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Movies like Pretty Woman (2003)

The best movies like Pretty Woman (2003) are The Trouble with Angels (1966), Bill Burr: Walk Your Way Out (2017) and Spa Weekend (2026). If Pretty Woman hooked you with its comedy, these 30 similar films are what to watch next, and every pick says why it matches.

Quick picks

  1. The Trouble with Angels (1966)

    Mary and her friend, Rachel, are new students at St. Francis Academy, a boarding school run by the iron fist of Mother Superior. The immature teens grow bored and begin playing pranks on both the unsuspecting nuns and their unpleasant classmates, becoming a constant thorn in Mother Superior's side. However, as the years pass, Mary and Rachel slowly mature and begin to see the nuns in a different light.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  2. Bill Burr: Walk Your Way Out (2017)

    No-nonsense comic Bill Burr takes the stage in Nashville and riffs on fast food, overpopulation, dictators and gorilla sign language.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  3. Spa Weekend (2026)

    Four lifelong friends realize that somewhere between careers, relationships, families, and everyday responsibilities, they’ve forgotten how to take care of themselves and each other. Burned out and overdue for a break, the women escape to a luxury spa retreat for an unforgettable weekend dedicated to fun, laughter, and a lot of really bad decisions.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  4. Gabriel Iglesias: I'm Sorry for What I Said When I Was Hungry (2016)

    Hawaiian-shirt enthusiast Gabriel "Fluffy" Iglesias finds the laughs in racist gift baskets, Prius-driving cops and all-female taco trucks.

    Why it matches: Recommended by TMDB viewers · both comedy

    Worth the HypeMovies like this
  5. Louis C.K.: Hilarious (2010)

    In this unique and dynamic live concert experience, Louis C.K.'s exploration of life after 40 destroys politically correct images of modern life with thoughts we have all had...but would rarely admit to.

    Why it matches: Recommended by TMDB viewers · both comedy

    Worth the HypeMovies like this
  6. Bill Burr: You People Are All The Same (2012)

    Taking the stage in Washington, D.C., funnyman Bill Burr brings his stinging brand of humor to the spotlight, uncorking a profanity-laced, incisive routine that pokes fun at plastic surgery, reality TV, gold diggers and more.

    Why it matches: Recommended by TMDB viewers · both comedy

    Worth the HypeMovies like this
  7. Driver's Ed (2026)

    A group of teens hit the road in a stolen driver's ed car, racing against time to help a lovesick high school senior track down his college-freshman girlfriend and win her back.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  8. Hard to Die (1990)

    While doing the inventory for a lingerie outlet in a high rise office building, five attractive women are terrorized by a series of bizarre killings. They suspect that the strange janitor, who witnessed another series of killings six months previously, is at the bottom of the whole thing. Little do they know the real horror that they face in the end.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  9. Duplex (2003)

    When a young couple buys their dream home, they have no idea what the sweet little old lady upstairs is going to put them through!

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  10. Taylor Tomlinson: Look at You (2022)

    Breakups. Therapy. Bangs. Taylor's gone through some stuff since her quarter-life crisis, and she spins her mental health journey into insightful comedy.

    Why it matches: Recommended by TMDB viewers · both comedy

    Worth the HypeMovies like this
  11. Oh, Hello on Broadway (2017)

    Two delusional geriatrics reveal curious pasts, share a love of tuna and welcome a surprise guest in this filming of the popular Broadway comedy show.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  12. Patrice O'Neal: Elephant in the Room (2011)

    Filmed at the New York Comedy Festival, comedian Patrice O'Neal stars in his first and only full-length stand-up special. Featuring 40 minutes of additional content not seen on television, Patrice brings his trademark absurdism and friendly yet no-holds-barred style to material on race and gender politics, relationships and more.

    Why it matches: Recommended by TMDB viewers · both comedy

    Worth the HypeMovies like this
  13. Jim Gaffigan: Quality Time (2019)

    Comedian Jim Gaffigan performs live at the State Theatre in Minneapolis, MN.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  14. Dave Chappelle: Killin' Them Softly (2000)

    Dave Chappelle returns for a stand-up to D.C. and riffs on politics, police, race relations, drugs, Sesame Street and more.

    Why it matches: Recommended by TMDB viewers · both comedy

    Absolute CinemaMovies like this
  15. Ali Wong: Single Lady (2024)

    After a whirlwind couple of years, Ali Wong returns to the stage to dish on the highs, lows and surprises of dating post-divorce.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  16. Ricky Gervais: Humanity (2018)

    In his first special in seven years, Ricky Gervais slings his trademark snark at celebrity, mortality and a society that takes everything personally.

