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10+ Movies like When Harry Met Sally: Must watch in 2024

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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

  1. Boomerang
  2. Chasing Amy
  3. Love, Simon
  4. Four Weddings And A Funeral
  5. Always Be My Maybe
  6. The Big Sick
  7. She’s Gotta Have It
  8. Groundhog Day
  9. Roman Holiday
  10. Bring it On
  11. Long Shot
  12. The lovebirds


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.

CastEddie Murphy

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.

CastBen Affleck

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.

CastNick Robinson

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.

CastHugh Grant, Andie MacDowell

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.

CastRandall Park, Ali Wong

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.

CastKumail Nanjiani, Zoe Kazan

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.

CastTracy Camilla Johns

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.

CastBill Murray, Andie MacDowell

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.

CastAudrey Hepburn, Gregory Peck

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.

CastKirsten Dunst, Gabrielle Union

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.

CastSeth Rogen, Charlize Theron

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.

CastKumail Nanjiani, Issa Rae


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.

Also Read: 10+ Movies like Vivarium

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