Movies like When Harry Met Sally... (1989)
The best movies like When Harry Met Sally... (1989) are 200 Cigarettes (1999), Something Borrowed (2011) and The Apartment (1960). If When Harry Met Sally... 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 ratedThe Apartment (1960)8.2/10 from 2,844 votes
- NewestIs This Thing On? (2025)Released 2025
200 Cigarettes (1999)
In 1981 New York City, a collection of twentysomethings try to cope with relationships, loneliness, desire and their individual neuroses on New Years Eve.
Why it matches: Recommended by TMDB viewers · both comedy & drama
SnoozefestMovies like thisSomething Borrowed (2011)
Though Rachel is a successful attorney and a loyal, generous friend, she is still single. After one drink too many at her 30th-birthday celebration, Rachel unexpectedly falls into bed with her longtime crush, Dex -- who happens to be engaged to her best friend, Darcy. Ramifications of the liaison threaten to destroy the women's lifelong friendship, while Ethan, Rachel's confidant, harbors a potentially explosive secret of his own.
Why it matches: Recommended by TMDB viewers · both comedy & drama
Popcorn FlickMovies like thisThe Apartment (1960)
Bud Baxter is a minor clerk in a huge New York insurance company, until he discovers a quick way to climb the corporate ladder. He lends out his apartment to the executives as a place to take their mistresses. Although he often has to deal with the aftermath of their visits, one night he's left with a major problem to solve.
Why it matches: Recommended by TMDB viewers · both comedy & drama
Absolute CinemaMovies like thisLove, Rosie (2014)
Since the moment they met at age 5, Rosie and Alex have been best friends, facing the highs and lows of growing up side by side. A fleeting shared moment, one missed opportunity, and the decisions that follow send their lives in completely different directions. As each navigates the complexities of life, love, and everything in between, they always find their way back to each other - but is it just friendship, or something more?
Why it matches: Recommended by TMDB viewers · both romance & drama
Worth the HypeMovies like thisNew York, I Love You (2008)
New York, I Love You delves into the intimate lives of New Yorkers as they grapple with, delight in and search for love. Journey from the Diamond District in the heart of Manhattan, through Chinatown and the Upper East Side, towards the Village, into Tribeca, and Brooklyn as lovers of all ages try to find romance in the Big Apple.
Why it matches: Recommended by TMDB viewers · both comedy & drama
Popcorn FlickMovies like thisSomething from Tiffany's (2022)
One woman's life is forever changed by an engagement ring meant for someone else.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Popcorn FlickMovies like thisCafé Society (2016)
The story of a young man who arrives in Hollywood during the 1930s hoping to work in the film industry, falls in love, and finds himself swept up in the vibrant café society that defined the spirit of the age.
Why it matches: Recommended by TMDB viewers · both comedy & drama
Popcorn FlickMovies like thisBridget Jones: Mad About the Boy (2025)
Bridget Jones navigates life as a widow and single mum with the help of her family, friends, and former lover, Daniel. Back to work and on the apps, she's pursued by a younger man and maybe – just maybe – her son's science teacher.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Popcorn FlickMovies like thisShortcomings (2023)
When his girlfriend leaves for New York City on a 3-month-long internship, a strongly opinionated Berkeley arthouse movie theater manager begins exploring life as a bachelor.
Why it matches: Recommended by TMDB viewers · both comedy & drama
Popcorn FlickMovies like thisIs This Thing On? (2025)
As their marriage quietly unravels, Alex faces middle age and an impending divorce, seeking new purpose in the New York comedy scene while Tess confronts the sacrifices she made for their family—forcing them to navigate co-parenting, identity, and whether love can take a new form.
Why it matches: Recommended by TMDB viewers · both comedy & drama
Popcorn FlickMovies like thisAnnie Hall (1977)
New York comedian Alvy Singer falls in love with the ditsy Annie Hall.
Why it matches: Recommended by TMDB viewers · both comedy & drama
Worth the HypeMovies like thisThe Baltimorons (2025)
A newly sober man's Christmas Eve dental emergency leads to an unexpected romance with his older dentist as they explore Baltimore together.
Why it matches: Recommended by TMDB viewers · both comedy & drama
Popcorn FlickMovies like thisPaper Man (2009)
A coming-of-middle-age comedy that chronicles the unlikely friendship between failed author Richard Dunne and a Long Island teen who teaches him a thing or two about growing up, all under the disapproving eye of his long-suffering wife and his imaginary Superhero friend.
Why it matches: Recommended by TMDB viewers · both comedy & drama
Popcorn FlickMovies like thisMy Dinner with Andre (1981)
Wally, a struggling playwright and actor, reluctantly agrees to catch up with his old friend Andre, a theater director who disappeared several years prior in order to travel the world. Meeting at a posh Manhattan restaurant, the two share life stories, anecdotes and philosophical musings over the course of an evening meal.
Why it matches: Recommended by TMDB viewers · both drama & comedy
Worth the HypeMovies like thisCrossing 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
SnoozefestMovies like thisCarol (2015)
In 1950s New York, a department-store clerk who dreams of a better life falls for an older, married woman.
