from Berlin, Milan, New York and Istanbul. Finding themselves in a chase across the globe, their relentless tenacity puts their own lives at risk.

    Why it matches: Recommended by TMDB viewers · both action & thriller

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  14. The Killer (2024)

    Zee is a feared contract killer known as "the Queen of the Dead," but when she refuses to murder a young blind woman, she finds herself hunted both by criminal colleagues and a determined police detective.

    Why it matches: Recommended by TMDB viewers · both action & thriller

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  15. Overdrive (2017)

    Master car thieves square off against French gangsters in the South of France with money, women and lives all on the line.

    Why it matches: Recommended by TMDB viewers · both thriller & action

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  16. The Commuter (2018)

    A businessman, on his daily commute home, gets unwittingly caught up in a criminal conspiracy that threatens not only his life but the lives of those around him.

    Why it matches: Recommended by TMDB viewers · both action & thriller

    Popcorn FlickMovies like this
  17. Trap House (2025)

    An undercover DEA agent and his partner embark on a game of cat and mouse with an audacious, and surprising group of thieves – their own rebellious teenagers, who have begun robbing from a dangerous cartel, using their parents' tactics and top-secret intel to do it.

    Why it matches: Recommended by TMDB viewers · both action & thriller

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  18. 2 Guns (2013)

    A DEA agent and an undercover Naval Intelligence officer who have been tasked with investigating one another find they have been set up by the mob -- the very organization the two men believe they have been stealing money from.

    Why it matches: Recommended by TMDB viewers · both action & comedy

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  19. The Pope of Greenwich Village (1984)

    Charlie and his troublesome cousin Paulie decide to steal $150,000 in order to back a "sure thing" race horse that Paulie has inside information on. The aftermath of the robbery gets them into serious trouble with the local Mafia boss and the corrupt New York City police department.

    Why it matches: Recommended by TMDB viewers · both action & comedy

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  20. Sheroes (2023)

    When four thick-as-thieves friends arrive in Thailand, they quickly find themselves in over their heads. Fighting to stay alive, they employ their unique set of skills and unleash their fierce loyalty in a heart-pumping battle for survival.

    Why it matches: Recommended by TMDB viewers · both action & comedy

  21. Scorched (2003)

    Three mischievous employees of a bank in a small deserted town all make plans to rob it at the same time, however none of them knows about the others.

    Why it matches: Similar story and style · both comedy

  22. Edge of Seventeen (1999)

    1984, Sandusky, Ohio. A naive 17-year-old navigates heartbreak and self-expression as he explores his sexuality.

    Why it matches: Similar story and style · both comedy

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  23. Bolero (1983)

    Pete is no stranger to success, delivering hit series as a musician in a rock group. When he parts ways with his band and produces his first solo LP, he learns for the first time what a flop means. He did not expect this. He is insecure and desperate, while Lena, his wife, accepts this low blow as a challenge. Jealously, Pete observes that Lena is becoming more and more independent and self-confident in her surroundings. At home there are arguments until everyone packs his bags. Alone with his longing and tenderness for Lena, Pete composes the "Bolero" on his white grand piano that calls her back.

    Why it matches: Similar story and style · both comedy

  24. Ancient Warriors (2003)

    Special Forces Captain Aldo Paccione must pull together his former world team Delta Force and go deep within the mines of Sardinia when it is discovered that a vengeful band of mercenaries are developing deadly biochemical weapons.

    Why it matches: Similar story and style · both action

  25. Neuroworld (2014)

    Nothing is what it looks like. Everything is possible. Emotional parasyte dance in a mask play. Monika and Kristina are flatmates and maybe friends. One of the two is a famous YouTuber. One gun, two guns... Based on Miguel Ángel Martín's comics, this story won't leave you indifferent. It happens in a world which could be ours, where technology and social media changed the way we relate to each other.

    Why it matches: Similar story and style · both thriller

  26. Millennium (1989)

    An investigator seeking the cause of an airline disaster discovers the involvement of an organisation of time travellers from a future Earth irreparably polluted who seek to rejuvenate the human race from those about to die in the past. Based on a novel by John Varley.

    Why it matches: Similar story and style · both thriller

  27. Future Lies (2019)

    A love-crazed couple from the future is chased back in time by the treacherous underworld they betrayed.

    Why it matches: Similar story and style · both thriller

  28. Oscar (1991)

    Angelo "Snaps" Provolone made his dying father a promise on his deathbed: he would leave the world of crime and become an honest businessman. Despite having no experience in making money in a legal fashion, Snaps sets about to keep his promise.

    Why it matches: Similar story and style · both comedy

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  29. A History of Violence (2005)

    An average family is thrust into the spotlight after the father commits a seemingly self-defense murder at his diner.

    Why it matches: Similar story and style · both thriller

    Worth the HypeMovies like this
  30. Transamerica (2005)

    A transgender woman takes an unexpected journey when she learns that she had a son, now a teenage runaway hustling on the streets of New York.

    Why it matches: Similar story and style · both comedy

    Worth the HypeMovies like this

Like Kiss Toledo Goodbye and something else?

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

Frequently asked questions

What are the best movies like Kiss Toledo Goodbye?

The closest matches to Kiss Toledo Goodbye are Hostile Takeover (2025), Stretch (2014) and Criminal (2004). Below are 27 more, each with the reason it matches.

What should I watch after Kiss Toledo Goodbye?

Start with Hostile Takeover (2025), the closest match to Kiss Toledo Goodbye.

What is the highest-rated movie like Kiss Toledo Goodbye?

A History of Violence (2005), rated 7.2/10 by 3,962 TMDB users.

What is the newest movie like Kiss Toledo Goodbye?

Trap House (2025) is the most recent release on this list.

Are there English movies like Kiss Toledo Goodbye?

Yes: Hostile Takeover (2025), Stretch (2014) and Criminal (2004).

How are movies similar to Kiss Toledo Goodbye chosen?

First come films that Trakt’s viewers watch alongside Kiss Toledo Goodbye, 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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