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Movies like Once Upon a Time in the Midlands (2002)

The best movies like Once Upon a Time in the Midlands (2002) are Love Accidentally (2022), Love Jones (1997) and Why Did I Get Married Again? (2026). If Once Upon a Time in the Midlands hooked you with its romance and comedy, these 30 similar films are what to watch next, and every pick says why it matches.

Quick picks

  1. Love Accidentally (2022)

    Alexa and Jason are competing for a position at an advertising firm when their partners break up with them. Alexa mistakenly texts Jason, and they start a phone-only relationship. When they meet and the truth comes out, will true love prevail?

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

    Popcorn FlickMovies like this
  2. Love Jones (1997)

    Darius Lovehall is a young black poet in Chicago who starts dating Nina Moseley, a beautiful and talented photographer. While trying to figure out if they've got a "love thing" or are just "kicking it," they hang out with their friends, talking about love and sex. Then Nina tests the strength of Darius' feelings and sets a chain of romantic complications into motion.

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

    Worth the HypeMovies like this
  3. 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

    Popcorn FlickMovies like this
  4. How to Please a Woman (2022)

    When her all-male house-cleaning business gets out of control, a mature woman must embrace her own sexuality, if she is to make a new life for herself.

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

    Popcorn FlickMovies like this
  5. 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
  6. 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
  7. Rosaline (2022)

    Left heartbroken after Romeo begins to pursue her cousin Juliet, Rosaline schemes to foil the famous romance and win back her guy in this comedic twist of Shakespeare's Romeo and Juliet.

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

    Worth the HypeMovies like this
  8. Love & Sex (2000)

    When her rather explicit copy is rejected, magazine journalist Kate is asked by her editor to come up with an article on loving relationships instead, and to do so by the end of the day. This gets Kate thinking back over her own various experiences, and to wondering if she is in much of a position to write on the subject.

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

    Popcorn FlickMovies like this
  9. Voicemails for Isabelle (2026)

    A young woman's hilariously confessional voicemails to her late sister are unknowingly redirected to a stranger, who begins to fall in love from afar.

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

    Absolute CinemaMovies like this
  10. Irreplaceable You (2018)

    A stunning cancer diagnosis spurs Abbie to seek a future girlfriend for fiancé and childhood sweetheart Sam, who's clueless when it comes to dating.

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

    Worth the HypeMovies like this
  11. Night Owls (2015)

    After workaholic Kevin has a drunken one night stand with the beautiful train-wreck Madeline, he's horrified to discover that she's actually his boss' jilted ex-mistress. When she takes a bottle of sleeping pills, Kevin is forced to keep her awake... and over the course of the night the two begin to fall for each other.

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

    Popcorn FlickMovies like this
  12. 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
  13. 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

  14. The Good House (2021)

    When wry New England realtor Hildy Good rekindles a romance with her old high-school flame, Frank Getchell, it ignites long-buried emotions and family secrets that propel Hildy toward a reckoning with the one person she's been avoiding for decades: herself. Based on the best-selling novel by Ann Leary.

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

    Popcorn FlickMovies like this
  15. 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
  16. Sex and Death 101 (2007)

    A guy's life is turned around by an email, which includes the names of everyone he's had sex with and ever will have sex with. His situation gets worse when he encounters a femme fatale who targets men guilty of sex crime.

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

    Popcorn FlickMovies like this
  17. ¿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
  18. 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

  19. 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

  20. Puppy Love (2023)

    After a disastrous first date, wild-child Nicole and socially-anxious Max vow to lose each other’s numbers until they learn that their dogs found a love match, and now puppies are on the way! The hilariously mismatched Nicole and Max are forced to become responsible co-parents, but may end up finding love themselves.

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

    Worth the HypeMovies like this
  21. Russian Dolls (2005)

    Five years after their summer together in Barcelona, Xavier, William, Wendy, Martine and Isabelle reunite.

