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Movies like Love in September (1936)

The best movies like Love in September (1936) are Taking Care of Business (1990), The Trouble with Angels (1966) and Spa Weekend (2026). If Love in September hooked you with its comedy, these 30 similar films are what to watch next, and every pick says why it matches.

Quick picks

  1. Taking Care of Business (1990)

    An uptight advertising exec has his entire life in a filofax organizer which mistakenly ends up in the hands of a friendly convict who poses as him.

    Why it matches: Recommended by TMDB viewers · both comedy

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  2. The Trouble with Angels (1966)

    Mary and her friend, Rachel, are new students at St. Francis Academy, a boarding school run by the iron fist of Mother Superior. The immature teens grow bored and begin playing pranks on both the unsuspecting nuns and their unpleasant classmates, becoming a constant thorn in Mother Superior's side. However, as the years pass, Mary and Rachel slowly mature and begin to see the nuns in a different light.

    Why it matches: Recommended by TMDB viewers · both comedy

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  3. Spa Weekend (2026)

    Four lifelong friends realize that somewhere between careers, relationships, families, and everyday responsibilities, they’ve forgotten how to take care of themselves and each other. Burned out and overdue for a break, the women escape to a luxury spa retreat for an unforgettable weekend dedicated to fun, laughter, and a lot of really bad decisions.

    Why it matches: Recommended by TMDB viewers · both comedy

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  4. Ali Wong: Single Lady (2024)

    After a whirlwind couple of years, Ali Wong returns to the stage to dish on the highs, lows and surprises of dating post-divorce.

    Why it matches: Recommended by TMDB viewers · both comedy

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  5. Class Rank (2017)

    Two high school misfits join forces in an attempt to overtake the local school board. Guided by their families, they enter the perilous word of politics and, in the process, learn a thing or two about love.

    Why it matches: Recommended by TMDB viewers · both comedy

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  6. Driver's Ed (2026)

    A group of teens hit the road in a stolen driver's ed car, racing against time to help a lovesick high school senior track down his college-freshman girlfriend and win her back.

    Why it matches: Recommended by TMDB viewers · both comedy

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  7. Pretty Persuasion (2005)

    A 15-year-old girl incites chaos among her friends and a media frenzy when she accuses her drama teacher of sexual harassment.

    Why it matches: Recommended by TMDB viewers · both comedy

  8. Gabriel Iglesias: I'm Sorry for What I Said When I Was Hungry (2016)

    Hawaiian-shirt enthusiast Gabriel "Fluffy" Iglesias finds the laughs in racist gift baskets, Prius-driving cops and all-female taco trucks.

    Why it matches: Recommended by TMDB viewers · both comedy

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  9. The Happiest Days of Your Life (1950)

    Nutbourne College, an old established, all-boys, boarding school is told that another school is to be billeted with due to wartime restrictions. The shock is that it's an all-girls school that has been sent. The two head teachers are soon battling for the upper hand with each other and the Ministry. But a crisis (or two) forces them to work together.

    Why it matches: Recommended by TMDB viewers · both comedy

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  10. Much Ado About Nothing (2013)

    A modern retelling of Shakespeare's classic comedy about two pairs of lovers with different takes on romance and a way with words.

    Why it matches: Recommended by TMDB viewers · both comedy

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  11. Iliza Shlesinger: War Paint (2013)

    Her innocent appearance is just a cover for Last Comic Standing winner Iliza Shlesinger's acerbic, stream-of-conscious comedy that she unleashes on an unsuspecting audience in her hometown of Dallas in "War Paint," her first stand-up special.

    Why it matches: Recommended by TMDB viewers · both comedy

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  12. Eddie Izzard: Dress to Kill (1999)

    Eddie Izzard takes her show to San Francisco to give a brief history of pagan and Christian religions, the building of Stonehenge, the birth of the Church of England and of Western empires, and the need for a European dream.

    Why it matches: Recommended by TMDB viewers · both comedy

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  13. 29th Street (1991)

    After winning $6.2 million in the 1976 New York State Lottery, he is arrested for throwing rocks at a church. He then tells his story at the police station.

    Why it matches: Recommended by TMDB viewers · both comedy

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  14. Thunderstruck (2012)

    After NBA star Kevin Durant switches talent with 16 year old Brian, the teenager becomes the star of his high school team, but Durant starts struggling and eventually learns an important lesson.

    Why it matches: Recommended by TMDB viewers · both comedy

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  15. Castello Cavalcanti (2013)

    In 1955 in Italy, race car driver Jed Cavalcanti suffers a mishap during the Molte Miglia rally and finds himself in a small town with a few familial surprises.

    Why it matches: Recommended by TMDB viewers · both comedy

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  16. Eenie Meanie (2025)

    A former teenage getaway driver gets dragged back into her unsavory past when a former employer offers her a chance to save the life of her chronically unreliable ex-boyfriend.

    Why it matches: Recommended by TMDB viewers · both comedy

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  17. Little Big League (1994)

    When the owner of the Minnesota Twins passes away, he bequeaths the team to his preteen grandson. The newly minted head honcho quickly appoints himself manager, causing unrest in an organization that struggles to take orders from a 12-year-old.

    Why it matches: Recommended by TMDB viewers · both comedy

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  18. The Wedding Year (2019)

    A commitment-phobic 27-year old’s relationship is put to the test when she and her boyfriend attend 7 weddings in the same year.

    Why it matches: Recommended by TMDB viewers · both comedy

  19. The Anniversary (1968)

    Mrs Taggart always celebrates her anniversary with her grown sons. It’s a tradition practised since the death of her husband and she is determined for it to continue. None of her three sons have dared to cross their ruthless domineering mother but this anniversary they intend to try. With cruel and brutal twists, the family get-together becomes a social nightmare beyond endurance.

