Movies like To Dorothy, a Son (1954)
The best movies like To Dorothy, a Son (1954) are Big Business (1988), How to Make a Killing (2026) and Blank Check (1994). If To Dorothy, a Son hooked you with its comedy, these 30 similar films are what to watch next, and every pick says why it matches.
Quick picks
- Highest ratedThe Fortune Cookie (1966)7.2/10 from 369 votes
- NewestHow to Make a Killing (2026)Released 2026
Big Business (1988)
In the 1940s in the small town of Jupiter Hollow, two sets of identical twins are born in the same hospital on the same night. One set to a poor local family and the other to a rich family just passing through. The dizzy nurse on duty accidentally mixes the twins unbeknown to the parents. Our story flashes forward to the 1980s where the mismatched sets of twins are about to cross paths.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisHow to Make a Killing (2026)
Disowned at birth by his obscenely wealthy family, blue-collar Becket Redfellow will stop at nothing to reclaim his inheritance, no matter how many relatives stand in his way.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisBlank Check (1994)
Bullied by his siblings and nagged by his parents, 11-year-old Preston Waters is fed up with his family — especially their frugality. But he gets his chance to teach them a lesson when a money-laundering criminal nearly bulldozes Preston with his car and compensates the boy with a blank check. Preston makes the check out for $1 million and goes on a spending spree he'll never forget.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisThe Family Jewels (1965)
A young heiress must choose between six uncles, one of which is up to no good and out to harm the girl's beloved bodyguard who practically raised her.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisChief Daddy 2: Going for Broke (2021)
The Beecroft family are ready to spend all of Chief Daddy's inheritance, but not if the CEO of his company has anything to do with it.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisGreedy (1994)
Meet the McTeagues. They've come to stake a claim in their wealthy uncle's will… only he's not dead yet!
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisWhy Him? (2016)
A dad forms a bitter rivalry with his daughter's young rich boyfriend.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisYankee Zulu (1993)
Two South African boys, one white, Rhino, and one black, Zulu, go their separate ways after an incident. Many years later, they meet up again as adults, when one, after living for years in the United States, is now a wanted criminal. The two end up being a part of a madcap chase involving a check for a large amount of lottery money, pursued by Gen. Diehard and Rhino's ex-wife Rowena, who was the cause of the rift between the two protagonists.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisDelivery Man (2013)
An affable underachiever finds out he's fathered 533 children through anonymous donations to a fertility clinic 20 years ago. Now he must decide whether or not to come forward when 142 of them file a lawsuit to reveal his identity.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisGood Neighbor Sam (1964)
To help his divorced neighbor claim a substantial inheritance, a family man poses as her husband. The ruse spills over into his career in advertising, and his recent promotion relies on his wholesome and moral appearance.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisBrewster's Millions (1985)
Monty Brewster, an aging minor-league baseball player, stands to inherit $300 million if he can successfully spend $30 million in 30 days without anything to show for it, and without telling anyone what he's up to... A task that's a lot harder than it sounds!
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisFather of the Bride (1991)
George Banks is an ordinary, middle-class man whose 22 year-old daughter Annie has decided to marry a man from an upper-class family, but George can't think of what life would be like without his daughter. His wife tries to make him happy for Annie, but when the wedding takes place at their home and a foreign wedding planner takes over the ceremony, he becomes slightly insane.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like this3 Men and a Little Lady (1990)
Sylvia's work increasingly takes her away from the three men who help bring up Mary, her daughter. When she decides to move to England and take Mary with her, the three men are heartbroken at losing the two most important women in their lives.
Why it matches: Recommended by TMDB viewers · both comedy
SnoozefestMovies like thisThe Phoenician Scheme (2025)
Wealthy businessman Zsa-zsa Korda appoints his only daughter, a nun, as sole heir to his estate. As Korda embarks on a new enterprise, they soon become the target of scheming tycoons, foreign terrorists, and determined assassins.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisThe Fortune Cookie (1966)
TV cameraman Harry Hinkle is injured while filming a football game. Seeing big dollar signs, his unscrupulous ambulance-chasing lawyer brother-in-law Willie Gingrich enters the picture, and convinces Harry to overstate his injuries and claim $1 million in pain and suffering. Harry's similarly-minded ex-wife suddenly reappears in an attempt to rekindle their relationship.
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like thisQueenpins (2021)
Bored and frustrated suburban homemaker Connie and her best pal JoJo, a vlogger with dreams, turn a hobby into a multi-million-dollar counterfeit coupon caper. After firing off a letter to the conglomerate behind a box of cereal gone stale, and receiving an apology along with dozens of freebies, the duo hatch an illegal coupon club scheme that scams millions from mega-corporations and delivers deals to legions of fellow coupon clippers. On the trail to total coupon dominance, a hapless Loss Prevention Officer from the local supermarket chain joins forces with a determined U.S. Postal Inspector in hot pursuit of these newly minted “Queenpins” of pink collar crime.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisEasy Money (1983)
To inherit his mother-in-law's colossal fortune, a hard living gambling addict must change his unhealthy ways before it gets the best of him.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisMr. Roosevelt (2017)
A young woman returns home and must confront her ex-boyfriend when an unexpected tragedy occurs.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisThis Is 40 (2012)
Pete and Debbie are both about to turn 40, their kids hate each other, both of their businesses are failing, they're on the verge of losing their house, and their relationship is threatening to fall apart.
