Movies like Operation Cupid (1960)
The best movies like Operation Cupid (1960) are Wrong Cops (2013), Psycho Therapy: The Shallow Tale of a Writer Who Decided to Write About a Serial Killer (2025) and Fun with Dick and Jane (1977). If Operation Cupid hooked you with its crime and comedy, these 20 similar films are what to watch next, and every pick says why it matches.
Quick picks
- Highest ratedTake the Money and Run (1969)7.1/10 from 814 votes
- NewestMisdirection (2026)Released 2026
Wrong Cops (2013)
A group of bad cops look to dispose of a body that one of them accidentally shot.
Why it matches: Recommended by TMDB viewers · both crime & comedy
Popcorn FlickMovies like thisPsycho 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 crime & comedy
Popcorn FlickMovies like thisFun with Dick and Jane (1977)
When an upwardly mobile couple find themselves unemployed and in debt, they turn to armed robbery in desperation.
Why it matches: Recommended by TMDB viewers · both comedy & crime
Popcorn FlickMovies like thisCa$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 crime & comedy
SnoozefestMovies like thisJohnny Dangerously (1984)
An honest, goodhearted man is forced to turn to a life of crime to finance his neurotic mother's skyrocketing medical bills.
Why it matches: Recommended by TMDB viewers · both comedy & crime
Popcorn FlickMovies like thisAnalyze This (1999)
Countless wiseguy films are spoofed in this film that centers on the neuroses and angst of a powerful Mafia racketeer who suffers from panic attacks. When Paul Vitti needs help dealing with his role in the "family," unlucky shrink Dr. Ben Sobel is given just days to resolve Vitti's emotional crisis and turn him into a happy, well-adjusted gangster.
Why it matches: Recommended by TMDB viewers · both comedy & crime
Popcorn FlickMovies like thisShadow of the Thin Man (1941)
While attending a major horse race with their young son, Nick Jr., Nick and Nora Charles witnesse a shocking murder from the crowded grandstand. What first appears to be an isolated killing soon leads to a maze of corruption, blackmail, gambling scandals, and criminal intrigue. As Nick investigates, he encounters suspicious bookmakers, dishonest officials, rival gangsters, and a mysterious killer determined to stay ahead of the law. Nora, as always, is never far from the action, bringing her quick wit and fearless curiosity to the case.
Why it matches: Recommended by TMDB viewers · both comedy & crime
Worth the HypeMovies like thisTake the Money and Run (1969)
Virgil Starkwell is intent on becoming a notorious bank robber. Unfortunately for Virgil and his not-so-budding career, he is completely incompetent.
Why it matches: Recommended by TMDB viewers · both comedy & crime
Worth the HypeMovies like this68 Kill (2017)
Chip's problem is that he can't say no to beautiful women. This weakness gets him into a world of trouble when he agrees to help his girlfriend steal $68,000.
Why it matches: Recommended by TMDB viewers · both comedy & crime
SnoozefestMovies like thisHow 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 comedy & crime
SnoozefestMovies like thisMarried to the Mob (1988)
Angela de Marco is fed up with her gangster husband's line of work and wants no part of the crime world. When her husband is killed for having an affair with the mistress of mob boss Tony "The Tiger" Russo, Angela and her son depart for New York City to make a fresh start. Unfortunately, Tony has set his sights upon Angela -- and so has an undercover FBI agent looking to use her to bust Tony.
Why it matches: Recommended by TMDB viewers · both comedy & crime
Popcorn FlickMovies like thisOscar (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: Recommended by TMDB viewers · both comedy & crime
Popcorn FlickMovies like thisThe Cheap Detective (1978)
A spoof of the entire 1940s detective genre. San Francisco private detective, Lou Pekinpaugh is accused of murdering his partner at the instigation of his mistress—his partner's wife.
Why it matches: Recommended by TMDB viewers · both comedy & crime
Popcorn FlickMovies like thisOne Night at McCool's (2001)
On an ordinary night, in an ordinary part of town, a beautiful young woman walks into a bar. Her name is Jewel, and before long she is chatting to bartender Randy. The pair leave together, but he ends up getting into a tussle with her criminal boyfriend, who she then shoots dead, later persuading Randy to take the rap for her. But this isn't the end of it, as both Randy's cousin Carl and the detective assigned to the murder case also fall for Jewel's charms and find themselves caught up in the ensuing events. It seems that any man who meets Jewel falls instantly in love with her, and she's going to use this fully to her own advantage, leaving a trail of havoc in her wake. It also seems that she is going to get away with it - that is, until Randy decides to hire a hitman...
Why it matches: Recommended by TMDB viewers · both comedy & crime
SnoozefestMovies like thisThe Pickup (2025)
A routine cash pickup takes a wild turn when mismatched armored truck drivers Russell and Travis are ambushed by ruthless criminals led by savvy mastermind Zoe.
Why it matches: Recommended by TMDB viewers · both comedy & crime
Popcorn FlickMovies like thisShade (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 crime
Popcorn FlickMovies like thisTrap 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 crime
Popcorn FlickMovies like thisAbsolution (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 crime
SnoozefestMovies like thisMisdirection (2026)
A desperate couple have pulled off a string of high-end break-ins to pay off a mob debt. When they attempt to rob their latest victim, they find themselves caught in a deadly game of cat and mouse. The tables are turned and the hunters become the hunted.
Why it matches: Recommended by TMDB viewers · both crime
Popcorn FlickMovies like thisHostile 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 comedy
Popcorn FlickMovies like this
Like Operation Cupid and something else?
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Frequently asked questions
What are the best movies like Operation Cupid?
The closest matches to Operation Cupid are Wrong Cops (2013), Psycho Therapy: The Shallow Tale of a Writer Who Decided to Write About a Serial Killer (2025) and Fun with Dick and Jane (1977). Below are 17 more, each with the reason it matches.
What should I watch after Operation Cupid?
Start with Wrong Cops (2013), the closest match to Operation Cupid.
What is the highest-rated movie like Operation Cupid?
Take the Money and Run (1969), rated 7.1/10 by 814 TMDB users.
What is the newest movie like Operation Cupid?
Misdirection (2026) is the most recent release on this list.
Are there English movies like Operation Cupid?
Yes: Wrong Cops (2013), Psycho Therapy: The Shallow Tale of a Writer Who Decided to Write About a Serial Killer (2025) and Fun with Dick and Jane (1977).
How are movies similar to Operation Cupid chosen?
First come films that Trakt’s viewers watch alongside Operation Cupid, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.