Movies like The Cruelest Month (1969)
The best movies like The Cruelest Month (1969) are His Kind of Woman (1951), The Haunting of Alcatraz (2020) and Sky High (2020). If The Cruelest Month hooked you, these 20 similar films are what to watch next, and every pick says why it matches.
Quick picks
- Highest ratedSe7en (1995)8.4/10 from 24,204 votes
- NewestThe Whisper (2026)Released 2026
- In SpanishSky High (2020)Also in Spanish
His Kind of Woman (1951)
Career gambler Dan Milner agrees to a $50,000 deal to leave the USA for Mexico, only to find himself entangled with fellow guests at a luxurious resort and suspecting that the man who hired him may be the deported crime boss Nick Ferraro aiming to re-enter to the USA.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisThe Haunting of Alcatraz (2020)
Alcatraz. 1937. A young prison guard working the night shift experiences a string of chilling disturbances culminating in the bizarre death of an inmate at the most famous prison in the world
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisSky High (2020)
A commentary on Spanish society dressed as a thriller about the misadventures of a gang of young petty criminals after the real estate crash.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisOutlaws (2021)
Introverted Girona student Nacho meets two delinquents from the city's Chinatown and gets caught up in a summer onslaught of burglaries and hold ups that will change his life.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisRevenge (1990)
Michael ‘Jay’ Cochran has just left the Navy after 12 years and he's not quite sure what he's going to do, except that he knows he wants a holiday. He decides to visit Tiburon Mendez, a powerful but shady Mexican businessman who he once flew to Alaska for a hunting trip. Arriving at the Mendez mansion in Mexico, he is immediately surprised by the beauty and youth of Mendez’s wife, Miryea.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisSe7en (1995)
Two homicide detectives are on a desperate hunt for a serial killer whose crimes are based on the "seven deadly sins" in this dark and haunting film that takes viewers from the tortured remains of one victim to the next. The seasoned Det. Somerset researches each sin in an effort to get inside the killer's mind, while his novice partner, Mills, scoffs at his efforts to unravel the case.
Why it matches: Recommended by TMDB viewers
Absolute CinemaMovies like thisPoison for the Fairies (1986)
In 1965 Mexico City, Flavia, a wealthy yet lonely schoolgirl, befriends Veronica, a young orphan girl who has a fascination with witchcraft. Veronica convinces Flavia that she is a real witch and forces her to be her assistant. The children's games gradually become more serious and Veronica demands more from Flavia.
Why it matches: Recommended by TMDB viewers
Worth the HypeMovies like thisThe Bravados (1958)
Jim Douglass arrives in the small town of Rio Arriba in order to witness the hanging of the four men he believes murdered his wife. When the convicts escape, Jim tracks them into Mexico, determined to see that justice is done. But the farther Jim goes in his quest for vengeance, the more merciless he becomes, losing himself in an unrelenting spiral of hatred and violence.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisReturn of the Seven (1966)
Chico, one of the remaining members of The Magnificent Seven, now lives in the town that they (The Seven) helped. One day someone comes and takes most of the men prisoner. His wife seeks out Chris, the leader of The Seven for help. Chris also meets Vin another member of The Seven. They find four other men and they go to help Chico.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisBurnt Money (2000)
Set in Argentina in 1965, the story follows the tumultuous relationship between two men who became lovers and ultimately ruthless bank robbers in a notoriously famous footnote in the annals of crime history. After a large-scale hold-up that turns bloody, the two men must flee. It is not long before the police are surrounding the building they are in and they must confront their demons to survive.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisCry Macho (2021)
A one-time rodeo star and washed-up horse breeder takes a job from an ex-boss to bring the man's young son home from Mexico.
Why it matches: Recommended by TMDB viewers
SnoozefestMovies like thisDance of the Forty One (2020)
Mexico City, November 1901. The police raid a private home where a secret party is being held. Among those attending is the son-in-law of President Porfirio Díaz.
Why it matches: Recommended by TMDB viewers
Worth the HypeMovies like thisAmores Perros (2000)
A fatalistic car crash in Mexico city sets off a chain of events in the lives of three people: a supermodel, a young man wanting to run off with his sister-in-law, and a homeless man.
Why it matches: Recommended by TMDB viewers
Worth the HypeMovies like thisThe Big Steal (1949)
Army Lieutenant Halliday, accused of stealing the Army payroll, pursues the real thief on a frantic chase through Mexico aided by the thief's ex-girlfriend and is in turn being chased by his accuser, Capt. Blake.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisCarmen (2023)
A young and fiercely independent woman, Carmen, is forced to flee her home in the Mexican desert following the brutal murder of her mother. She survives an illegal border crossing into the US, only to be confronted by a lawless volunteer border guard. When the border guard and his patrol partner Aidan become embroiled in a deadly standoff, the pair is forced to escape together.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisThe Wailer (2006)
On their way to Mexico, six students are stranded in a small town where years before a tragedy took place.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisBattle in Heaven (2005)
Set in Mexico City, Carlos Reygadas's sexually explicit drama centers on a man in turmoil over his past actions. Chauffer Marcos feels compelled to reveal a dark secret to his boss's daughter, Ana, a wealthy woman who works as a prostitute just for the thrill of it. Marcos confesses that he and his wife committed a crime that ended in horrible tragedy. Haunted by his past, Marcos searches for redemption.
Why it matches: Recommended by TMDB viewers
SnoozefestMovies like thisThe Whisper (2026)
Fleeing from their violent father, siblings Lucía and Adrián take refuge in a remote mansion. With the help of a hidden micro-camera on a cat, Lucía uncovers a terrifying secret: their neighbors are part of a criminal network that kidnaps teenage girls to make snuff films, and they intend to get rid of the siblings. As Lucía fights to protect her brother, she must face a dark family curse that follows them into their newfound sanctuary.
Why it matches: Recommended by TMDB viewers
Worth the HypeMovies like thisRoma (2018)
In 1970s Mexico City, two domestic workers help a mother of four while her husband is away for an extended period of time.
Why it matches: Recommended by TMDB viewers
Worth the HypeMovies like thisY Tu Mamá También (2001)
In Mexico, two teenage boys and an attractive older woman embark on a road trip and learn a thing or two about life, friendship, sex, and each other.
Why it matches: Recommended by TMDB viewers
Worth the HypeMovies like this
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Frequently asked questions
What are the best movies like The Cruelest Month?
The closest matches to The Cruelest Month are His Kind of Woman (1951), The Haunting of Alcatraz (2020) and Sky High (2020). Below are 17 more, each with the reason it matches.
What should I watch after The Cruelest Month?
Start with His Kind of Woman (1951), the closest match to The Cruelest Month.
What is the highest-rated movie like The Cruelest Month?
Se7en (1995), rated 8.4/10 by 24,204 TMDB users.
What is the newest movie like The Cruelest Month?
The Whisper (2026) is the most recent release on this list.
Are there Spanish movies like The Cruelest Month?
Yes: Sky High (2020), Outlaws (2021) and Poison for the Fairies (1986).
How are movies similar to The Cruelest Month chosen?
First come films that Trakt’s viewers watch alongside The Cruelest Month, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.