Movies like Free Enterprise (1998)
The best movies like Free Enterprise (1998) are Yoh! Bestie (2026), Feast of the Seven Fishes (2019) and Cuban Fury (2014). If Free Enterprise hooked you with its comedy and romance, these 30 similar films are what to watch next, and every pick says why it matches.
Quick picks
- Highest rated¿Quieres ser mi hijo? (2023)8.4/10 from 378 votes
- NewestYoh! Bestie (2026)Released 2026
Yoh! Bestie (2026)
Thando is perpetually unlucky in love, but when her bestie returns from his travels with a fiancée in tow, she's forced to face a new emotion — jealousy.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Popcorn FlickMovies like thisFeast of the Seven Fishes (2019)
A slice of life story that follows a large Italian family on Christmas Eve as they prepare for the traditional Feast of the Seven Fishes, reminisce about the past and seek love in the future.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisCuban Fury (2014)
Beneath Bruce Garrett's under-confident, overweight exterior, the passionate heart of a salsa king lies dormant. Now, one woman is about to reignite his Latin fire.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like this¿Quieres ser mi hijo? (2023)
Lu, a conformist woman in her forties, learns that her 15-year partner has been having extramarital affairs. Starting from scratch, she gets involved in an unexpected relationship with a young womanizer.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Absolute CinemaMovies like thisLove Is in the Air (2023)
A fiercely independent pilot fighting to keep her family business afloat starts to fall for the man sent by corporate to ground her operation forever.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Popcorn FlickMovies like thisSex Appeal (2022)
Avery, a teenager with a tendency towards perfectionism, enlists her friend Larson to help her prepare for her first time with her long-distance boyfriend.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisThe Prince & Me 4: The Elephant Adventure (2010)
One year after their royal wedding, King Edvard and Queen Paige of Denmark receive an invitation to attend the wedding of Princess Myra of Sangyoon. Upon their arrival, Paige finds Myra is unhappy with her arranged marriage to the brooding and sinister Kah and is secretly in love with a young elephant handler named Alu.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisLove, Weddings & Other Disasters (2020)
A fussy celebrity caterer, a blind woman, a tour-bus guide and an inexperienced wedding planner search for love.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Popcorn FlickMovies like thisGirl on a Bicycle (2013)
Paolo, an Italian tour bus driver living in Paris, has just summoned up the courage to propose marriage to his German girlfriend Greta. However, a chance encounter with a French woman on a bicycle the very next day turns Paolo's life upside down.
Why it matches: Recommended by TMDB viewers · both comedy & romance
SnoozefestMovies like thisThe Incredible Jessica James (2017)
Burned by a bad breakup, a struggling New York City playwright makes an unlikely connection with a divorced app designer she meets on a blind date.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Popcorn FlickMovies like thisMy Sassy Girl (2008)
A guy has his life planned out until he is wooed, groomed and then dumped by an elusive woman.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisLittle Italy (2018)
Former childhood pals Leo and Nikki are attracted to each other as adults—but will their feuding parents' rival pizzerias put a chill on their sizzling romance?
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisEasy Virtue (2008)
A young Englishman marries a glamorous American. When he brings her home to meet the parents, she arrives like a blast from the future - blowing their entrenched British stuffiness out the window.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisWhisky Galore (2016)
The story of the inhabitants of the isolated Scottish island of Todday, in the Outer Hebrides, where gloom sets in as their wartime rationing of whisky runs out. When cargo ship the SS Cabinet Minister runs aground the shrewd islanders run rings around the buffoonish English Home Guard commander Captain Waggett and conspire to hide away cases of the precious amber nectar.
Why it matches: Recommended by TMDB viewers · both romance & comedy
SnoozefestMovies like thisPlayers (2024)
New York sportswriter Mack has spent years devising successful hook-up "plays" with her friends, but when she unexpectedly falls for one of her targets, she must learn what it takes to go from simply scoring to playing for keeps.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Popcorn FlickMovies like thisA Nice Girl Like You (2020)
Lucy Neal is thrown for a loop when she is accused of being too inhibited by her ex-boyfriend. In an effort to prove him wrong, Lucy creates a rather wild to-do list that sends her on a whirlwind and surprising journey of self-discovery, friendship, and new love.
Why it matches: Recommended by TMDB viewers · both comedy & romance
SnoozefestMovies like thisWhat's Love Got to Do with It? (2023)
Two childhood friends now in their thirties must decide whether to follow their heads or their hearts once the man decides to follow his parents' advice and enter into an arranged marriage in Pakistan.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Popcorn FlickMovies like thisBoot Camp (2024)
Unathletic Whitney Carmichael signs up for an intense summer boot camp to reinvent herself and falls for her personal trainer. She then finds the strength to embrace her true self and ignore the others' expectations.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Popcorn FlickMovies like thisChasing Papi (2003)
Playboy Thomas Fuentes has so far been able to skate by in life on good looks and charm alone. But when his duplicitous relationships with three women -- impassioned waitress Cici, meticulous lawyer Lorena and bored socialite Patricia -- spiral out of control, he suffers a mental breakdown. His doctor recommends that he choose just one girlfriend -- but can he choose in time before they discover his deception?
