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Movies like To Hell with Love (1999)

The best movies like To Hell with Love (1999) are A Nice Girl Like You (2020), Girl on a Bicycle (2013) and I Love You Again (1940). If To Hell with Love 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. 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

  2. Girl on a Bicycle (2013)

    Paolo, an Italian tour bus driver living in Paris, has just summoned up the courage to propose marriage to his German girlfriend Greta. However, a chance encounter with a French woman on a bicycle the very next day turns Paolo's life upside down.

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

  3. I Love You Again (1940)

    Boring businessman Larry Wilson recovers from amnesia and discovers he's really a con man...and loves his soon-to-be-ex wife.

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

    Worth the HypeMovies like this
  4. Love Is in the Air (2023)

    A fiercely independent pilot fighting to keep her family business afloat starts to fall for the man sent by corporate to ground her operation forever.

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

    Popcorn FlickMovies like this
  5. Feast of the Seven Fishes (2019)

    A slice of life story that follows a large Italian family on Christmas Eve as they prepare for the traditional Feast of the Seven Fishes, reminisce about the past and seek love in the future.

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

    Popcorn FlickMovies like this
  6. What's Love Got to Do with It? (2023)

    Two childhood friends now in their thirties must decide whether to follow their heads or their hearts once the man decides to follow his parents' advice and enter into an arranged marriage in Pakistan.

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

    Popcorn FlickMovies like this
  7. 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

  8. What a Way to Go! (1964)

    A four-time widow discusses her four marriages, in which all of her husbands became incredibly rich and died prematurely because of their drive to be rich.

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

    Worth the HypeMovies like this
  9. Watching the Detectives (2007)

    Neil, a self-proclaimed film geek and owner of Gumshoe video, has always been content to live vicariously through his favorite films noir. But when he meets Violet, a real-life femme fatale, his mundane world gets turned upside down and the line between reality and the movies quickly begins to blur.

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

    Popcorn FlickMovies like this
  10. Dinner in America (2022)

    An on-the-lam punk rocker and a young woman obsessed with a local band go on an unexpected and epic journey together through the decaying suburbs of the American Midwest.

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

    Worth the HypeMovies like this
  11. ¿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
  12. Yoh! Bestie (2026)

    Thando is perpetually unlucky in love, but when her bestie returns from his travels with a fiancée in tow, she's forced to face a new emotion — jealousy.

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

    Popcorn FlickMovies like this
  13. Let's Make Love (1960)

    When billionaire Jean-Marc Clement learns that he is to be satirized in an off-Broadway revue, he passes himself off as an actor playing him in order to get closer to the beautiful star of the show, Amanda Dell.

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

    Popcorn FlickMovies like this
  14. 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
  15. Good Advice (2001)

    An investment banker loses everything and must discover what's really important in life.

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

  16. Chasing Papi (2003)

    Playboy Thomas Fuentes has so far been able to skate by in life on good looks and charm alone. But when his duplicitous relationships with three women -- impassioned waitress Cici, meticulous lawyer Lorena and bored socialite Patricia -- spiral out of control, he suffers a mental breakdown. His doctor recommends that he choose just one girlfriend -- but can he choose in time before they discover his deception?

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

    Popcorn FlickMovies like this
  17. The Prince & Me 4: The Elephant Adventure (2010)

    One year after their royal wedding, King Edvard and Queen Paige of Denmark receive an invitation to attend the wedding of Princess Myra of Sangyoon. Upon their arrival, Paige finds Myra is unhappy with her arranged marriage to the brooding and sinister Kah and is secretly in love with a young elephant handler named Alu.

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

    Popcorn FlickMovies like this
  18. Easy Virtue (2008)

    A young Englishman marries a glamorous American. When he brings her home to meet the parents, she arrives like a blast from the future - blowing their entrenched British stuffiness out the window.

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

    Popcorn FlickMovies like this
  19. 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
  20. The Right Kind of Wrong (2013)

    A stubborn idealist spies a bride on her way to her wedding and immediately falls in love with her.

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

  21. Youth in Revolt (2009)

    As a fan of Albert Camus and Jean-Luc Godard, teenage Nick Twisp is definitely out of his element when his mother and her boyfriend move the family to a trailer park. When a pretty neighbor named Sheeni plays records by French crooners, it's love at first sight for frustrated and inexperienced Nick. Learning that she is dating someone, Nick launches a hilarious quest to find his way into Sheeni's heart -- and bed.

