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Movies like Divorcing Jack (1998)

The best movies like Divorcing Jack (1998) are Players (2024), Dean (2016) and ¿Quieres ser mi hijo? (2023). If Divorcing Jack 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. Players (2024)

    New York sportswriter Mack has spent years devising successful hook-up "plays" with her friends, but when she unexpectedly falls for one of her targets, she must learn what it takes to go from simply scoring to playing for keeps.

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

    Popcorn FlickMovies like this
  2. Dean (2016)

    A comedy about loss, grief, and the redemptive power of love. Dean is a NY illustrator who falls hard for an LA woman while trying to prevent his father from selling the family home in the wake of his mother's death.

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

  3. ¿Quieres ser mi hijo? (2023)

    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.

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

    Absolute CinemaMovies like this
  4. What's New Pussycat? (1965)

    A playboy who refuses to give up his hedonistic lifestyle to settle down and marry his true love seeks help from a demented psychoanalyst who is having romantic problems of his own.

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

  5. How I Got Into College (1989)

    High school senior Marlon Bowne is smitten with overachieving classmate Jessica Kailo. But, if he wants to have a shot with her, he'll have to find a way to get into Ramsey College, Jessica's top choice of schools. It won't be easy, since the college is highly selective and Marlon's grades are hardly impressive. That means the lovelorn teen will have to find a way to score high on the SATs and win over the college admissions committee.

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

    Popcorn FlickMovies like this
  6. The Moon Is Blue (1953)

    Two aging playboys are both after the same attractive young woman, but she fends them off by claiming that she plans to remain a virgin until her wedding night. Both men determine to find a way around her objections.

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

    Popcorn FlickMovies like this
  7. The List (2023)

    After her fiance sleeps with a celebrity on his free pass list, Abby Meyers, with nothing but five names and a fantasy shared by millions, sets out for Los Angeles to sleep with someone from hers.

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

  8. A Nice Girl Like You (2020)

    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 of self-discovery, friendship, and new love.

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

  9. The Incredible Jessica James (2017)

    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.

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

    Popcorn FlickMovies like this
  10. Focus (2015)

    Nicky, an accomplished con artist, gets romantically involved with his disciple Jess but later ends their relationship. Years later, she returns as a femme fatale to spoil his plans.

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

    Popcorn FlickMovies like this
  11. Bye Bye Love (1995)

    With varying degrees of success, recently divorced friends Dave, Vic and Donny are trying to move on with their lives. Vic feels vilified by his ex-wife's parents, while Donny has a shaky bond with his teen daughter, Emma. Dave, meanwhile, has an enviable problem -- he has more dates than he can handle. As they confront their post-marital challenges, the men take solace in one another's plights.

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

    Popcorn FlickMovies like this
  12. Splendor (1999)

    Veronica is a white-bread beauty searching for a good man in Los Angeles. While slam dancing at a Halloween rave, she meets Abel, a sensitive poet. Then she meets Zed, a supersexy tattooed drummer with incredible biceps. Who will she choose? Does she go for true love or cheap sex? She can't decide so she chooses both. But after managing to nurture a picture-perfect threesome, along comes Ernest, a rich movie director with deep baby blues that sweep Veronica off her feet. What's a girl to do now?

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

    Popcorn FlickMovies like this
  13. Mr. Jealousy (1998)

    After his first date at age 15 ended with the girl making out with another man at a party, aspiring writer Lester Grimm has treated all his girlfriends with jealousy and suspicion. While dating Ramona Ray, paranoia gets the best of him when he discovers that her most recent ex is successful novelist Dashiell Frank. Lester begins attending the same group therapy sessions as Dashiell to learn about Ramona's past with him.

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

  14. The Answer Man (2009)

    Twenty years ago, Arlen Faber wrote a book about spirituality that became wildly popular. These days, he's a curmudgeonly recluse who only enjoys the company of his chiropractor, Elizabeth. As Elizabeth's warmth starts to melt Arlen's cold heart, he comes to realize what love really means.

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

    Popcorn FlickMovies like this
  15. Someone Great (2019)

    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 outrageous last adventure in New York City.

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

    Popcorn FlickMovies like this
  16. Starting Over (1979)

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

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

    Popcorn FlickMovies like this
  17. Desperados (2020)

    A panicked young woman and her two best friends fly to Mexico to delete a ranting email she sent to her new boyfriend. On arrival, they run into her former beau, who soon gets caught up in their frantic scheme.

