Movies like The Love Letter (1999)
The best movies like The Love Letter (1999) are Secret Admirer (1985), Desperados (2020) and Playing It Cool (2014). If The Love Letter 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
- Highest rated¿Quieres ser mi hijo? (2023)8.4/10 from 378 votes
- NewestWicker (2026)Released 2026
Secret Admirer (1985)
An anonymous love letter left in Michael Ryan's locker on the last day of school wreaks havoc on his life and the lives of everyone who comes in contact with it.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisDesperados (2020)
A panicked young woman and her two best friends fly to Mexico to delete a ranting email she sent to her new boyfriend. On arrival, they run into her former beau, who soon gets caught up in their frantic scheme.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisPlaying It Cool (2014)
A young man meets and instantly falls in love with an engaged woman.
Why it matches: Recommended by TMDB viewers · both comedy & romance
SnoozefestMovies like thisThe 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
SnoozefestMovies like this¿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 thisWicker (2026)
On the outskirts of a village by the sea, lives a Fisherwoman; smelly, single and perpetually ridiculed. One day, fed up with her stuffy, small-minded neighbours, she commissions herself a husband to be made from wicker. In an otherwise conservative town, this unconventional romance sparks outrage, jealousy and chaos.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Worth the HypeMovies like thisI Want You Back (2022)
Peter and Emma thought they were on the precipice of life’s biggest moments – marriage, kids, and houses in the suburbs – until their respective partners dumped them. Horrified to learn that the loves of their lives have already moved on, Peter and Emma hatch a hilarious plan to win back their exes with unexpected results.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisThe 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 thisSplendor (1999)
Veronica is a white-bread beauty searching for a good man in Los Angeles. While slam dancing at a Halloween rave, she meets Abel, a sensitive poet. Then she meets Zed, a supersexy tattooed drummer with incredible biceps. Who will she choose? Does she go for true love or cheap sex? She can't decide so she chooses both. But after managing to nurture a picture-perfect threesome, along comes Ernest, a rich movie director with deep baby blues that sweep Veronica off her feet. What's a girl to do now?
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisA 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
SnoozefestMovies like thisStarting Over (1979)
After divorcing his ambitious singer wife, a middle-aged man begins a new relationship with a teacher.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisPuppy 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 thisLate Night Shopping (2001)
Four friends Sean, Vincent, Lenny and Jody find themselves at something of a deadend. Trapped in a twilight world of permanent night shift work, they hang out together in the local cafe, drinking coffee and entertaining themselves by observing Vincent's unwavering success in pulling women. There seems to be little prospect of change...until Vincent accidentally sleeps with Sean's girlfriend.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisMr. 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
SnoozefestMovies like thisCuban 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 thisRoald Dahl's Esio Trot (2015)
Retired bachelor Mr Hoppy is hopelessly in love with his neighbour Mrs Silver, but she is only interested in her pet tortoise Alfie - until Mr Hoppy hatches an audacious plan.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Popcorn FlickMovies like thisLong Weekend (2021)
Bart's chance encounter with the enigmatic Vienna leads to a whirlwind weekend together. The two fall fast and hard, but both carry secrets that could be their undoing or the chance for a fresh start.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Popcorn FlickMovies like thisThe Mating Habits of the Earthbound Human (1999)
David Hyde Pierce, playing an alien (credited as infinity-cubed in the opening credits), narrates a courtship in a late-20th century American city as an extraterrestrial nature documentary. The relationship "footage" is played straight, while the voice-over (with its most often wildly inaccurate theories) and elaborate visual metaphors add comedy.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisThe Tao of Steve (2000)
In college, Dex was the big man on campus. Ten years later, now an overweight kindergarten teacher, Dex is immune to the shocked stares of the women who were once his conquests. While trying to pick up the bartender, he is struck by the gorgeous Syd. Through a series of circumstances, Syd and Dex are thrown together and he soon finds himself questioning his belief in all things Steve.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisThe Knack... and How to Get It (1965)
A nebbish schoolteacher begs his smooth (and misogynistic) pal to teach him 'the knack' – how to score with women. Serendipitously, the men meet up with a new girl in town, as well as a friendly lunatic who can’t help but paint things white.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisWilbur Wants to Kill Himself (2002)
The strange comedy film of two close brothers; one, Wilbur, who wants to kill himself, and the other, Harbour, who tries to prevent this. When their father dies leaving them his bookstore they meet a woman who makes their lives a bit better yet with a bit more trouble as well.
