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Movies like Castles in the Air (1919)

The best movies like Castles in the Air (1919) are Let's Make Love (1960), Players (2024) and How I Got Into College (1989). If Castles in the Air 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. 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
  2. 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
  3. 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
  4. 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
  5. Love, Weddings & Other Disasters (2020)

    A fussy celebrity caterer, a blind woman, a tour-bus guide and an inexperienced wedding planner search for love.

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

    Popcorn FlickMovies like this
  6. ¿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
  7. Crossing Delancey (1988)

    Thirty-something Isabelle spends her time going from her tiny, solitary West Side apartment to that of her grandmother on the Lower East Side. While her grandmother plots to find her a romantic match, Isabelle is courted by a married, worldly author, Anton, yet can't seem to shake the down-to-earth appeal of Sam, a pickle vendor.

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

  8. Cuban Fury (2014)

    Beneath Bruce Garrett's under-confident, overweight exterior, the passionate heart of a salsa king lies dormant. Now, one woman is about to reignite his Latin fire.

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

    Popcorn FlickMovies like this
  9. 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
  10. 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
  11. 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
  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. 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. 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

  15. 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
  16. 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

  17. 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
  18. 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
  19. Little Italy (2018)

    Former childhood pals Leo and Nikki are attracted to each other as adults—but will their feuding parents' rival pizzerias put a chill on their sizzling romance?

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

    Popcorn FlickMovies like this
  20. 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

  21. Fighting Fathers (1927)

    Harried Max Davidson squares off against his grumpy neighbor James Finlayson resulting in a barrage of property destruction, chases, and silent-era pratfalls.

    Why it matches: Similar story and style · both comedy

  22. Aching Youth (1928)

    The slapstick comedic mishaps and romantic pursuits of young characters navigating the ups and downs of youthful relationships.

    Why it matches: Similar story and style · both comedy

  23. Off to Buffalo (1929)

    Charley Chase in his signature persona—a polite, well-meaning middle-class husband with a thin mustache stumbles into humiliating domestic and professional mix-ups involving his wife (Vivien Oakland), his neighbors (Anita Garvin and Edgar Kennedy), and his strict boss (Dell Henderson).

    Why it matches: Similar story and style · both comedy

  24. Some Bride (1919)

    Young bride Patricia Morley's flirtatious ways at a summer resort keep her husband Henry in a state of continual anxiety. At an old-fashioned barn dance, Patricia enacts the role of a chicken breaking out of an egg, and Henry's wrath explodes. After accusing her of being in love with another man, Henry returns to New York and files for divorce. Heartbroken, Patricia sends her friend Victoria French to tell Henry that she is dying.

    Why it matches: Similar story and style · both comedy

  25. Help Yourself (1920)

    Emily Ray, who works in a department store, is taken in by her wealthy Aunt Carmen. Emily falls in love with Oliver Browning, but her aunt dismisses him as a nobody and a fortune hunter. Emily's wealthy married cousin, Rosamonde Vallant, always trying to keep up with the latest fads, gives a party in honor of Professor Syle, a distinguished radical who lectures her guests in "parlor Bolshevism," then takes them to Greenwich Village to meet his comrades.

    Why it matches: Similar story and style · both comedy

  26. Please Get Married (1919)

    Muriel Ashley is engaged to Ferdie Walton. Ferdie's father opposes the marriage; Muriel's parents favor it. The couple are married by a strange parson who wanders into the Ashley home, then after they leave for the honeymoon, Ferdie's father discovers that the clergyman is a crook.

    Why it matches: Similar story and style · both comedy

  27. Cinderella's Twin (1920)

    Connie McGill, a scullery maid at the Valentines, dreams of better things. One day, while serving, she sees her Prince Charming, Prentice Blue. Although Blue has nothing but his social standing, the nouveau riche Nathaniel Flint wishes his daughter Helen to marry him in order to gain family status. Flint gives a big party for Helen, which attracts the attention of the Du Geen band of crooks. In a scheme, they furnish the unsuspecting Connie with proper clothes, transforming her, and she ends up at the party dancing with Blue, who is enchanted with her. As she departs, she accidentally leaves her slipper with Blue. Unknown to her, she has aided the crooks in stealing jewels that night, and her slipper contains the key to Flint's safe.

    Why it matches: Similar story and style · both comedy

  28. Strictly Confidential (1919)

    An English nobleman falls for and marries a beautiful young chorus girl. When he brings her home to the castle to meet his family, she is horrified to learn that she is niece, aunt, and/or cousin of all twenty-three of the staff of servants.

    Why it matches: Similar story and style · both comedy

  29. Pardon My French (1921)

    A traveling theatrical troupe is stranded in a small town, and the leading ingenue, Polly, returns to her New York City hometown broke. She and her friend Bunny, desperate for a job, convince the Hawkers, a "nouveau riche" family from Kansas, that they are French and an experienced maid-and-butler team. Young Zeke Hawker is smitten with Polly, but Polly is attracted to their neighbor, a famous actor named MacGillicuddy. One night at a swanky party given by Mrs. Hawker, her jewels wind up stolen, and Polly is suspected of it. Complications ensue until Polly discovers who the real thieves are.

    Why it matches: Similar story and style · both comedy

  30. The Gold Cure (1919)

    Annice Paisch and her friend, Edna Lawson, almost despair of finding husbands in their dull hometown until Annice is struck with the idea of strewing tacks over the heavily traveled road that passes her house. New Yorker Vance Duncan promptly has an accident and is forced to recuperate in the home of Annice's father, the local doctor. Vance sends Annice to the telegraph station to wire his uncle, Mike Darcy, and there she meets detective Robert Cord, who informs her that Vance is a hopeless alcoholic. Uncle Mike arrives and Annice immediately falls in love with him, while Edna longs for Vance. Cord has Vance imprisoned in Dr. Dumbbell's Sanitarium for Drunkards, but Annice, masquerading as a patient, smuggles him out. They arrive home to find someone else's "Uncle Mike" chastising the detective for tracking down the wrong man, and the four young lovers finally are left in peace.

    Why it matches: Similar story and style · both comedy

Like Castles in the Air and something else?

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

Frequently asked questions

What are the best movies like Castles in the Air?

The closest matches to Castles in the Air are Let's Make Love (1960), Players (2024) and How I Got Into College (1989). Below are 27 more, each with the reason it matches.

What should I watch after Castles in the Air?

Start with Let's Make Love (1960), the closest match to Castles in the Air.

What is the highest-rated movie like Castles in the Air?

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

What is the newest movie like Castles in the Air?

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

Are there English movies like Castles in the Air?

Yes: Let's Make Love (1960), Players (2024) and How I Got Into College (1989).

How are movies similar to Castles in the Air chosen?

First come films that Trakt’s viewers watch alongside Castles in the Air, 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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