Why it matches: Recommended by TMDB viewers · both romance & drama
Worth the HypeMovies like thisThe Wrong Paris (2025)
Dawn thinks she's joining a dating show in Paris, France, only to land in Paris, Texas. She has an exit plan — until sparks fly with the cowboy bachelor.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Popcorn FlickMovies like thisAlways Be My Maybe (2019)
Reunited after 15 years, famous chef Sasha and hometown musician Marcus feel the old sparks of attraction, but struggle to adapt to each other's worlds.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Popcorn FlickMovies like this12 Dates of Christmas (2011)
In an attempt to win back her ex-boyfriend Jack on Christmas Eve, Kate ends up ruining her blind date with Miles, a handsome guy she's been set up with. In a strange twist of fate, Kate is magically given the chance to re-live Christmas Eve twelve times!
Why it matches: Recommended by TMDB viewers · both romance & comedy
Popcorn FlickMovies like thisOne Day (2011)
After spending the night together on the eve of their college graduation, Dexter and Emma are shown each year on the same date to see where they are in their lives. They are sometimes together, and sometimes not.
Why it matches: Recommended by TMDB viewers · both drama & romance
Worth the HypeMovies like thisNight on Earth (1991)
A quintet of cabbies in five cities and their remarkable fares on the same eventful night.
Why it matches: Similar story and style · both comedy & drama
Worth the HypeMovies like thisSummer Storm (2004)
Tobi and Achim, the pride of the local crew club, have been the best of friends for years and are convinced that nothing will ever stand in the way of their friendship. They look forward to the upcoming summer camp and the crew competition. Then the gay team from Berlin arrives and Tobi is totally confused. The evening before the races begin, the storm that breaks out is more than meteorological.
Why it matches: Similar story and style · both comedy & drama
Popcorn FlickMovies like thisPopular Music (2004)
Matti and Niila, growing up in the mid-sixties in the harsh and conservative environment of a Finnish-speaking part of Tornedalen in Swedish Laponia, close to the Finnish border. Their big dream is to become rock stars. In the present the now grown-up Matti feels guilt for the death of his drug-addicted rock star friend Niila.
Why it matches: Similar story and style · both comedy & drama
Popcorn FlickMovies like thisAlmost Salinas (2001)
Life takes a strange turn when a group of outsiders come to the small town of Cholame, the famed site of James Dean's fatal car crash. Cholame's only business, a diner owned by Max (John Mahoney), is overrun by this glamorous group while the diner's short order cook (Ian Gomez) and waitress (Virginia Madsen) get caught up into this new, exciting world. Unknown to the rest, a magazine reporter (Linda Emond) arrives in town to uncover a dark secret that Max has kept hidden for over forty years.
Why it matches: Similar story and style · both comedy & drama
SommerHundeSöhne (2005)
Summer is the time to travel, enjoy life, and do or leave what you want. A motor home with two occupants makes its way south. But the two travelers do not travel voluntarily, and certainly not together.
Why it matches: Similar story and style · both comedy & drama
Reclaim Your Brain (2007)
Frustrated, because he is forced to produce bad TV-shows, a manager of a TV-station, enters the station and manipulates the ratings, to initiate a TV-revolution.
Why it matches: Similar story and style · both comedy & drama
Popcorn FlickMovies like thisMy Blueberry Nights (2007)
Elizabeth has just been through a particularly nasty breakup, and now she's ready to leave her friends and memories behind as she chases her dreams across the country. In order to support herself on her journey, Elizabeth picks up a series of waitress jobs along the way. As Elizabeth crosses paths with a series of lost souls whose yearnings are even greater than her own, their emotional turmoil ultimately helps her gain a greater understanding of her own problems...
Why it matches: Similar story and style · both drama & romance
Popcorn FlickMovies like thisThe Station Agent (2003)
When his only friend dies, a man born with dwarfism moves to rural New Jersey to live a life of solitude, only to meet a chatty hot dog vendor and a woman dealing with her own personal loss.
Why it matches: Similar story and style · both drama & comedy
Worth the HypeMovies like thisAddicted to Love (1997)
Good-natured astronomer Sam is devastated when the love of his life leaves him for a suave Frenchman. He therefore does what every other normal dumpee would do — go to New York and set up home in the abandoned building opposite his ex-girlfriend's apartment, wait until she decides to leave her current lover, and then win her back.
Why it matches: Similar story and style · both comedy & romance
Popcorn FlickMovies like thisEyes Wide Shut (1999)
After Dr. Bill Harford's wife, Alice, admits to having sexual fantasies about a man she met, Bill becomes obsessed with having a sexual encounter. He discovers an underground sexual group and attends one of their meetings -- and quickly discovers that he is in over his head.
Why it matches: Similar story and style · both drama
Worth the HypeMovies like this
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Frequently asked questions
What are the best movies like When Harry Met Sally...?
The closest matches to When Harry Met Sally... are 200 Cigarettes (1999), Something Borrowed (2011) and The Apartment (1960). Below are 27 more, each with the reason it matches.
What should I watch after When Harry Met Sally...?
Start with 200 Cigarettes (1999), the closest match to When Harry Met Sally....
What is the highest-rated movie like When Harry Met Sally...?
The Apartment (1960), rated 8.2/10 by 2,844 TMDB users.
What is the newest movie like When Harry Met Sally...?
Is This Thing On? (2025) is the most recent release on this list.
Are there English movies like When Harry Met Sally...?
Yes: 200 Cigarettes (1999), Something Borrowed (2011) and The Apartment (1960).
How are movies similar to When Harry Met Sally... chosen?
First come films that Trakt’s viewers watch alongside When Harry Met Sally..., then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.