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Movies like Pretty Woman (1990)

The best movies like Pretty Woman (1990) are That Touch of Mink (1962), The Wrong Paris (2025) and Valentine's Day (2010). If Pretty Woman 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

  1. That 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

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  2. The 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 this
  3. Valentine's Day (2010)

    Intertwining couples and singles in Los Angeles break-up and make-up based on the pressures and expectations of Valentine's Day.

    Why it matches: Recommended by TMDB viewers · both comedy & romance

  4. Crossing 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

  5. She's Funny That Way (2015)

    On the set of a playwright's new project, a love triangle forms between his wife, her ex-lover, and the call girl-turned-actress cast in the production.

    Why it matches: Recommended by TMDB viewers · both comedy & romance

  6. The 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 this
  7. Little 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 this
  8. Indiscreet (1958)

    Anna Kalman is an accomplished actress who has given up hope of finding the man of her dreams. While talking about this subject with her sister, in walks Philip Adams and she realizes that this is the charming, smart, and handsome man she has been waiting for.

    Why it matches: Recommended by TMDB viewers · both comedy & romance

    Popcorn FlickMovies like this
  9. You've Got Mail (1998)

    Book superstore magnate Joe Fox and independent book shop owner Kathleen Kelly fall in love in the anonymity of the Internet—both blissfully unaware that he's trying to put her out of business.

    Why it matches: Recommended by TMDB viewers · both comedy & romance

    Popcorn FlickMovies like this
  10. Relationship 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 this
  11. It Happened One Night (1934)

    A runaway heiress makes a deal with the rogue reporter trailing her but the mismatched pair end up stuck with each other when their bus leaves them behind.

    Why it matches: Recommended by TMDB viewers · both comedy & romance

    Worth the HypeMovies like this
  12. Notting Hill (1999)

    London bookstore owner William Thacker's quiet life turns upside down when a chance encounter with famous actress Anna Scott sparks an unlikely romance challenged by their vastly different worlds.

    Why it matches: Recommended by TMDB viewers · both romance & comedy

    Worth the HypeMovies like this
  13. Sabrina (1995)

    After her return from school in Paris, a playboy finally takes notice of his family's chauffeur's daughter Sabrina, who's long had a crush on him, but he questions his more serious brother's motives when he warns against getting involved with her.

    Why it matches: Recommended by TMDB viewers · both romance & comedy

    Popcorn FlickMovies like this
  14. 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 this
  15. Blind Date (1987)

    When bachelor Walter Davis is set up with his sister-in-law's pretty cousin, Nadia Gates, a seemingly average blind date turns into a chaotic night on the town. Walter's brother, Ted, tells him not to let Nadia drink alcohol, but he dismisses the warning and her behaviour gets increasingly wild. Walter and Nadia's numerous incidents are made even worse as her former lover David relentlessly follows them around town.

    Why it matches: Recommended by TMDB viewers · both comedy & romance

    Popcorn FlickMovies like this
  16. Intolerable 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 this
  17. Yes Man (2008)

    Carl Allen, a guy whose life is going nowhere, signs up for a self-help program based on one simple covenant: say yes to everything…and anything.

    Why it matches: Recommended by TMDB viewers · both comedy & romance

    Popcorn FlickMovies like this
  18. Two Weeks Notice (2002)

    Dedicated environmental lawyer Lucy Kelson goes to work for billionaire George Wade as part of a deal to preserve a community center. Indecisive and weak-willed George grows dependent on Lucy's guidance on everything from legal matters to clothing. Exasperated, Lucy gives notice and picks Harvard graduate June Carter as her replacement. As Lucy's time at the firm nears an end, she grows jealous of June and has second thoughts about leaving George.

    Why it matches: Recommended by TMDB viewers · both romance & comedy

    Popcorn FlickMovies like this
  19. 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 this
  20. The Distinguished Gentleman (1992)

    A Florida con man uses the recent death of the long time Congressman from his district, who he just happens to share a last name with, to get elected to his version of paradise, the U.S. Congress, where the money flows from lobbyists.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  21. Sweethearts on Parade (1930)

    Helen and Nita work in a department store to make ends meet while they search for millionaire husbands. They meet Bill and Hank, who make them reconsider whether they really need millionaires to be happy.

    Why it matches: Similar story and style · both comedy & romance

  22. One 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 this
  23. The 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

  24. Confessions of a Dangerous Mind (2002)

    Television made him famous, but his biggest hits happened off screen. Television producer by day, CIA assassin by night, Chuck Barris was recruited by the CIA at the height of his TV career and trained to become a covert operative. Or so Barris said.

    Why it matches: Similar story and style · both comedy & romance

    Popcorn FlickMovies like this
  25. Keeping 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 this
  26. Jamon Jamon (1992)

    José Luis has a cushy corporate job at the lingerie factory his mom owns. After he falls in love and proposes to Silvia, a beautiful laborer on the underwear assembly line, his mom enlists Raul, a potential underwear model and would-be bullfighter, to seduce Silvia.

    Why it matches: Similar story and style · both comedy & romance

    Popcorn FlickMovies like this
  27. Send 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 this
  28. 10 Things I Hate About You (1999)

    After discovering his high school crush can't date until her brash older sister does, a lovesick teen enlists a bad-boy classmate to woo her.

    Why it matches: Similar story and style · both comedy & romance

    Worth the HypeMovies like this
  29. Pillow 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 this
  30. Next Door Neighbour (2025)

    Adnan, a carefree bachelor, falls in love with Bipasha. However, to keep her divorce a secret from her family, Bipasha asks him to pretend to be her husband. Adnan agrees, but this leads to misunderstandings. Will they be able to resolve the complexities of their relationship?

    Why it matches: Similar story and style · both romance & comedy

Like Pretty Woman and something else?

Blend two favourites and we’ll find the films in between.

Frequently asked questions

What are the best movies like Pretty Woman?

The closest matches to Pretty Woman are That Touch of Mink (1962), The Wrong Paris (2025) and Valentine's Day (2010). Below are 27 more, each with the reason it matches.

What should I watch after Pretty Woman?

Start with That Touch of Mink (1962), the closest match to Pretty Woman.

What is the highest-rated movie like Pretty Woman?

It Happened One Night (1934), rated 7.8/10 by 1,483 TMDB users.

What is the newest movie like Pretty Woman?

One Night Only (2026) is the most recent release on this list.

Are there English movies like Pretty Woman?

Yes: That Touch of Mink (1962), The Wrong Paris (2025) and Valentine's Day (2010).

How are movies similar to Pretty Woman chosen?

First come films that Trakt’s viewers watch alongside Pretty Woman, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.

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