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

    Popcorn FlickMovies like this
  22. Mystery Science Theater 3000: The Movie (1996)

    In the not-too-distant future, the evil Dr. Forrester forces a temp named Mike into a series of experiments, where he's forced to watch cheesy movies so the mad scientist can monitor his mind. However, as Mike can't control where the movies begin or end, he'll try to keep his sanity with the help of his robot friends.

    Why it matches: Similar story and style · both comedy

    Popcorn FlickMovies like this
  23. Slotherhouse (2023)

    Emily Young, a senior, wants to be elected as her sorority's president. She adopts a cute sloth, thinking it can become the new mascot and help her win, until a string of fatalities implicate the sloth as the main suspect in the murders.

    Why it matches: Similar story and style · both comedy

  24. Frankenstein General Hospital (1988)

    A mad doctor puts together a new body by using body parts he steals from a mortuary at the hospital where he works.

    Why it matches: Similar story and style · both comedy

  25. Flesh Gordon (1974)

    Emperor Wang (the Perverted) is leader of the planet Porno and sends his mighty "Sex Ray" towards Earth, turning everyone into sex-mad fiends. Only one man can save the Earth, football player Flesh Gordon. Along with his girlfriend Dale Ardor and Professor Flexi-Jerkoff, they set off towards the source of the Sex Ray, unaware of the perils that face them!

    Why it matches: Similar story and style · both comedy

  26. Flesh Gordon Meets the Cosmic Cheerleaders (1990)

    Space-faring hero and galactically-renowned stud Flesh Gordon is kidnapped by a group of space cheerleaders hoping to use him to save their planet. A being simply known as Evil Presence has been rendering the men of their world impotent, and the women are desperate for some form of relief. Flesh's girlfriend Ardor, meanwhile, is following behind to try to keep him out of trouble, but soon finds herself kidnapped by Evil Presence's henchman who has plans of his own. Can Flesh get the men of this planet standing tall once again?

    Why it matches: Similar story and style · both comedy

  27. The VelociPastor (2018)

    After losing his parents, a priest travels to China, where he inherits a mysterious ability to turn into a dinosaur. At first horrified by this new power, a prostitute convinces him to fight crime. And ninjas.

    Why it matches: Similar story and style · both comedy

  28. Beach-O (2025)

    This 16mm short film is an homage to the campy beach movies of the 1960s, set within a late 90s time capsule. Shot in 1998 and completed in 2025, the music-driven film features performances by DC and Boston indie rock legends The Make Up, Victory At Sea, and The Wicked Farleys. The film follows Greg and Lesley as they enjoy a summer’s day at the beach. After they befriend a group of locals, their day takes an unexpected turn when everyone gets hungry…

    Why it matches: Similar story and style · both comedy

  29. The Vortex (2025)

    In 1980 Las Vegas, a Native Paiute cleaning lady enters a slots room at the MGM Grand Casino, setting off a chain of strange and unexplained events. Meanwhile, in-house comic Pete plays shrink to a host of colorful misfits while dodging mobsters and collectors. Struggling with a gambling addiction, he faces a life-altering decision that may determine his fate.

    Why it matches: Similar story and style · both comedy

  30. Battle Legends: The Legend of Battle Master (2024)

    In the land of Duffyville, Jim Duffy is the unquestioned battle master. While in the process of training his younger brother Slim to become his successor, his title is challenged by local scoundrel J.T. Smash.

    Why it matches: Similar story and style · both comedy

Like To Hell with Love and something else?

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

Frequently asked questions

What are the best movies like To Hell with Love?

The closest matches to To Hell with Love are A Nice Girl Like You (2020), Girl on a Bicycle (2013) and I Love You Again (1940). Below are 27 more, each with the reason it matches.

What should I watch after To Hell with Love?

Start with A Nice Girl Like You (2020), the closest match to To Hell with Love.

What is the highest-rated movie like To Hell with Love?

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

What is the newest movie like To Hell with Love?

Yoh! Bestie (2026) is the most recent release on this list.

Are there English movies like To Hell with Love?

Yes: A Nice Girl Like You (2020), Girl on a Bicycle (2013) and I Love You Again (1940).

How are movies similar to To Hell with Love chosen?

First come films that Trakt’s viewers watch alongside To Hell with Love, 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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