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

    Popcorn FlickMovies like this
  22. Human Nature (2001)

    Obsessive scientist Nathan and his lover, the naturalist Lila, discover Puff: a man born and raised in the wild. As Nathan trains the wild man in the civilized ways of the world, Lila fights to preserve the man’s natural state. In the power struggle that ensues, an unusual love triangle emerges.

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

    Popcorn FlickMovies like this
  23. Head-On (2004)

    With the intention to break free from the strict familial restrictions, a suicidal young woman sets up a marriage of convenience with a forty-year-old addict, an act that will lead to an outburst of envious love.

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

    Worth the HypeMovies like this
  24. The Science of Sleep (2006)

    A man entranced by his dreams and imagination is lovestruck with a French woman and feels he can show her his world.

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

    Worth the HypeMovies like this
  25. The Edukators (2004)

    Three activists cobble together a kidnapping plot after they encounter a businessman in his home.

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

    Worth the HypeMovies like this
  26. Sidestroke (1993)

    Clara (Karin Viard) is a stripper with a high-strung, jealous boyfriend with the curious name of Loockeed (Antoine Chappey). The couple are friends with the even-temperred, almost saintly Max (Gerald Laroche), an auto mechanic. The three of them set out from their home in the north to journey to the Alpine mountains near Switzerland and Italy, where they will help a fourth friend take care of his pleasure boat business at Lake Annecy while he is in military service. As the trio attempt to establish some sort of equilibrium in their new lives, Max must constantly deal with Loockeed's testy, jealous barbs. Despite this, the three of them remain friends.

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

  27. The Great Love (1942)

    The attractive Oberleutnant Paul Wendlandt is stationed in North Africa as a fighter pilot. While in Berlin to deliver a report he is given a day's leave, and on the stage of the cabaret theatre "Skala" sees the popular Danish singer Hanna Holberg. For Paul it is love at first sight. When Hanna visits friends after the end of the performance, he follows her, and speaks to her in the U-Bahn. After the party in her friends' flat, he accompanies her home and chance throws them further together when an air raid warning forces them to take cover in the air raid shelter. Hanna reciprocates Paul's feelings, but after a night spent together Paul has to return immediately to the front. There now follows a whole series of misunderstandings, and one missed opportunity after another. While Hanna waits in vain for some sign of life from Paul, he is flying on missions in North Africa. When he tries to visit her in her Berlin flat, she is giving a Christmas concert in Paris.

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

  28. The Gold Rush (1925)

    A gold prospector in Alaska struggles to survive the elements and win the heart of a dance hall girl.

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

    Absolute CinemaMovies like this
  29. 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: Similar story and style · both comedy & romance

    Popcorn FlickMovies like this
  30. Wild at Heart (1990)

    Young lovers Sailor and Lula hit the road to start a new life together away from the wrath of Lula’s deranged, disapproving mother, who has hired a team of hitmen to cut the lovers’ surreal honeymoon short.

    Why it matches: Similar story and style · both romance

    Worth the HypeMovies like this

Like Once Upon a Time in the Midlands and something else?

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

Frequently asked questions

What are the best movies like Once Upon a Time in the Midlands?

The closest matches to Once Upon a Time in the Midlands are Love Accidentally (2022), Love Jones (1997) and Why Did I Get Married Again? (2026). Below are 27 more, each with the reason it matches.

What should I watch after Once Upon a Time in the Midlands?

Start with Love Accidentally (2022), the closest match to Once Upon a Time in the Midlands.

What is the highest-rated movie like Once Upon a Time in the Midlands?

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

What is the newest movie like Once Upon a Time in the Midlands?

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

Are there English movies like Once Upon a Time in the Midlands?

Yes: Love Accidentally (2022), Love Jones (1997) and Why Did I Get Married Again? (2026).

How are movies similar to Once Upon a Time in the Midlands chosen?

First come films that Trakt’s viewers watch alongside Once Upon a Time in the Midlands, 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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