    Why it matches: Recommended by TMDB viewers · both comedy

    Worth the HypeMovies like this
  17. Sarah Silverman: We Are Miracles (2013)

    In her first-ever HBO solo special, Sarah Silverman takes the stage for an evening of adults-only stand-up comedy. Taped live in front of an intimate audience of 39 fans at Largo, a music and comedy club in Los Angeles, Sarah Silverman: We Are Miracles features Silverman taking aim at such subjects as cell-phone porn, crazy religions, specialty deodorants, terrible roommates, eyebrow waxing, her 19-year-old dog, Obama and Republicans, having babies, Pixar movies, the miracle of existence, and more.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  18. American Dreamer (2022)

    In this winsome comedy, an entitled Economics professor pursues a tactic to buy an ailing widow’s mansion for nothing, but he quickly realizes that his seemingly foolproof strategy won’t be as easy as he thought.

    Why it matches: Recommended by TMDB viewers · both comedy

  19. Eddie Murphy Raw (1987)

    Eddie Murphy delights, shocks and entertains with dead-on celebrity impersonations, observations on '80s love, sex and marriage, a remembrance of Mom's hamburgers and much more.

    Why it matches: Recommended by TMDB viewers · both comedy

    Worth the HypeMovies like this
  20. Fun with Dick and Jane (1977)

    When an upwardly mobile couple find themselves unemployed and in debt, they turn to armed robbery in desperation.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  21. Come Live with Me (1941)

    Seeking US citizenship, a Viennese refugee arranges a marriage of convenience with a struggling writer.

    Why it matches: Similar story and style · both comedy

  22. The Gateway (2017)

    Inside the Chornobyl exclusion zone Grandma Prisa, the family matriarch, consorts with water nymphs, eats a diet filled with hallucinogenic mushrooms, and claims to have personally stabbed 12 SS soldiers to death during World War II. She lives together with her divorced and chronically ill daughter Slava and grandson Vova. Unexpectedly, their measured life comes to an end - Grandma Prisa receives a mystical warning about an impending catastrophe.

    Why it matches: Similar story and style · both comedy

  23. Hoodwinked! (2005)

    Little Red Riding Hood: A classic story, but there's more to every tale than meets the eye. Before you judge a book by its cover, you've got to flip through the pages. In the re-telling of this classic fable, the story begins at the end of the tale and winds its way back. Chief Grizzly and Detective Bill Stork investigate a domestic disturbance at Granny's cottage, involving a karate-kicking Red Riding Hood, a sarcastic wolf and an oafish Woodsman.

    Why it matches: Similar story and style · both comedy

    Popcorn FlickMovies like this
  24. Lost in Yonkers (1993)

    In the summer of 1942 two young boys are sent to stay with their stern grandmother Kurnitz and their childlike aunt Bella in Yonkers, New York.

    Why it matches: Similar story and style · both comedy

    Popcorn FlickMovies like this
  25. Pagans (2017)

    The drama based on hidden implicit faith in miracle unfolds between the members of the family with an unhappy love story of a desolate teenage girl who tries to withstand this family madness after their devotee grandmother came to their flat from upcountry.

    Why it matches: Similar story and style · both comedy

  26. Saka Perawan (2024)

    An 80-year-old grandmother has been bedridden for over a month and the doctors have no answer to the mystery of her illness, but there lurks an answer.

    Why it matches: Similar story and style · both comedy

  27. Trevor (2023)

    Trevor, an Englishman living in Spain, is visited by his daughter who brings information that will change Trevor's life forever.

    Why it matches: Similar story and style · both comedy

  28. William Shakespeare's The Taming of the Shrew (1983)

    Lucentio loves Bianca but cannot court her until her shrewish older sister Katherina marries. The eccentric Petruccio marries the reluctant Katherina and uses a number of tactics to render her an obedient wife.

    Why it matches: Similar story and style · both comedy

  29. The Nan Movie (2022)

    Catherine Tate's iconic character Nan hits the big screen as she goes on a wild road trip from London to Ireland with her grandson Jamie to make amends with her estranged sister Nell. Militant vegan arsonists, raucous rugby teams, all night raves and crazed cops on motorbikes all make for a proper day out. An origin story that mixes Nan's present with her past where we finally find out what's made her the cantankerous old bastard she is today.

    Why it matches: Similar story and style · both comedy

  30. My Neighbors the Yamadas (1999)

    The Yamadas are a typical middle class Japanese family in urban Tokyo and this film shows us a variety of episodes of their lives. With tales that range from the humorous to the heartbreaking, we see this family cope with life's little conflicts, problems, and joys in their own way.

    Why it matches: Similar story and style · both comedy

    Worth the HypeMovies like this

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 The Trouble with Angels (1966), Bill Burr: Walk Your Way Out (2017) and Spa Weekend (2026). Below are 27 more, each with the reason it matches.

What should I watch after Pretty Woman?

Start with The Trouble with Angels (1966), the closest match to Pretty Woman.

What is the highest-rated movie like Pretty Woman?

Louis C.K.: Hilarious (2010), rated 7.8/10 by 321 TMDB users.

What is the newest movie like Pretty Woman?

Spa Weekend (2026) is the most recent release on this list.

Are there Japanese movies like Pretty Woman?

Yes: My Neighbors the Yamadas (1999).

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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