Why it matches: Recommended by TMDB viewers · both comedy
SnoozefestMovies like thisShe-Devil (1989)
A cunning and resourceful housewife vows revenge on her husband when he begins an affair with a wealthy romance novelist.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisBend It Like Beckham (2002)
Jess Bhamra, the daughter of a strict Indian couple in London, is not permitted to play organized soccer, even though she is 18. When Jess is playing for fun one day, her impressive skills are seen by Jules Paxton, who then convinces Jess to play for her semi-pro team. Jess uses elaborate excuses to hide her matches from her family while also dealing with her romantic feelings for her coach, Joe.
Why it matches: Similar story and style · both comedy
Popcorn FlickMovies like thisMonsoon Wedding (2001)
A stressed father, a bride-to-be with a secret, a smitten event planner, and relatives from around the world create much ado about the preparations for an arranged marriage in India.
Why it matches: Similar story and style · both comedy
Popcorn FlickMovies like thisBalcony (2013)
Jeton, a 10-year-old boy is sitting on the edge of a balcony on the 4th floor. Neighbours and passers-by, terrified by this situation, call the police and firefighters for help. But the situation quickly becomes unmanageable.
Why it matches: Similar story and style · both comedy
Exams at Any Odd Time (1974)
Two novels united by common characters and a never-settled problem: the clash between sincerity of children and the heartless pragmatism and ambitions of grown-ups.
Why it matches: Similar story and style · both comedy
Bollywood/Hollywood (2002)
Rahul Seth is a dashing young millionaire who believes he is "western" enough to rebel against his mother and grandmother. They are not too keen about his Caucasian girlfriend Kimberly who, to make matters worse, is a pop star. Before you can say "karmic intervention," Kimberly dies in a freak accident and Rahul is devastated. Instead of allowing him to mourn in peace, Rahul's mother sees the opportunity she's been waiting for. She threatens to call off his sister's wedding unless he finds himself a "nice Indian girl." Rahul enlists the services of Sue, a fiercely independent escort whom he believes to be Hispanic, and therefore not "married" to the conventions taught to young Indian women. With a wink in her eye, Sue accepts the deal to pose as his Indian bride-to-be. She needs the money and having never been a fan of the typical Indian male, she feels her heart is safe. The charade begins....
Why it matches: Similar story and style · both comedy
Raising Arizona (1987)
When a childless couple—an ex-con and an ex-cop—take one of a wealthy family’s quintuplets to raise as their own, their lives grow more complicated than anticipated.
Why it matches: Similar story and style · both comedy
Worth the HypeMovies like thisBoo (2024)
Teddy is walking home at night in the empty streets of Los Angeles, senses heightened by everything on the news about... young women walking home at night. But when she's finally home safe, she's attacked by something truly terrifying: her own psyche.
Why it matches: Similar story and style · both comedy
Solitaire (2017)
Therese, the mayor's wife in a Lebanese village, joyfully prepares for an overnight visit of her daughter's suitor and his parents. She excitedly shares the happy news of the engagement with pictures of her beloved brother who was killed by a Syrian bomb 20 years ago and is still bizarrely present in every corner of her house. Only when the long-awaited guests are at her doorstep, she discovers they are Syrian; this engagement will only happen over Therese's dead body!
Why it matches: Similar story and style · both comedy
Winner (2024)
Winner is a brilliant young misfit from Texas who finds her morals challenged while serving in the U.S. Air Force and working as an NSA contractor. A fresh take on the traditional whistleblower thriller, the coming-of-age story follows an idealistic young woman persecuted for standing by her principles.
Why it matches: Similar story and style · both comedy
Popcorn FlickMovies like thisMaya and the Starboy (1988)
The story about a class of star-boys who travel with their research spaceship to "Outdoor School" to see life on Earth. Since they wear "snurke" - a kind of shiny badges, they are invisible to Earthlings. But the star-boy Gubang's desire to meet the Earthlings in personal is so strong that he can not resist. He befriends a girl named Maya and gives her "snurko" so that she could see him. This causes severe complications both on Earth and in spaceship. Of course, everything finishes with a happy end.
Why it matches: Similar story and style · both comedy
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Frequently asked questions
What are the best movies like To Dorothy, a Son?
The closest matches to To Dorothy, a Son are Big Business (1988), How to Make a Killing (2026) and Blank Check (1994). Below are 27 more, each with the reason it matches.
What should I watch after To Dorothy, a Son?
Start with Big Business (1988), the closest match to To Dorothy, a Son.
What is the highest-rated movie like To Dorothy, a Son?
The Fortune Cookie (1966), rated 7.2/10 by 369 TMDB users.
What is the newest movie like To Dorothy, a Son?
How to Make a Killing (2026) is the most recent release on this list.
Are there English movies like To Dorothy, a Son?
Yes: Big Business (1988), How to Make a Killing (2026) and Blank Check (1994).
How are movies similar to To Dorothy, a Son chosen?
First come films that Trakt’s viewers watch alongside To Dorothy, a Son, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.