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Movies Like The Heartbreak Kid

If you liked The Heartbreak Kid (2007), a comedy and romance movie directed by Bobby Farrelly and Peter Farrelly, here are 20 movies with a similar feel, based on TMDB's recommendations. Each one links to its cast, trailer and where it's streaming.

  1. 1What's Your Number?

    What's Your Number? (2011)

    ★ 6.5/10Also comedy and romance

    Ally Darling is realizing she's a little lost in life. Her latest romance has just fizzled out, and she's just been fired from her marketing job. Then she reads an eye-opening magazine article that warns that 96…

  2. 2About Fate

    About Fate (2022)

    ★ 7.5/10Also romance and comedy

    Two strangers believe in love but never seem to be able to find its true meaning. In a wild twist of events, fate puts each in the other's path on one stormy New Year's Eve.

  3. 3Play It Again, Sam

    Play It Again, Sam (1972)

    ★ 7.5/10Also comedy and romance

    A neurotic film critic obsessed with the movie Casablanca attempts to get over his wife leaving him by dating again with the help of a married couple and his illusory idol, Humphrey Bogart.

  4. 4How to Be Single

    How to Be Single (2016)

    ★ 6.3/10Also comedy and romance

    New York City is full of lonely hearts seeking the right match, and what Alice, Robin, Lucy, Meg, Tom and David all have in common is the need to learn how to be single in a world filled with ever-evolving definitions…

  5. 5My Sassy Girl

    My Sassy Girl (2008)

    ★ 6.8/10Also comedy and romance

    A guy has his life planned out until he is wooed, groomed and then dumped by an elusive woman.

  6. 6Starting Over

    Starting Over (1979)

    ★ 6.4/10Also comedy and romance

    After divorcing his ambitious singer wife, a middle-aged man begins a new relationship with a teacher.

  7. 7Playing It Cool

    Playing It Cool (2014)

    ★ 5.9/10Also comedy and romance

    A young man meets and instantly falls in love with an engaged woman.

  8. 8About Last Night

    About Last Night (2014)

    ★ 6/10Also comedy and romance

    Bernie and Joan are two fiery flirters who are passionate about everything from hookups to breakups and each other. When he sets up his best friend, Danny, with her roommate, Debbie, the sparks soon fly as they try to…

  9. 9One Night Only

    One Night Only (2026)

    ★ 6.4/10Also romance and comedy

    Two love-starved strangers crash into each other on the one night of the year when single people are allowed to have sex.

  10. 10Sex Appeal

    Sex Appeal (2022)

    ★ 6.6/10Also comedy and romance

    Avery, a teenager with a tendency towards perfectionism, enlists her friend Larson to help her prepare for her first time with her long-distance boyfriend.

  11. 11¿Quieres ser mi hijo?

    ¿Quieres ser mi hijo? (2023)

    ★ 8.4/10Also comedy and romance

    Lu, a conformist woman in her forties, learns that her 15-year partner has been having extramarital affairs. Starting from scratch, she gets involved in an unexpected relationship with a young womanizer.

  12. 12Someone Great

    Someone Great (2019)

    ★ 6.4/10Also comedy and romance

    An aspiring music journalist lands her dream job and is about to move to San Francisco when her boyfriend of nine years decides to call it quits. To nurse her broken heart, she and her two best friends spend one…

  13. 13The Incredible Jessica James

    The Incredible Jessica James (2017)

    ★ 6.1/10Also romance and comedy

    Burned by a bad breakup, a struggling New York City playwright makes an unlikely connection with a divorced app designer she meets on a blind date.

  14. 14The Perfect Find

    The Perfect Find (2023)

    ★ 6.1/10Also romance and comedy

    After a high-profile firing, everything is at stake for 40-year-old Jenna: her career, her ticking biological clock, and her bank account. Her fashion career comeback hits a snag when she falls for a charming, much…

  15. 15The Love Hypothesis

    The Love Hypothesis (2026)

    ★ 7.9/10Also romance and comedy

    Olive Smith, a biology PhD candidate, and Dr. Adam Carlsen, a hotshot professor and well-known tyrant, enter into a fake relationship, seeing each of their carefully calculated theories on love get thrown into chaos.

  16. 16A Nice Girl Like You

    A Nice Girl Like You (2020)

    ★ 5.8/10Also comedy and romance

    Lucy Neal is thrown for a loop when she is accused of being too inhibited by her ex-boyfriend. In an effort to prove him wrong, Lucy creates a rather wild to-do list that sends her on a whirlwind and surprising journey…

  17. 17The Perfect Date

    The Perfect Date (2019)

    ★ 6.4/10Also romance and comedy

    No beau? No problem! To earn money for college, a high schooler creates a dating app that lets him act as a stand-in boyfriend.

  18. 18I Want You Back

    I Want You Back (2022)

    ★ 6.3/10Also comedy and romance

    Peter and Emma thought they were on the precipice of life’s biggest moments – marriage, kids, and houses in the suburbs – until their respective partners dumped them. Horrified to learn that the loves of their lives…

  19. 19Someone Like You...

    Someone Like You... (2001)

    ★ 6/10Also comedy and romance

    Jane Goodale has everything going for her. She's a producer on a popular daytime talk show, and is in a hot romance with the show's dashing executive producer Ray. But when the relationship goes terribly awry, Jane…

  20. 20Picture This

    Picture This (2025)

    ★ 6/10Also romance and comedy

    Single and without a man on the horizon, Pia runs a failing photography studio in London with her best friend Jay. As her sister Sonal prepares for marriage and her mother Laxmi urges her to partner up, a spiritual…

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