Why it matches: Similar story and style · both comedy & romance
Popcorn FlickMovies like thisLove on the Run (1979)
Now in his thirties, Antoine Doinel is a divorced proofreader in love with a record seller. Colette Tazzi, now a lawyer, buys his first published autobiography, leading them to a chance meeting.
Why it matches: Similar story and style · both romance & comedy
Worth the HypeMovies like thisNotting Hill (1999)
London bookstore owner William Thacker's quiet life turns upside down when a chance encounter with famous actress Anna Scott sparks an unlikely romance challenged by their vastly different worlds.
Why it matches: Similar story and style · both romance & comedy
Worth the HypeMovies like thisA Guy Thing (2003)
Paul Morse is a good guy. When his friends throw him a wild bachelor party, he just wants to keep his conscience clean -- which is why he's shocked when he wakes up in bed with a beautiful girl named Becky and can't remember the night before. Desperate to keep his fiancée, Karen, from finding out what may or may not be the truth, he tells her a teensy lie. Soon his lies are spiraling out of control and his life is a series of comical misunderstandings.
Why it matches: Similar story and style · both comedy & romance
SnoozefestMovies like thisLove Love You (2015)
A couple's love is tested when one partner must move in with an attractive new student, while the other gets a surprise visitor from his past.
Why it matches: Similar story and style · both comedy & romance
Hello-Goodbye (1970)
A car salesman journeys to France and encounters an apparently lonely woman. He immediately begins to successfully woo her only to learn that she is actually a baron's wife. Fortunately, the baron believes in open marriages and winds up hiring the Englishman to teach his son (from an earlier marriage) everything about automobiles. Meanwhile the car salesman finds himself falling seriously in love with the wife. The baron really doesn't mind as he himself is involved with another.
Why it matches: Similar story and style · both comedy & romance
Before Sunset (2004)
Nine years later, Jesse travels across Europe giving readings from a book he wrote about the night he spent in Vienna with Celine. After his reading in Paris, Celine finds him, and they spend part of the day together before Jesse has to again leave for a flight. They are both in relationships now, and Jesse has a son, but as their strong feelings for each other start to return, both confess a longing for more.
Why it matches: Similar story and style · both romance
Worth the HypeMovies like thisMasterpiece (2025)
Margo, a struggling painter, risks losing everything when the revelation of an affair threatens her future. After an uninvited guest arrives at her dinner party, she confronts the sins and secrets of her past in a chaotic, hilarious evening of misunderstandings and heartbreaks.
Why it matches: Similar story and style · both comedy
The Big Fool (1967)
Businessman Telis Birkas (Periklis Hristoforidis) decides to marry his daughter Antzela (Sasa Kastoura) with a nice guy, his accountant Dinos (Dinos Iliopoulos). Antzela though does not want to hear a word about it. Telis, decides to train Dinos in order for him to win his daughter's heart. Training does not go so well and so the call in the big guns.
Why it matches: Similar story and style · both comedy
Every Cloud Has a Silver Lining (1958)
Kostas (Dinos Iliopoulos), a small-time lawyer is tasked with accompanying Smaro (Smaroula Giouli), a young rich heiress, from the country to Athens where she wants to sell her estate. Kostas though starts a day late and Smaro goes to Athens by herself. In the end after much wandering and misunderstandings Kostas will meet Smaro who will fall in love with him.
Why it matches: Similar story and style · both comedy
Like The Love Letter and something else?
Blend two favourites and we’ll find the films in between.
Frequently asked questions
What are the best movies like The Love Letter?
The closest matches to The Love Letter are Secret Admirer (1985), Desperados (2020) and Playing It Cool (2014). Below are 27 more, each with the reason it matches.
What should I watch after The Love Letter?
Start with Secret Admirer (1985), the closest match to The Love Letter.
What is the highest-rated movie like The Love Letter?
¿Quieres ser mi hijo? (2023), rated 8.4/10 by 378 TMDB users.
What is the newest movie like The Love Letter?
Wicker (2026) is the most recent release on this list.
Are there English movies like The Love Letter?
Yes: Secret Admirer (1985), Desperados (2020) and Playing It Cool (2014).
How are movies similar to The Love Letter chosen?
First come films that Trakt’s viewers watch alongside The Love Letter, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.