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Movies like Messengers (1999)

The best movies like Messengers (1999) are The Best You Can (2025), He Said, She Said (1991) and The Other Sister (1999). If Messengers 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. The Best You Can (2025)

    Cynthia Rand is a buttoned-up New Yorker married to a brilliant professor 25 years her senior. She begins feeling the effects of her husband’s advancing age on their relationship, just as her world is turned upside down by the arrival of sharp but chronically underachieving security guard Stan Olszewski in this smart rom-com that reunites Bacon and Sedgwick on screen for the first time in 20 years.

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

    Worth the HypeMovies like this
  2. He Said, She Said (1991)

    Womanising, right-wing Dan Hanson and quiet, liberal Lorie Bryer work for the Baltimore Sun. Rivals for the job of new writer of a vacant column, the paper ends up instead printing their very different opinions alongside each other, which leads to a similarly combative local TV show. At the same time their initial indifference to each other looks like it may evolve into something more romantic.

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

  3. The Other Sister (1999)

    A mentally challenged girl proves herself to be every bit as capable as her "perfect" sister when she moves into an apartment and begins going to college.

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

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  4. Why Did I Get Married Again? (2026)

    The couples reunite for the destination wedding of Marcus and Angela's daughter, bringing drama old and new as they ask, "Why did we get married again?"

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

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  5. You Will Meet a Tall Dark Stranger (2010)

    Two married couples find only trouble and heartache as their complicated lives unfold. After 40 years of marriage, Alfie leaves his wife to pursue what he thinks is happiness with a call girl. His wife, Helena, reeling from abandonment, decides to follow the advice of a psychic. Sally, the daughter of Alfie and Helena, is unhappy in her marriage and develops a crush on her boss, while her husband, Roy, falls for a woman engaged to be married.

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

  6. A California Christmas: City Lights (2021)

    Follows Callie and Joseph one year after they fell in love, now running a dairy farm and winery, but their romance is threatened when business and family obligations call Joseph back to the city.

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

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  7. Chéri (2009)

    The son of a courtesan retreats into a fantasy world after being forced to end his relationship with the older woman who educated him in the ways of love.

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

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  8. The Baltimorons (2025)

    A newly sober man's Christmas Eve dental emergency leads to an unexpected romance with his older dentist as they explore Baltimore together.

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

    Popcorn FlickMovies like this
  9. L.A. Without a Map (1999)

    An aspiring Hollywood actress, on a visit to a charming North England town, has a brief fling with the town undertaker, who also writes obituaries for the local paper. Returning home, where she works as a waitress at a Japanese restaurant, she tells everyone about the handsome "writer" she met on her trip. Unfortunately, he decides to follow her back to Hollywood, setting up the expected light romantic comedy with asides as the newcomer gains experience about the goings on in Hollywood.

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

  10. Cyrus (2010)

    With John's social life at a standstill and his ex-wife about to get remarried, a down on his luck divorcée finally meets the woman of his dreams, only to discover she has another man in her life - her son. Before long, the two are locked in a battle of wits for the woman they both love-and it appears only one man can be left standing when it's over.

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

  11. Nothing Like the Holidays (2008)

    It’s Christmastime and the far-flung members of the Rodriguez family are converging at their parents’ home in Chicago to celebrate the season and rejoice in their youngest brother’s safe return from combat overseas.

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

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  12. Which Brings Me to You (2023)

    Two romantic burnouts, Jane and Will, are immediately drawn to each other at a mutual friend’s wedding. After a disastrous hookup in the coatroom, the two spend the next 24 hours together, trading candid confessions of messy histories and heartbreak, on the off chance that this fling might be the real thing.

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

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  13. Enemies, a Love Story (1989)

    A ghostwriter finds himself romantically involved with his current wife, a married woman and his long-vanished wife.

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

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  14. XX/XY (2002)

    Three friends begin a dangerous three-way relationship that spirals out of control, leading to dire consequences that haunt them ten years later.

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

    Popcorn FlickMovies like this
  15. Love in Taipei (2023)

    A young American woman is sent by her parents to a cultural immersion program in Taipei where she begins a new journey of self-discovery and romance.

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

    Popcorn FlickMovies like this
  16. Sitting in Bars with Cake (2023)

    Extrovert Corinne convinces Jane, a shy, talented baker, to commit to a year of bringing cakes to bars, to help her meet people and build confidence. But when Corinne receives a life-altering diagnosis, the pair faces a challenge unlike anything they've experienced before.

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

    Worth the HypeMovies like this
  17. The Giant Mechanical Man (2012)

    An offbeat romantic comedy about a silver-painted street performer and the soft spoken zoo worker who falls for him.

