Movies like Piccadilly Cowboy (2007)
The best movies like Piccadilly Cowboy (2007) are Chasing Papi (2003), The Right Kind of Wrong (2013) and Girl on a Bicycle (2013). If Piccadilly Cowboy 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 ratedSmoke (1995)7.2/10 from 563 votes
- NewestYoh! Bestie (2026)Released 2026
Chasing 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 thisThe Right Kind of Wrong (2013)
A stubborn idealist spies a bride on her way to her wedding and immediately falls in love with her.
Why it matches: Recommended by TMDB viewers · both romance & comedy
SnoozefestMovies 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 thisWedding Season (2022)
Pressured by their immigrant parents to find spouses, two Indian-Americans pretend to date in order to survive a summer of weddings – but find themselves falling for each other as they struggle to balance who they are with who their parents want them to be.
Why it matches: Recommended by TMDB viewers · both romance & comedy
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 thisYoh! 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 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 thisA Hollywood Christmas (2022)
Jessica, a young, up-and-coming filmmaker in Hollywood has made a name for herself directing Christmas movies. But when handsome network executive Christopher shows up threatening to halt production on her latest movie, Jessica’s assistant, Reena, points out the irony: Jessica isn’t just trying to save her Christmas movie, she’s actually living in one. Jessica must now juggle all the classic tropes—her actors falling in and out of love, a wayward elf dog, and her own stirring romantic feelings for her perceived nemesis—in order to get her movie and her life to their happy endings.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies 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 thisWatching the Detectives (2007)
Neil, a self-proclaimed film geek and owner of Gumshoe video, has always been content to live vicariously through his favorite films noir. But when he meets Violet, a real-life femme fatale, his mundane world gets turned upside down and the line between reality and the movies quickly begins to blur.
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 thisThe Dog Problem (2006)
In the film, Solo is a down-on-his-luck writer who is encouraged by his psychiatrist to get a dog. Solo meets his love interest, who he assumes to be a dog owner when meeting her at a dog play park, but dog problems stand in their way.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisLove Jacked (2018)
Maya, a headstrong 28-year-old with artistic ambitions – a strong contrast to what her father Ed wants: a dutiful daughter to run the family store. Ed is shocked when Maya takes her assertions of independence a step further and decides to travel to Africa for inspiration and returns with a fiancé who is not quite what he seems.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Popcorn FlickMovies 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 thisCrossing Delancey (1988)
Thirty-something Isabelle spends her time going from her tiny, solitary West Side apartment to that of her grandmother on the Lower East Side. While her grandmother plots to find her a romantic match, Isabelle is courted by a married, worldly author, Anton, yet can't seem to shake the down-to-earth appeal of Sam, a pickle vendor.
Why it matches: Recommended by TMDB viewers · both comedy & romance
SnoozefestMovies like thisThat Touch of Mink (1962)
Cathy Timberlake is en route to a job interview when a car transporting businessman Philip Shayne covers her in mud. He sends his assistant, Roger, to apologize, but upon meeting Cathy, Roger knows that she would be a suitable match for his boss. Despite their mutual attraction, Cathy and Philip want different things. Philip wants a fling, while Cathy wants a marriage. As they travel to exotic locales, their differing motivations are put to the test.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisThis Little Love of Mine (2021)
Laura Price is a successful San Francisco lawyer on the cusp of promotion – a far cry from her childhood growing up on a tropical island with best friends Chip and Gem. When the firm’s biggest client – Chip’s grandfather – asks Laura to travel to the island and deliver a contract to make Chip his heir, she leaves behind her practice and fiancé Owen to convince her childhood friend to sign a contract that will make him a billionaire.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Popcorn FlickMovies like thisSidelined: The QB and Me (2025)
Dallas, a burdened but headstrong dancer, is determined to get into the best dance school in the country—her late mother’s alma mater. However, that dream is suddenly derailed when the cheeky yet secretly grieving football star, Drayton, crashes into her life with a unique story of his own. Will the two of them be able to grow into their dreams together, or will their dreams be sidelined?