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

    Popcorn FlickMovies like this
  18. 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: Recommended by TMDB viewers · both romance & comedy

    Popcorn FlickMovies like this
  19. Someone Like You... (2001)

    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 begins an extensive study of the male animal, including her womanizing roommate Eddie. Jane puts her studies and romantic misadventure to use as a pseudonymous sex columnist -- and becomes a sensation.

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

    Popcorn FlickMovies like this
  20. Sex Appeal (2022)

    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.

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

    Popcorn FlickMovies like this
  21. Gemma Bovery (2014)

    Martin, an ex-Parisian well-heeled hipster passionate about Gustave Flaubert who settled into a Norman village as a baker, sees an English couple moving into a small farm nearby. Not only are the names of the new arrivals Gemma and Charles Bovery, but their behavior also seems to be inspired by Flaubert's heroes.

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

    Popcorn FlickMovies like this
  22. Mon Ange (2024)

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

  23. Volver (2006)

    Three generations of women deal with family secrets while surviving the east wind, fire, insanity, superstition, lies and even death.

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

    Worth the HypeMovies like this
  24. Das kleine Arschloch und der alte Sack - Sterben ist Scheiße (2006)

    The little asshole's grandfather, the old bag, has fallen into the coffin at a funeral and been buried alive. It's no surprise that instead of going to heaven, the old sack goes straight to hell. The little asshole and his dog Peppi, whom he inherited from Mrs. Mövenpick, try everything in their power to snatch the old bag from the clutches of the devil and do not shy away from dubious cloning techniques and black magic.

    Why it matches: Similar story and style · both comedy

  25. Nuns on the Run (1990)

    Set up by their boss to be knocked off following a final heist, soon-to-retire crooks Brian Hope and Charlie McManus get wind of their impending demise and run off with the spoils of their crime. Fleeing their boss, the drug dealers they robbed, the police, and Brian's angry girlfriend, the duo take refuge in a training convent for nuns. In disguise, they convince Sister Superior that they're nuns, a charade they're forced to maintain as their enemies arrive.

    Why it matches: Similar story and style · both comedy

  26. Vienna (2002)

    A comedy about three men who have reached the lowest rung on the social ladder. This story about lust for life and miracles that are possible only with the aid of extraordinary women unfolds at a place which reflects life, love and death like no other.

    Why it matches: Similar story and style · both comedy

  27. Dark Habits (1983)

    After her drug pusher boyfriend overdoses on heroin, a cabaret singer finds refuge from the authorities in a convent for fallen women.

    Why it matches: Similar story and style · both comedy

    Popcorn FlickMovies like this
  28. Silent Night (2021)

    Nell, Simon, and their boy Art are ready to welcome friends and family for what promises to be a perfect Christmas gathering. Perfect except for one thing: everyone is going to die.

    Why it matches: Similar story and style · both comedy

  29. Crows Zero II (2009)

    Genji and his victorious G.P.S. alliance find themselves facing down a new challenge by the students of Hosen Academy, feared by everyone as 'The Army of Killers.' The two schools, in fact, have a history of bad blood between them. And the simmering embers of hatred are about to flare up again, burning away any last remnants of the truce they had so rigorously observed until now.

    Why it matches: Similar story and style · both comedy

    Worth the HypeMovies like this
  30. PLANT BOY (2021)

    A teenager is resurrected as a plant-headed zombie, searching to find his past happiness and humanity. How long will it all last though, knowing that life may change again when the sun goes away?

    Why it matches: Similar story and style · both comedy

Like Divorcing Jack and something else?

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

Frequently asked questions

What are the best movies like Divorcing Jack?

The closest matches to Divorcing Jack are Players (2024), Dean (2016) and ¿Quieres ser mi hijo? (2023). Below are 27 more, each with the reason it matches.

What should I watch after Divorcing Jack?

Start with Players (2024), the closest match to Divorcing Jack.

What is the highest-rated movie like Divorcing Jack?

¿Quieres ser mi hijo? (2023), rated 8.4/10 by 378 TMDB users.

What is the newest movie like Divorcing Jack?

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

Are there English movies like Divorcing Jack?

Yes: Players (2024), Dean (2016) and ¿Quieres ser mi hijo? (2023).

How are movies similar to Divorcing Jack chosen?

First come films that Trakt’s viewers watch alongside Divorcing Jack, 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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