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

    Popcorn FlickMovies like this
  18. Breaking & Exiting (2018)

    Harry, a charming house thief, gets more than he bargains for during an attempted burglary when he stumbles upon Daisy and decides to save her from herself, sending both of them into a darkly comedic journey of self discovery and love.

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

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  19. Love Don't Co$t a Thing (2003)

    A high school outcast pays a cheerleader to pose as his girlfriend so he can be considered cool.

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

    Worth the HypeMovies like this
  20. Not Easily Broken (2009)

    A car accident and shifting affections test the bond between a married couple.

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

    Popcorn FlickMovies like this
  21. Breakthrough for Change (2015)

    Akira, Takeshi, Yasu, and Shun are a gang of four close friends, all of whom were core members of their high-school ekiden team. Although they were stars back in those days, having slacked up their efforts subsequently, their daily life is lackluster now that the age of forty is just around the corner. They talk at a favorite local tavern just like they used to after Akira comes home giving up his dream to become an actor. Thinking back, they have never accomplished anything but ekiden, and they have unknowingly acquired a tendency to run away from problems in life in general. The phrase they cannot help muttering to themselves is how brilliant they were in those days… Feeling dispirited, they think of participating in the Shimanto Dragon Ride. A challenge for the four men in their late thirties begins…

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

  22. Cuore in gola (1988)

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

  23. Breaking Away (1979)

    Dave, nineteen, has just graduated high school, with his three friends: the comical Cyril, the warm hearted but short-tempered Moocher, and the athletic, spiteful but good-hearted Mike. Now, Dave enjoys racing bikes and hopes to race the Italians one day, and even takes up the Italian culture, much to his friends' and parents' annoyance.

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

    Worth the HypeMovies like this
  24. Cyclomania (2001)

    K and Eetu are the best friends. They work together as bike couriers in the center of Helsinki, and training tightly every night to reach success of bicycle racing. However, life will change once and for all when a charming and resolute student girl Oona is coming to work in same courier company.

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

  25. 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: Similar story and style · both comedy & romance

  26. Pumping Black (TBA)

    A desperate cyclist and his charismatic new team doctor concoct a dangerous training program in order to win the Tour de France. But as the race progresses and jealous teammates, suspicious authorities, and the racer’s own paranoia close in, they must take increasingly dark measures to protect both his secret and his lead.

    Why it matches: Similar story and style · both drama

  27. Road To L'Etape Du Tour (2026)

    Facing a turning point in her life, a woman with a congenital heart defect embarks on a journey to train for a stage of the Tour de France.

    Why it matches: Similar story and style · both drama

  28. American Flyers (1985)

    When Dr. Marcus Sommers realizes that he and his troubled, estranged brother David may be prone a fatal brain disease that runs in their family, he decides to make peace with his sibling, and invites him on a trip to the Rockies. There, the brothers bond over their shared enthusiasm for cycling and decide to enter a grueling bike race through the mountains. However, Marcus' health soon begins to fail, and David must compete without his brother at his side.

    Why it matches: Similar story and style · both drama

    Popcorn FlickMovies like this
  29. Tour de Pharmacy (2017)

    A mockumentary that chronicles the prevalence of doping in the world of professional cycling.

    Why it matches: Similar story and style · both comedy

    Popcorn FlickMovies like this
  30. BMX Bandits (1983)

    Teens P.J. and Goose get their thrills on BMX bikes, performing hair-raising tricks all across Sydney, Australia. Along with their new friend Judy, they discover a box of walkie-talkies -- and find out that a gang of criminals intends to use them to monitor police signals during a bank robbery. When the young trio snatches the devices, it propels them on a hair-raising adventure in which their pedaling skills might just save their necks.

    Why it matches: Similar story and style · both drama

Like Messengers and something else?

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

Frequently asked questions

What are the best movies like Messengers?

The closest matches to Messengers are The Best You Can (2025), He Said, She Said (1991) and The Other Sister (1999). Below are 27 more, each with the reason it matches.

What should I watch after Messengers?

Start with The Best You Can (2025), the closest match to Messengers.

What is the highest-rated movie like Messengers?

Love Don't Co$t a Thing (2003), rated 7.7/10 by 742 TMDB users.

What is the newest movie like Messengers?

Why Did I Get Married Again? (2026) is the most recent release on this list.

Are there Japanese movies like Messengers?

Yes: Breakthrough for Change (2015).

How are movies similar to Messengers chosen?

First come films that Trakt’s viewers watch alongside Messengers, 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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