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Movies like The Heartbreak Kid (2007)

The best movies like The Heartbreak Kid (2007) are Wedding Crashers (2005), Along Came Polly (2004) and What Happens in Vegas (2008). If The Heartbreak Kid hooked you with its comedy and romance, these 30 similar films are what to watch next, and every pick says why it matches.

Quick picks

  1. Wedding Crashers (2005)

    John and his buddy Jeremy are emotional criminals who know how to use a woman's hopes and dreams for their own carnal gain. Their modus operandi: crashing weddings. Normally, they meet guests who want to toast the romantic day with a random hook-up. But when John meets Claire, he discovers what true love – and heartache – feels like.

    Why it matches: Fans watch both · both comedy & romance

    Popcorn FlickMovies like this
  2. Along Came Polly (2004)

    Reuben Feffer is a guy who's spent his entire life playing it safe. Polly Prince is irresistible as a free-spirit who lives for the thrill of the moment. When these two comically mismatched souls collide, Reuben's world is turned upside down, as he makes an uproarious attempt to change his life from middle-of-the-road to totally-out-there.

    Why it matches: Fans watch both · both comedy & romance

    Popcorn FlickMovies like this
  3. What Happens in Vegas (2008)

    During a wild vacation in Las Vegas, career woman Joy McNally and playboy Jack Fuller come to the sober realization that they have married each other after a night of drunken abandon. They are then compelled, for legal reasons, to live life as a couple for a limited period of time. At stake is a large amount of money.

    Why it matches: Fans watch both · both comedy & romance

    Popcorn FlickMovies like this
  4. Good Luck Chuck (2007)

    Cursed since childhood, dentist Charlie Logan cannot find the right woman. Even worse, he learns that each of his ex-girlfriends finds true love with the man she meets after her relationship with him ends. Hearing of Charlie's reputation as a good-luck charm, women from all over line up for a quick tryst. But when Charlie meets the woman of his dreams, he must find a way to break the curse or risk losing her to the next man she meets.

    Why it matches: Fans watch both · both comedy & romance

  5. I Love You, Man (2009)

    Peter Klaven is a successful real estate agent who, upon getting engaged to the woman of his dreams, Zooey, discovers, to his dismay and chagrin, that he has no male friend close enough to serve as his Best Man. Peter immediately sets out to rectify the situation, embarking on a series of bizarre and awkward "man-dates."

    Why it matches: Fans watch both · both comedy & romance

    Popcorn FlickMovies like this
  6. What Women Want (2000)

    Advertising executive Nick Marshall is as cocky as they come, but what happens to a chauvinistic guy when he can suddenly hear what women are thinking? Nick gets passed over for a promotion, but after an accident enables him to hear women's thoughts, he puts his newfound talent to work against Darcy, his new boss, who seems to be infatuated with him.

    Why it matches: Fans watch both · both comedy & romance

    Popcorn FlickMovies like this
  7. Failure to Launch (2006)

    At 35, Tripp has an interesting job, a hip car, a passion for sailing, an active dating life, and a great house - trouble is, he still lives with his parents, Al and Sue, who are not happy about it. Al and Sue are fascinated when friends whose adult son has recently moved away from home reveal they hired an expert to help. In desperation to push Tripp out of the nest once and for all, Al and Sue hatch a plan to hire Paula, an "interventionist," who has a formula in these cases.

    Why it matches: Fans watch both · both romance & comedy

  8. The Ex (2006)

    When his lawyer wife, Sofia, becomes pregnant, chronic underachiever Tom Reilly must take a job at his father-in-law's advertising firm. Tom has to adjust to the demands of a very high-powered job, and he finds himself in an increasingly hostile office rivalry with Chip, Sofia's paraplegic former lover.

    Why it matches: Fans watch both · both comedy & romance

  9. American Wedding (2003)

    With high school a distant memory, Jim and Michelle are getting married — and in a hurry, since Jim's grandmother is sick and wants to see him walk down the aisle — prompting Stifler to throw the ultimate bachelor party. And Jim's dad is reliable as ever, doling out advice no one wants to hear.

    Why it matches: Fans watch both · both comedy & romance

    Popcorn FlickMovies like this
  10. Runaway Bride (1999)

    Having already left three grooms at the altar, Maggie Carpenter is branded "the runaway bride" by jaded New York journalist Ike Graham. But, after his facts are called into question, Ike races to Maggie's hometown to save his reputation and report on her upcoming fourth trip down the aisle – during which he's convinced she'll run again. Though he's there on a muckraking mission, Ike can't help but fall for this breathtaking heartbreaker.