    Why it matches: Recommended by TMDB viewers · both comedy

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  20. Beverly Hills Chihuahua 2 (2011)

    Puppy mayhem turns the lives of newlywed Chihuahua parents Papi and Chloe upside down when their rambunctious, mischievous puppies present one challenge after another. But when their human owners end up in trouble, the tiny pups will stop at nothing to save them - because in good times and hard times, the family always sticks together. So Papi, Chloe and the puppies embark on a heroic adventure, proving once again that big heroes come in small packages.

    Why it matches: Recommended by TMDB viewers · both comedy

  21. Cars (2006)

    Lightning McQueen, a hotshot rookie race car driven to succeed, discovers that life is about the journey, not the finish line, when he finds himself unexpectedly detoured in the sleepy Route 66 town of Radiator Springs. On route across the country to the big Piston Cup Championship in California to compete against two seasoned pros, McQueen gets to know the town's offbeat characters.

    Why it matches: Similar story and style · both comedy

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  22. La locura Mexicana (1993)

    Set during "La Carrera Panamericana '93", the movie follows a trio of rich Middle Eastern people as they interact with racers and businessmen as the race is going on.

    Why it matches: Similar story and style · both comedy

  23. Death Race 2000 (1975)

    In a boorish future, the government sponsors a popular, but bloody, cross-country race in which points are scored by mowing down pedestrians. Five teams, each comprised of a male and female, compete using cars equipped with deadly weapons. Frankenstein, the mysterious returning champion, has become America's hero, but this time he has a passenger from the underground resistance.

    Why it matches: Similar story and style · both comedy

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  24. Stroker Ace (1983)

    Stroker Ace, a champion NASCAR driver, is standing at the top of his career, but is getting fed up with having to do as he's told. In between rebelling against his sponsor (a fried chicken chain)'s promotion gimmicks (like making him dress up in giant chicken suit) he spends the rest of the movie trying to bed the buxom Pembrook.

    Why it matches: Similar story and style · both comedy

  25. The Radiator Springs 500½ (2014)

    A 'leisurely drive' planned in honor of Radiator Springs’ town founder, Stanley, turns precarious as Baja pros descend on the town and challenge Lightning McQueen to an off-road race. Meanwhile, the townsfolk, led by a Stanley-costumed Mater, enjoy the planned 'leisurely drive' to retrace Stanley’s original frontier route. Thinking they’re on the same course, a wrong turn sends McQueen and the Baja pros on a treacherously wild bid for survival. The misunderstanding leaves the racing professionals in awe of the 'legend' of Stanley: the Original Off-Road Racer.

    Why it matches: Similar story and style · both comedy

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  26. Speedway (1968)

    A race car driver tries to outrun the beautiful tax auditor out to settle his account.

    Why it matches: Similar story and style · both comedy

  27. The Pinchcliffe Grand Prix (1975)

    100 miles north, a bit east and up, is Pinchcliffe, the home of bicycle repairman Reodor Felgen and his two assistants, Solan Gundersen and Ludvig. Sponsored by oil sheik Ben Redic Fy Fazan, they build the car "Il Tempo Gigante" to race against Reodor's former assistant Rudolf Blodstrupmoen, who has stolen one of Reodor's inventions to become a world racing champion.

    Why it matches: Similar story and style · both comedy

    Worth the HypeMovies like this
  28. Sierra (2022)

    A father and his son are losing the race. To win, the boy turns himself into a car tyre. Sierra looks at toxic masculinity through dark irony, while pulling us into the surreal car racing world. Loosely inspired by the director's childhood, this animated black comedy includes fragments of a stop motion film animated by the director's father during Soviet Estonia.

    Why it matches: Similar story and style · both comedy

  29. Top Gear: Greatest Hits (2015)

    Collection of the best moments from the BBC motoring show presented by Jeremy Clarkson, James May and Richard Hammond.

    Why it matches: Similar story and style · both comedy

  30. Wreck-It Ralph (2012)

    Wreck-It Ralph is the 9-foot-tall, 643-pound villain of an arcade video game named Fix-It Felix Jr., in which the game's titular hero fixes buildings that Ralph destroys. Wanting to prove he can be a good guy and not just a villain, Ralph escapes his game and lands in Hero's Duty, a first-person shooter where he helps the game's hero battle against alien invaders. He later enters Sugar Rush, a kart racing game set on tracks made of candies, cookies and other sweets. There, Ralph meets Vanellope von Schweetz who has learned that her game is faced with a dire threat that could affect the entire arcade, and one that Ralph may have inadvertently started.

    Why it matches: Similar story and style · both comedy

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Like Love in September and something else?

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

Frequently asked questions

What are the best movies like Love in September?

The closest matches to Love in September are Taking Care of Business (1990), The Trouble with Angels (1966) and Spa Weekend (2026). Below are 27 more, each with the reason it matches.

What should I watch after Love in September?

Start with Taking Care of Business (1990), the closest match to Love in September.

What is the highest-rated movie like Love in September?

Wreck-It Ralph (2012), rated 7.4/10 by 13,468 TMDB users.

What is the newest movie like Love in September?

Spa Weekend (2026) is the most recent release on this list.

Are there English movies like Love in September?

Yes: Taking Care of Business (1990), The Trouble with Angels (1966) and Spa Weekend (2026).

How are movies similar to Love in September chosen?

First come films that Trakt’s viewers watch alongside Love in September, 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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