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Movies like Who's Kissing Madeleine? (1939)

The best movies like Who's Kissing Madeleine? (1939) are My Best Friend, His Girlfriend and Me (2026), The Wedding Year (2019) and Held Up (1999). If Who's Kissing Madeleine? hooked you with its comedy, these 20 similar films are what to watch next, and every pick says why it matches.

Quick picks

  1. My Best Friend, His Girlfriend and Me (2026)

    Olli and Matze are best friends living, working and planning to travel the world together — until Matze's romance with Rebecca turns it all upside down.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  2. The Wedding Year (2019)

    A commitment-phobic 27-year old’s relationship is put to the test when she and her boyfriend attend 7 weddings in the same year.

    Why it matches: Recommended by TMDB viewers · both comedy

  3. Held Up (1999)

    What should have been a romantic getaway turns into one hilarious debacle after another when Michael's woman dumps him in the desert where he gets carjacked by a teenager and he is taken hostage in a stickup at the local Sip and Zip.

    Why it matches: Recommended by TMDB viewers · both comedy

  4. The Manny (2015)

    Young industrialist Clemens Klina doesn't have time for his children and accidentally hires a man who actually came to him, seeking revenge, as a nanny for them.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  5. 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
  6. 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

  7. The Awakening of Motti Wolkenbruch (2018)

    The young Orthodox Jew, Motti Wolkenbruch, finds himself at a turning point. His beloved mother wants him to get married and presents one marriage candidate after the other. Unfortunately none of the woman pleases him, because they all look just like her. The situation gets even more complicated, when Motti secretly falls in love with the non-Jewish girl Laura, a so-called Shiksa.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  8. Chief Daddy 2: Going for Broke (2021)

    The Beecroft family are ready to spend all of Chief Daddy's inheritance, but not if the CEO of his company has anything to do with it.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  9. 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
  10. 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
  11. Cold Feet (2018)

    Although he actually just wanted to steal money, the crook Denis finds himself in the position of caretaking for the stroke patient Raimund. When Raimund's granddaughter Charlotte turns up, Denis has enough of it and wants to skip. But because of an huge blizzard, escape is unimaginable.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  12. Hannibal Buress: Comedy Camisado (2016)

    He's a kamikaze gambler. A one-arm cuddler. And if his fly is down, so be it. A night of sly riffs and slow burns.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  13. The Roast of Tom Brady (2024)

    Offensive lines. Full-contact comedy. Kevin Hart hosts this all-star roast of NFL legend Tom Brady.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  14. Louis C.K.: Ridiculous (2026)

    From a bee getting shot in New York City to paying strangers to take his aging father, Louis C.K. unleashes the ridiculous thoughts in his mind.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  15. Accident Man (2018)

    Mike Fallon, the Accident Man, is a stone cold killer. When a loved one is murdered by his own crew, Fallon is forced to avenge the one person who actually meant something to him.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  16. Jackass Presents: Bad Grandpa (2013)

    86-year-old Irving Zisman is on a journey across America with the most unlikely companion: his 8 year-old grandson, Billy.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  17. Much Ado About Nothing (2013)

    A modern retelling of Shakespeare's classic comedy about two pairs of lovers with different takes on romance and a way with words.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  18. Ricky Gervais: Armageddon (2023)

    Ricky Gervais dishes out controversial takes on political correctness and oversensitivity in a taboo-busting comedy special about the end of humanity.

    Why it matches: Recommended by TMDB viewers · both comedy

    Worth the HypeMovies like this
  19. Into the Night (1985)

    Ed Okin used to have a boring life. He used to have trouble getting to sleep. Then one night, he met Diana. Now, Ed's having trouble staying alive.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  20. Men in the City 2 (2011)

    The sequel of the "Men in the city" movie which reunites all the characters.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this

Like Who's Kissing Madeleine? and something else?

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

Frequently asked questions

What are the best movies like Who's Kissing Madeleine??

The closest matches to Who's Kissing Madeleine? are My Best Friend, His Girlfriend and Me (2026), The Wedding Year (2019) and Held Up (1999). Below are 17 more, each with the reason it matches.

What should I watch after Who's Kissing Madeleine??

Start with My Best Friend, His Girlfriend and Me (2026), the closest match to Who's Kissing Madeleine?.

What is the highest-rated movie like Who's Kissing Madeleine??

Ricky Gervais: Armageddon (2023), rated 7.1/10 by 243 TMDB users.

What is the newest movie like Who's Kissing Madeleine??

My Best Friend, His Girlfriend and Me (2026) is the most recent release on this list.

Are there German movies like Who's Kissing Madeleine??

Yes: My Best Friend, His Girlfriend and Me (2026), The Manny (2015) and The Awakening of Motti Wolkenbruch (2018).

How are movies similar to Who's Kissing Madeleine? chosen?

First come films that Trakt’s viewers watch alongside Who's Kissing Madeleine?, 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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