    Why it matches: Fans watch both · both comedy & romance

    Popcorn FlickMovies like this
  11. The Bachelor (1999)

    Jimmie is seeing his single friends get married one by one. He isn't too worried until his girlfriend Anne catches the bouquet at his friend Marco's wedding. Suddenly, his wild mustang days are numbered. He finally decides to propose to her, but he sticks his foot in his mouth and botches the proposal. Being insulted by the defeatist proposal, Anne leaves town on an assignment. After she's gone, he finds out that his recently-deceased grandfather's will stipulates that he gets nothing of a multi-million dollar fortune unless he's married by 6:05pm on his 30th birthday: tomorrow! Not being able to find Anne, Jimmie begins backtracking through his past girlfriends to find a wife.

    Why it matches: Fans watch both · both comedy & romance

  12. Wedding Daze (2006)

    After losing the woman of his dreams, Anderson is convinced he'll never fall in love again. But at the urging of his best friend, he spontaneously proposes to a dissatisfied waitress named Katie and an innocent dare evolves into the kind of love that both have been looking for all along.

    Why it matches: Fans watch both · both comedy & romance

  13. Meet the Parents (2000)

    Greg Focker is ready to marry his girlfriend, Pam, but before he pops the question, he must win over her formidable father, humorless former CIA agent Jack Byrnes, at the wedding of Pam's sister. As Greg bends over backward to make a good impression, his visit to the Byrnes home turns into a hilarious series of disasters, and everything that can go wrong does, all under Jack's critical, hawklike gaze.

    Why it matches: Fans watch both · both comedy & romance

    Popcorn FlickMovies like this
  14. The Break-Up (2006)

    Pushed to the breaking-up point after their latest 'why can't you do this one little thing for me?' argument, Brooke calls it quits with her boyfriend Gary. What follows is a hilarious series of remedies, war tactics, overtures and undermining tricks – all encouraged by the former couple's friends and confidantes …and the occasional total stranger! When neither ex is willing to move out of their shared apartment, the only solution is to continue living as hostile roommates until one of them reaches breaking point.

    Why it matches: Fans watch both · both romance & comedy

  15. She's Out of My League (2010)

    When he starts dating drop-dead gorgeous Molly, insecure airport security agent Kirk can't believe it. As his friends and family share their doubts about the relationship lasting, Kirk does everything he can to avoid losing Molly forever.

    Why it matches: Fans watch both · both romance & comedy

    Popcorn FlickMovies like this
  16. Hitch (2005)

    Dating coach Alex 'Hitch' Hitchens mentors a bumbling client, Albert, who hopes to win the heart of the glamorous Allegra Cole. While Albert makes progress, Hitch faces his own romantic setbacks when proven techniques fail to work on Sara Melas, a tabloid reporter digging for dirt on Allegra Cole's love life. When Sara discovers Hitch's connection to Albert – now Allegra's boyfriend – it threatens to destroy both relationships.

    Why it matches: Fans watch both · both comedy & romance

    Popcorn FlickMovies like this
  17. Forgetting Sarah Marshall (2008)

    When actress Sarah Marshall dumps aspiring musician Peter Bretter for rock star Aldous Snow, Peter's world comes crashing down. His best friend Brian suggests that Peter should get away from everything and to fly off to Hawaii to escape all his problems. After arriving in Hawaii and meeting the beautiful receptionist Rachel Jansen, Peter is shocked to see not only Aldous in Hawaii, but also Sarah.

    Why it matches: Fans watch both · both comedy & romance

    Popcorn FlickMovies like this
  18. Bridesmaids (2011)

    Annie's life is a mess. But when she finds out her lifetime best friend is engaged, she simply must serve as Lillian's maid of honor. Though lovelorn and broke, Annie bluffs her way through the expensive and bizarre rituals. With one chance to get it perfect, she’ll show Lillian and her bridesmaids just how far you’ll go for someone you love.

    Why it matches: Fans watch both · both comedy & romance

    Popcorn FlickMovies like this
  19. Run Fatboy Run (2007)

    Five years after jilting his pregnant fiancée on their wedding day, out-of-shape Dennis decides to run a marathon to win her back.

    Why it matches: Fans watch both · both comedy & romance

    Popcorn FlickMovies like this
  20. The 40 Year-Old Virgin (2005)

    Andy Stitzer has a pleasant life with a nice apartment and a job stamping invoices at an electronics store. But at age 40, there's one thing Andy hasn't done, and it's really bothering his sex-obsessed male co-workers: Andy is still a virgin. Determined to help Andy get laid, the guys make it their mission to de-virginize him. But it all seems hopeless until Andy meets small business owner Trish, a single mom.

