If you love “When Harry Met Sally” and have watched it multiple times, you might be looking for movies with a similar vibe. Don’t worry, I’ve got you covered! After doing some research and reading reviews, I’ve curated a list of movies that, while not the same, share some similarities with “When Harry Met Sally.”
10+ movies List of Similar to Harry Met Sally
- Boomerang
- Chasing Amy
- Love, Simon
- Four Weddings And A Funeral
- Always Be My Maybe
- The Big Sick
- She’s Gotta Have It
- Groundhog Day
- Roman Holiday
- Bring it On
- Long Shot
- The lovebirds
Boomerang
In Boomerang, Eddie Murphy plays a womanizing executive who experiences a change when his new boss, a female version of himself, treats him the way he treats women.
| Cast | Eddie Murphy |
| Release(Year) | 1992 |
Chasing Amy
In Chasing Amy, Ben Affleck plays a comic book writer who falls in love with a woman, only to discover she is gay. The movie deals with relationship issues and the strain on friendships.
| Cast | Ben Affleck |
| Release(Year) | 1997 |
Love, Simon
Love, Simon is about a high school boy, Simon, who is secretly gay. He tries to find out who his online crush is while dealing with someone who threatens to reveal his secret.
| Cast | Nick Robinson |
| Release(Year) | 2018 |
Four Weddings And A Funeral
In Four Weddings and a Funeral, Hugh Grant and Andie MacDowell star in a story about a group of friends who experience love and heartbreak over several weddings and a funeral.
| Cast | Hugh Grant, Andie MacDowell |
| Release(Year) | 1994 |
Always Be My Maybe
Always Be My Maybe features Randall Park and Ali Wong as childhood sweethearts who reconnect as adults and confront their past feelings and present lives.
| Cast | Randall Park, Ali Wong |
| Release(Year) | 2019 |
The Big Sick
The Big Sick is based on a true story. Kumail Nanjiani, a stand-up comic, falls in love with Emily. After a fight, she falls into a coma, and Kumail has to navigate their relationship on his own until she wakes up.
| Cast | Kumail Nanjiani, Zoe Kazan |
| Release(Year) | 2017 |
She’s Gotta Have It
She’s Gotta Have It is Spike Lee’s debut film about Nola Darling, a woman in New York trying to decide between three men, each with unique qualities.
| Cast | Tracy Camilla Johns |
| Release(Year) | 1986 |
Groundhog Day
In Groundhog Day, Bill Murray plays a weatherman who finds himself living the same day over and over again. He learns to become a better person and wins the love of his producer.
| Cast | Bill Murray, Andie MacDowell |
| Release(Year) | 1993 |
Roman Holiday
Roman Holiday stars Audrey Hepburn as a princess who escapes her royal duties for a few days and falls in love with a news reporter, played by Gregory Peck.
| Cast | Audrey Hepburn, Gregory Peck |
| Release(Year) | 1953 |
Bring It On
Bring It On is a teen comedy. It follows two high school cheerleading teams competing in a national contest. Released on August 25, 2000, it was a box-office success, grossing over $90.5 million and receiving positive reviews.
| Cast | Kirsten Dunst, Gabrielle Union |
| Release(Year) | 2000 |
Long Shot
Long Shot is a 2019 romantic comedy. The story is about a news reporter who reconnects with his former nanny, now the U.S. Secretary of State, who hires him as her speechwriter for her presidential campaign.
| Cast | Seth Rogen, Charlize Theron |
| Release(Year) | 2019 |
The Lovebirds
The Lovebirds is a 2020 romantic comedy. The story follows a couple who witness a murder and go on the run. Initially set for a theatrical release, it was moved to Netflix on May 22, 2020, due to the COVID-19 pandemic. It received mixed reviews, but Rae and Nanjiani’s performances were praised.
| Cast | Kumail Nanjiani, Issa Rae |
| Release(Year) | 2020 |
FAQs
Is When Harry Met Sally the best rom-com ever?
It’s highly regarded, but opinions vary. Many appreciate its witty dialogue, the chemistry between Billy Crystal and Meg Ryan, and the exploration of friendships turning into love.
What makes When Harry Met Sally so good?
Its witty dialogue, the chemistry between Billy Crystal and Meg Ryan, and the exploration of friendships turning into love are often cited as reasons for its enduring appeal.
Are the old couples in When Harry Met Sally real?
No, they’re portrayed by actors. Their stories, however, add depth to the film’s exploration of love and relationships.
What to watch if I liked When Harry Met Sally?
Consider “You’ve Got Mail,” “Sleepless in Seattle,” “Four Weddings and a Funeral,” and “Notting Hill” for more romantic comedy favorites.
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