Why it matches: Recommended by TMDB viewers · both comedy & romance
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 thisOnly the Lonely (1991)
Danny Muldoon, a Chicago policeman, still lives with his overbearing mother Rose. He meets and falls in love with Theresa Luna, whose father owns the local funeral parlour. Naturally, his mother objects to the relationship, and Danny and Theresa must either overcome her objections or give up the romance.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisThe Last Run (2004)
When a young accountant is devastated after discovering his inspiringly beautiful girlfriend is cheating on him, his best friend, who's engaged to a girl he doesn't love, convinces him to go on a "run" and sleep with as many women as he can to get over his heart break.
Why it matches: Similar story and style · both comedy & romance
The Wendell Baker Story (2005)
Luke Wilson plays a good-hearted ex-con who gets a job in a retirement hotel. Three elderly residents help him win back his girlfriend as he lends them a hand in fighting hotel corruption.
Why it matches: Similar story and style · both comedy & romance
SnoozefestMovies like thisIt's in the Water (1997)
When hordes of gays and lesbians come out "of the closet" in the fictional town of Azalea Springs, Texas, intolerant residents go into a panic about the water supply.
Why it matches: Similar story and style · both romance & comedy
State of Bacon (2014)
State of Bacon tells the kinda real but mostly fake tale of an oddball group of characters leading up to the annual Blue Ribbon Bacon Festival. Bacon-enthusiasts, Governor Branstad, a bacon queen, Hacksaw Jim Duggan, members of PETA, and an envoy of Icelanders are not excluded from this bacon party and during the course of the film become intertwined with the organizers of the festival to show that bacon diplomacy is not dead.
Why it matches: Similar story and style · both comedy
Getting Wasted (1980)
An uptight military school gets a dose of hippie-infused rebellion when a group of students gather in support of the 1960s uprising going on around them. When a few students decide to bring the more liberal, artsy side of the revolution onto campus, they face opposition from much of the school's staff.
Why it matches: Similar story and style · both comedy
Smoke (1995)
Writer Paul Benjamin is nearly hit by a bus when he leaves Auggie Wren's smoke shop. Stranger Rashid Cole saves his life, and soon middle-aged Paul tells homeless Rashid that he wouldn't mind a short-term housemate. Still grieving over his wife's murder, Paul is moved by both Rashid's quest to reconnect with his father and Auggie's discovery that a woman who might be his daughter is about to give birth.
Why it matches: Similar story and style · both comedy
Worth the HypeMovies like thisSpun (2003)
Over the course of three days, Ross, a college dropout addicted to crystal-meth, encounters a variety of oddball folks – including a stripper named Nikki and her boyfriend, the local meth producer, The Cook – but all he really wants to do is hook up with his ex-girlfriend, Amy.
Why it matches: Similar story and style · both comedy
Popcorn FlickMovies like thisPig! (1996)
An innocent nose pick ends in disaster!
Why it matches: Similar story and style · both comedy
The Adventure of Faustus Bidgood (1986)
Faustus is a clerk in St. John's at the Newfoundland Department of Education. He dreams of becoming ruler of Newfoundland and seceding from Canada. In the real world, Faustus' boss Eddie Peddle plans to indoctrinate the citizenry of Newfoundland with a cult-like geometric theory known as Total Education, but Peddle may be foiled by the revelation of a secret from his past career.
Why it matches: Similar story and style · both comedy
Lonely Street (2009)
Bubba Mabry, a gullible private detective, becomes the prime suspect in a tabloid reporter's murder after being hired to snoop on him by a mysterious celebrity.
Why it matches: Similar story and style · both comedy
Like Piccadilly Cowboy and something else?
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Frequently asked questions
What are the best movies like Piccadilly Cowboy?
The closest matches to Piccadilly Cowboy are Chasing Papi (2003), The Right Kind of Wrong (2013) and Girl on a Bicycle (2013). Below are 27 more, each with the reason it matches.
What should I watch after Piccadilly Cowboy?
Start with Chasing Papi (2003), the closest match to Piccadilly Cowboy.
What is the highest-rated movie like Piccadilly Cowboy?
Smoke (1995), rated 7.2/10 by 563 TMDB users.
What is the newest movie like Piccadilly Cowboy?
Yoh! Bestie (2026) is the most recent release on this list.
Are there English movies like Piccadilly Cowboy?
Yes: Chasing Papi (2003), The Right Kind of Wrong (2013) and Girl on a Bicycle (2013).
How are movies similar to Piccadilly Cowboy chosen?
First come films that Trakt’s viewers watch alongside Piccadilly Cowboy, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.