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisAnchors Aweigh (1945)
Two sailors on shore leave head out for four days of partying – only to become involved in the affairs of an aspiring singer and her precocious nephew.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisLovers and Other Strangers (1970)
Mike Vecchio and Susan Henderson are preparing for their upcoming wedding. However, they seem to be the only two people at the wedding that are happy. Mike's brother Richie and his wife Joan are going through a divorce, which is upsetting his overly devout Catholic mother Beatrice. Also, Susan's father is carrying on an affair and her sex starved older sister Wilma is going through her troubles with her husband Johnny. All this is going on while Mike's best friend Jerry is trying to bed the maid of honor, Susan's cousin Brenda.
Why it matches: Similar story and style · both comedy & romance
Waterproof (2020)
Jack is in a rut and unsure what to do with his life. He tries to stay focused and get his life in order, but all manner of distractions get in the way.
Why it matches: Similar story and style · both comedy & romance
Children of Invention (2010)
Two young children living illegally in a model apartment outside Boston are left to fend for themselves when their hardworking mother disappears
Why it matches: Similar story and style · both comedy & romance
The Captain's Paradise (1953)
Mediterranean ferryboat captain Henry St James has things well organized - a loving and very English wife Maud in Gibraltar, and the loving if rather more hot-blooded Mistress, Nita in Tangiers. A perfect life. As long as neither woman decides to follow him to the other port.
Why it matches: Similar story and style · both romance & comedy
Colonel Effingham's Raid (1946)
The story takes place in 1940. On the eve of America's entry in World War II, a colonel retired to his small Southern town, and discovers that there is a plan afoot to tear down Confederate Monument Square. He begins a campaign to rally the townspeople to save the square.
Why it matches: Similar story and style · both comedy & romance
Lulu on the Bridge (1998)
A famous jazz saxophonist's life is forever changed after he is accidentally shot. After discovering a mysterious package, he meets and falls in love with a beautiful aspiring actress, but their happiness is cut short by a series of strange, dreamlike events.
Why it matches: Similar story and style · both romance
SnoozefestMovies like thisGirls Gone Psycho (2006)
Life's always been easy for trust-fund baby Sasha Childers (Kinsey Packard), who spends her nights with her glitterati friends at the hottest clubs in town. When a sex tape surfaces that puts Sasha in the tabloids, she takes revenge on the club owner who leaked it. But her crime puts her on someone else's hit list, sending Sasha and her friends someplace they've never been: on the run. Deanna Dozier, Monterey Salka and Robert Berson co-star.
Why it matches: Similar story and style · both comedy
The Wrong Arm of the Law (1963)
The crooks in London know how it works. No one carries guns and no one resists the police. Then a new gang appears that go one better. They dress as police and steal from the crooks. This upsets the natural order of the police/criminal relationship and the police and the crooks join forces to catch the IPOs (Impersonating Police Officers), including an armoured car robbery in which the police must help the gangs to set a trap.
Why it matches: Similar story and style · both comedy
Popcorn FlickMovies like thisSay Goodnight (2008)
Three guys tell a friend the stories of how they met the loves of their lives, and how they managed to completely screw up the relationships.
Why it matches: Similar story and style · both comedy
Dream Addicts Anonymous (TBA)
When Amy struggles to trudge through her monotonous everyday life, she realizes she is happier when she is asleep, forcing her to chase the secure bliss she feels when she dreams.
Why it matches: Similar story and style · both comedy
Like Free Enterprise and something else?
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Frequently asked questions
What are the best movies like Free Enterprise?
The closest matches to Free Enterprise are Yoh! Bestie (2026), Feast of the Seven Fishes (2019) and Cuban Fury (2014). Below are 27 more, each with the reason it matches.
What should I watch after Free Enterprise?
Start with Yoh! Bestie (2026), the closest match to Free Enterprise.
What is the highest-rated movie like Free Enterprise?
¿Quieres ser mi hijo? (2023), rated 8.4/10 by 378 TMDB users.
What is the newest movie like Free Enterprise?
Yoh! Bestie (2026) is the most recent release on this list.
Are there English movies like Free Enterprise?
Yes: Yoh! Bestie (2026), Feast of the Seven Fishes (2019) and Cuban Fury (2014).
How are movies similar to Free Enterprise chosen?
First come films that Trakt’s viewers watch alongside Free Enterprise, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.