Movies like A Proposal Under Difficulties (1912)
The best movies like A Proposal Under Difficulties (1912) are Love Is in the Air (2023), The Prince & Me 4: The Elephant Adventure (2010) and What's Love Got to Do with It? (2023). If A Proposal Under Difficulties hooked you with its romance and comedy, these 30 similar films are what to watch next, and every pick says why it matches.
A Proposal Under Difficulties
Quick picks
- Highest ratedReturn to Me (2000)6.7/10 from 495 votes
- NewestBurnt Toast (2025)Released 2025
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 thisThe 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 thisWhat'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 thisI 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 thisReturn to Me (2000)
It took a lot of persuading to get Bob, a recently widowed architect, to go on a blind date at a quirky Irish-Italian eatery. Once there, he’s instantly smitten, not with his date, but with the sharp-witted waitress. Everything seems to be going great until an unbelievable truth is revealed, one that could easily break both of their hearts for good.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Popcorn FlickMovies like thisGood 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
SnoozefestMovies like thisLove, 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 thisThe Royal Treatment (2022)
Isabella runs her own salon and isn’t afraid to speak her mind, while Prince Thomas runs his own country and is about to marry for duty rather than love. When Izzy and her fellow stylists get the opportunity of a lifetime to do the hair for the royal wedding, she and Prince Thomas learn that taking control of their own destiny requires following their hearts.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Popcorn FlickMovies like thisWatching 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 thisShanghaied (1915)
A shipowner intends to scuttle his ship on its last voyage to get the insurance money. Charlie, a tramp in love with the owner's daughter, is grabbed by the captain and promises to help him shanghai some seamen. The daughter stows away to follow Charlie. Charlie assists in the galley and attempts to serve food during a gale.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisMy Wife's Relations (1922)
Buster and a woman are mistakenly married and her initially unfriendly family begins to treat him nicely when they come to believe he has a large inheritance awaiting him.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisOliver the Eighth (1934)
Barbershop owners Stan and Ollie answer an ad in the newspaper from a wealthy widow looking for a husband. Ollie only mails in his response and is invited to the widow's mansion. Stan discovers his unmailed letter and insists on tagging along. At the mansion, the widow's creepy butler informs them that the woman is crazy. She was once jilted by an Oliver and now her hobby is marrying Olivers and then slitting their throats. Now the boys must figure out how to escape.
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like thisOur Wife (1931)
Oliver is making plans to marry his sweetheart Dulcy with Stan as his best man, but the plans are thwarted when Dulcy's father sees a picture of Ollie and forbids the marriage. The couple plan to elope, and run away to a Justice of the Peace. After typical Laurel and Hardy blundering, they manage to sneak the girl away from her father's house.
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like thisDough and Dynamite (1914)
Pierre and Jacques are working as waiters at a restaurant where the cooks go on strike. When the two are forced to work as bakers, the striking cooks put dynamite in the dough, with explosive results.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisBeau Hunks (1931)
Stan and Ollie join the French Foreign Legion after Ollie's sweetheart rejects him.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisSolid Serenade (1946)
Tom ties up Spike and sneaks into the courtyard of the glamorous Toodles Galore with his bass, hoping to woo her with his song, much to the annoyance of a sleeping Jerry.
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like thisPerfect Day (1929)
Two families embark on a pleasant Sunday picnic but manage to run into a variety of issues with their temperamental automobile. Each incident requires repeated exits and reboardings by Laurel, Hardy, their wives and grouchy, gout-ridden Uncle Edgar.
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like thisA Knight for a Day (1946)
By accident, Cedric (Goofy), replaces his master, Sir Loinsteak, in the armor just before the joust with champion Sir Cumference.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisHard Luck (1921)
A down on his luck young man makes several attempts at committing suicide but fails them too. He then finds himself becoming more confident through a series of petty adventures, to such an extent that this becomes his undoing.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisThe Chaplin Revue (1959)
Three Chaplin silent comedies "A Dog's Life", "Shoulder Arms", and "The Pilgrim" are strung together to form a single feature length film. Chaplin provides new music, narration, and a small amount of new connecting material. "Shoulder Arms" is now described as taking place in a time before "the atom bomb".
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like thisNobody's Perfect (TBA)
When a calendar notification pops up, a frantic character tries to find the perfect date outfit.
Why it matches: Similar story and style · both comedy & romance
A Short Film About Kissing (2010)
Ian Marcus, the up-and-coming underwear model and method actor, falls for a local girl during the opening day of the Sundance Festival.
Why it matches: Similar story and style · both comedy & romance
Sunday Driver (2024)
Bazza's late for the match again, but he's confident he'll get there in time...until he bumps into the Sunday drivers...
Why it matches: Similar story and style · both comedy
Toast to You (2014)
According to the buttered-cat paradox, cats always land on their feet while buttered toast always lands buttered side down. But if we put a piece of buttered toast on the back of a cat with the buttered side up, and only one will land, which one will that be? Chen Tzu Chen was stood up by his boyfriend Lei-Wang on their third anniversary. While the wedding day of Lei and Hsu Nai Fang is getting closer, Tzu Chen and Lei’s relationship seems to be more tense. However, Tzu Chen can't take it anymore.
Why it matches: Similar story and style · both romance
Anthony (2014)
Christmas Eve. An enormous explosion tears through Lapland. Santa and his elf, Anthony, have crash-landed in the middle of nowhere on their busiest night.
Why it matches: Similar story and style · both comedy
King of the Cannibal Islands (1908)
Believed to be the first film to feature cannibals.
Why it matches: Similar story and style · both comedy
Exposure (2017)
The pattern-living Paul Fowler has his routines disrupted by the contact-seeking photographer Jane.
Why it matches: Similar story and style · both comedy
Sing Along (2013)
A sheltered boy with a dream of starring on Broadway survives day-to-day life by imagining the world as a musical.
Why it matches: Similar story and style · both comedy
Different, Night (2017)
Jong-su is visiting Seo-yeon who had compensated dating with him...
Why it matches: Similar story and style · both romance
Burnt Toast (2025)
A seedy virus is spreadding... is a digital epidemic closer than we think?
Why it matches: Similar story and style · both comedy
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Frequently asked questions
What are the best movies like A Proposal Under Difficulties?
The closest matches to A Proposal Under Difficulties are Love Is in the Air (2023), The Prince & Me 4: The Elephant Adventure (2010) and What's Love Got to Do with It? (2023). Below are 27 more, each with the reason it matches.
What should I watch after A Proposal Under Difficulties?
Start with Love Is in the Air (2023), the closest match to A Proposal Under Difficulties.
What is the highest-rated movie like A Proposal Under Difficulties?
Return to Me (2000), rated 6.7/10 by 495 TMDB users.
What is the newest movie like A Proposal Under Difficulties?
Burnt Toast (2025) is the most recent release on this list.
Are there English movies like A Proposal Under Difficulties?
Yes: Love Is in the Air (2023), The Prince & Me 4: The Elephant Adventure (2010) and What's Love Got to Do with It? (2023).
How are movies similar to A Proposal Under Difficulties chosen?
First come films that Trakt’s viewers watch alongside A Proposal Under Difficulties, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.