Movies like The Pick-up Artist (1987)
The best movies like The Pick-up Artist (1987) are Heartbreakers (2001), Jingle Bell Heist (2025) and I Love You to Death (1990). If The Pick-up Artist hooked you with its romance and comedy, these 30 similar films are what to watch next, and every pick says why it matches.
Quick picks
- Highest ratedJab We Met (2007)7.3/10 from 351 votes
- NewestOne Night Only (2026)Released 2026
Heartbreakers (2001)
Max and Page are a brilliant mother/daughter con team who have their grift down to a fine science. Max targets wealthy, willing men and marries them. Page then seduces them, and Max catches her husband in the act. Then it's off to palimony city and the next easy mark.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisJingle Bell Heist (2025)
Two down-on-their-luck hourly workers team up to rob a posh London department store on Christmas Eve. Will they steal each other's hearts along the way?
Why it matches: Recommended by TMDB viewers · both romance & crime
Popcorn FlickMovies like thisI Love You to Death (1990)
Joey Boca is the owner of a pizza parlour, and has been married to Rosalie for years. When Rosalie discovers that Joey is a womanizer and has been cheating on her for a long time, she goes to extreme lengths to punish him.
Why it matches: Recommended by TMDB viewers · both comedy & crime
Popcorn FlickMovies like thisSaving Silverman (2001)
A pair of buddies conspire to save their best friend from marrying the wrong woman, a cold-hearted beauty who snatches him from them and breaks up their Neil Diamond cover band.
Why it matches: Recommended by TMDB viewers · both comedy & crime
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 thisRelationship Goals (2026)
When TV producer Leah Caldwell aims to become the first woman running New York's top morning show, her ex competes for the same role. Leah stays focused on her career, until chemistry with her ex challenges her priorities.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Popcorn FlickMovies like thisThe Wrong Paris (2025)
Dawn thinks she's joining a dating show in Paris, France, only to land in Paris, Texas. She has an exit plan — until sparks fly with the cowboy bachelor.
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 thisIntolerable Cruelty (2003)
A revenge-seeking gold digger marries a womanizing Beverly Hills lawyer with the intention of making a killing in the divorce.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisKillers (2010)
When an elite assassin marries a beautiful computer whiz after a whirlwind romance, he gives up the gun and settles down with his new bride. That is, until he learns that someone from his past has put a contract out on his life.
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 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 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 thisThe Woman in Red (1984)
When a happily married family man, who would never consider an affair, meets a beautiful woman in red, he is totally infatuated and desperate to make her acquaintance. However, as he tries out various schemes to sneak out to meet her, he realizes that adultery is not quite as easy as it looks.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisTwo of a Kind (1983)
God has had enough of the bad behavior and attitude of humankind, and has decided to start it all over. It is up to a struggling inventor and a bank teller, both with very amateur criminal minds, to save the world by falling in love.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisThe Lonely Guy (1984)
A writer for a greeting card company learns the true meaning of loneliness when he comes home to find his girlfriend in bed with another man.
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 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 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 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 thisOne Night Only (2026)
Two love-starved strangers crash into each other on the one night of the year when single people are allowed to have sex.
Why it matches: Similar story and style · both romance & comedy
Popcorn FlickMovies like thisThe Private Lives of Pippa Lee (2009)
After her much older husband forces a move to a suburban retirement community, Pippa Lee engages in a period of reflection and finds herself heading toward a quiet nervous breakdown.
Why it matches: Similar story and style · both comedy & romance
SnoozefestMovies like thisKeeping the Faith (2000)
Best friends since they were kids, Rabbi Jacob Schram and Father Brian Finn are dynamic and popular young men living and working on New York's Upper West Side. When Anna Reilly, once their childhood friend and now grown into a beautiful corporate executive, suddenly returns to the city, she reenters Jake and Brian's lives and hearts with a vengeance. Sparks fly and an unusual and complicated love triangle ensues.
Why it matches: Similar story and style · both comedy & romance
Popcorn FlickMovies like thisSend Me No Flowers (1964)
When a hypochondriac assumes that he is dying, he makes an elaborate plan to ensure his wife's happiness. However, trouble ensues when she misunderstands his intentions.
Why it matches: Similar story and style · both comedy & romance
Popcorn FlickMovies like thisPillow Talk (1959)
Playboy songwriter Brad Allen's succession of romances annoys his neighbor, interior designer Jan Morrow, who shares a telephone party line with him and hears all his breezy routines. After Jan unsuccessfully lodges a complaint against him, Brad sets about to seduce her in the guise of a sincere and upstanding Texas rancher. When mutual friend Jonathan discovers that his best friend is moving in on the girl he desires, however, sparks fly.
Why it matches: Similar story and style · both comedy & romance
Worth the HypeMovies like thisBoating in Tehran (2026)
It's about a man who returns to iran after many years and the feeling of old love awakens in his heart in the beautiful atmosphere of Tehran.
Why it matches: Similar story and style · both romance & comedy
Trainwreck (2015)
Ever since her father drilled into her head that monogamy isn't realistic, magazine writer Amy has made promiscuity her credo. As much as she enjoys an uninhibited life free of commitment, Amy is really in a rut. While writing a profile about charming and successful sports doctor Aaron Conners, she finds herself actually falling in love for the first time -- and what's more, Aaron seems to really like her too. Amy starts to wonder if it's time to clean up her act and face her fears.
Why it matches: Similar story and style · both comedy & romance
SnoozefestMovies like thisJab We Met (2007)
A depressed wealthy businessman and a spunky carefree young woman embark on an unexpected journey that changes their lives.
Why it matches: Similar story and style · both comedy & romance
Worth the HypeMovies like thisLola and Freddie (TBA)
Once inseparable and totally in love, Lola and Freddie are now in their 40s and, having grown in different directions, are getting a divorce. Lola is thriving in her career while Freddie continues to chase his dream of becoming a screenwriter. When Freddie is hired by a big studio and rekindles a relationship with an old flame, he matures and aligns more with what Lola desired in their marriage.
Why it matches: Similar story and style · both romance & comedy
Nothing Between Us (2026)
Living in Mexico City, Guillermo and Mechi, in Buenos Aires, are separated by over 4,000 miles and their marriages, both having structured family lives. Working for the same multinational food manufacturer they meet by chance at a corporate offsite. The attraction between them proves immediate and irresistible. The sudden spark makes them face their own desires and changes them in deeper ways than they thought possible.
Why it matches: Similar story and style · both romance & comedy
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Frequently asked questions
What are the best movies like The Pick-up Artist?
The closest matches to The Pick-up Artist are Heartbreakers (2001), Jingle Bell Heist (2025) and I Love You to Death (1990). Below are 27 more, each with the reason it matches.
What should I watch after The Pick-up Artist?
Start with Heartbreakers (2001), the closest match to The Pick-up Artist.
What is the highest-rated movie like The Pick-up Artist?
Jab We Met (2007), rated 7.3/10 by 351 TMDB users.
What is the newest movie like The Pick-up Artist?
One Night Only (2026) is the most recent release on this list.
Are there English movies like The Pick-up Artist?
Yes: Heartbreakers (2001), Jingle Bell Heist (2025) and I Love You to Death (1990).
How are movies similar to The Pick-up Artist chosen?
First come films that Trakt’s viewers watch alongside The Pick-up Artist, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.