    Why it matches: Fans watch both · both comedy & romance

    Popcorn FlickMovies like this
  21. 50 First Dates (2004)

    Henry is a player skilled at seducing women. But when this veterinarian meets Lucy, a girl with a quirky problem when it comes to total recall, he realizes it's possible to fall in love all over again…and again, and again. That's because the delightful Lucy has no short-term memory, so Henry must woo her day after day until he finally sweeps her off her feet.

    Why it matches: Fans watch both · both comedy & romance

    Popcorn FlickMovies like this
  22. The Hangover (2009)

    When three friends finally come to after a raucous night of bachelor-party revelry, they find a baby in the closet and a tiger in the bathroom. But they can't seem to locate their best friend, Doug – who's supposed to be tying the knot. Launching a frantic search for Doug, the trio perseveres through a nasty hangover to try to make it to the church on time.

    Why it matches: Fans watch both · both comedy

    Worth the HypeMovies like this
  23. 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: Fans watch both · both comedy & romance

    Popcorn FlickMovies like this
  24. 27 Dresses (2008)

    Altruistic Jane finds herself facing her worst nightmare as her younger sister announces her engagement to the man Jane secretly adores.

    Why it matches: Fans watch both · both comedy & romance

    Popcorn FlickMovies like this
  25. Couples Retreat (2009)

    Four couples, all friends, descend on a tropical island resort. Though one husband and wife are there to work on their marriage, the others just want to enjoy some fun in the sun. They soon find, however, that paradise comes at a price: Participation in couples therapy sessions is mandatory. What started out as a cut-rate vacation turns into an examination of the common problems many face.

    Why it matches: Fans watch both · both comedy & romance

  26. You, Me and Dupree (2006)

    After standing in as best man for his longtime friend Carl Petersen, Randy Dupree loses his job, becomes a barfly and attaches himself to the newlywed couple almost permanently -- as their houseguest. But the longer Dupree camps out on their couch, the closer he gets to Carl's bride, Molly, leaving the frustrated groom wondering when his pal will be moving out.

    Why it matches: Fans watch both · both comedy & romance

  27. Knocked Up (2007)

    A slacker and a career-driven woman accidentally conceive a child after a one-night stand. As they try to make the relationship work, they must navigate the challenges of parenthood and their differences in lifestyle and maturity.

    Why it matches: Fans watch both · both comedy & romance

    Popcorn FlickMovies like this
  28. The Sweetest Thing (2002)

    Christina's love life is stuck in neutral. After years of avoiding the hazards of a meaningful relationship, one night while club-hopping with her girlfriends, she meets Peter, her perfect match. Fed up with playing games, she finally gets the courage to let her guard down and follow her heart, only to discover that Peter has suddenly left town. Accompanied by Courtney, she sets out to capture the one that got away.

    Why it matches: Fans watch both · both romance & comedy

  29. Hall Pass (2011)

    When best buds Rick and Fred begin to show signs of restlessness at home, their wives take a bold approach to revitalize their marriages, they grant the guys a 'hall pass'—one week of freedom to do whatever they want. At first, it seems like a dream come true, but they quickly discover that their expectations of the single life—and themselves—are completely and hilariously out of sync with reality.

    Why it matches: Fans watch both · both comedy & romance

  30. The Best Man (2005)

    When writer's block derails the literary dreams of Olly Pickering, he has to move in with his friend Murray after losing all his money. Things start to look up when Olly's college pal James asks him to be the best man at his wedding. Prior to the nuptials, Olly is drawn to a woman whom he thinks is the bride's sister -- only she turns out to be the bride, Sarah. Can Murray, who dislikes James, help get Sarah and Olly together?

    Why it matches: Fans watch both · both comedy & romance

Like The Heartbreak Kid and something else?

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

Frequently asked questions

What are the best movies like The Heartbreak Kid?

The closest matches to The Heartbreak Kid are Wedding Crashers (2005), Along Came Polly (2004) and What Happens in Vegas (2008). Below are 27 more, each with the reason it matches.

What should I watch after The Heartbreak Kid?

People who watched The Heartbreak Kid most often go on to Wedding Crashers (2005), Along Came Polly (2004) and What Happens in Vegas (2008).

What is the highest-rated movie like The Heartbreak Kid?

The Hangover (2009), rated 7.3/10 by 18,741 TMDB users.

What is the newest movie like The Heartbreak Kid?

Bridesmaids (2011) is the most recent release on this list.

Are there English movies like The Heartbreak Kid?

Yes: Wedding Crashers (2005), Along Came Polly (2004) and What Happens in Vegas (2008).

How are movies similar to The Heartbreak Kid chosen?

First come films that Trakt’s viewers watch alongside The Heartbreak Kid, 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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