Top 100 Romantic Comedy Movies List

#40 Romantic Comedy Movie

Serendipity (2001) PG-13

A couple reunite years after the night they first met, fell in love, and separated, convinced that one day they'd end up together.

Director:

Peter Chelsom

Writers:

Marc Klein

Stars:

John Cusack, Kate Beckinsale, Jeremy Piven

#39 Romantic Comedy Movie

The Girl Next Door (2004) R

A teenager's dreams come true when a former porn star moves in next door and they fall in love.

Director:

Luke Greenfield

Writers:

David Wagner, Brent Goldberg

Stars:

Emile Hirsch, Nicholas Downs, Elisha Cuthbert, Timothy Olyphant

#38 Romantic Comedy Movie

While You Were Sleeping (1995) PG

A ticket-collecting romantic pretends to be engaged to an unconscious man but can't fool his brother.

Director:

Jon Turteltaub

Writers:

Daniel G. Sullivan, Fredric LeBow

Stars:

Sandra Bullock, Bill Pullman, Peter Gallagher

#37 Romantic Comedy Movie

Notting Hill (1999) PG-13

The life of a simple bookshop owner changes when he meets the most famous film star in the world.

Director:

Roger Michell

Writers:

Richard Curtis

Stars:

Hugh Grant, Julia Roberts, Richard McCabe

#36 Romantic Comedy Movie

Four Weddings and a Funeral (1994) R

Over the course of five social occasions, a committed bachelor must consider the notion that he may have discovered love.

Director:

Mike Newell

Writers:

Richard Curtis

Stars:

Hugh Grant, Andie MacDowell, James Fleet

Nick and Norah's Infinite Playlist movie

#35 Romantic Comedy Movie

Nick and Norah's Infinite Playlist (2008)
PG-13

High school student Nick O'Leary, member of the Queercore band The Jerk Offs, meets college-bound Norah Silverberg when she asks him to be her boyfriend for five minutes.

Director:

Peter Sollett

Writers:

Lorene Scafaria, Rachel Cohn

Stars:

Michael Cera, Kat Dennings, Aaron Yoo

#34 Romantic Comedy Movie

People Places Things (2015) R

Will Henry is a newly single graphic novelist balancing parenting his young twin daughters and a classroom full of students while exploring and navigating the rich complexities of new love and letting go of the woman who left him.

Director:

James C. Strouse

Writers:

James C. Strouse

Stars:

Jemaine Clement, Regina Hall, Jessica Williams

#33 Romantic Comedy Movie

Sex and the City (2008) R

A New York writer on sex and love is finally getting married to her Mr. Big. But her three best girlfriends must console her after one of them inadvertently leads Mr. Big to jilt her.

Director:

Michael Patrick King

Writers:

Michael Patrick King, Candace Bushnell

Stars:

Sarah Jessica Parker, Kim Cattrall, Cynthia Nixon

#32 Romantic Comedy Movie

Just Friends (2005) PG-13

While visiting his hometown during Christmas, a man comes face-to-face with his old high school crush whom he was best friends with -- a woman whose rejection of him turned him into a ferocious womanizer.

Director:

Roger Kumble

Writers:

Adam 'Tex' Davis

Stars:

Ryan Reynolds, Amy Smart, Anna Faris

#31 Romantic Comedy Movie

Sleeping with Other People (2015) R

A good-natured womanizer and a serial cheater form a platonic relationship that helps reform them in ways, while a mutual attraction sets in.

Director:

Leslye Headland

Writers:

Leslye Headland

Stars:

Jason Sudeikis, Alison Brie, Jordan Carlos

#30 Romantic Comedy Movie

Can't Buy Me Love (1987) PG-13

A nerdy outcast secretly pays the most popular girl in school one thousand dollars to be his girlfriend.

Director:

Steve Rash

Writers:

Michael Swerdlick

Stars:

Patrick Dempsey, Amanda Peterson, Courtney Gains

#29 Romantic Comedy Movie

Father of the Bride (1991) PG

With his oldest daughter's wedding approaching, a father finds himself reluctant to let go.

Director:

Charles Shyer

Writers:

Frances Goodrich, Albert Hackett

Stars:

Steve Martin, Diane Keaton, Martin Short

#28 Romantic Comedy Movie

The Five-Year Engagement (2012) R

One year after meeting, Tom proposes to his girlfriend, Violet, but unexpected events keep tripping them up as they look to walk down the aisle together.

Director:

Nicholas Stoller

Writers:

Jason Segel, Nicholas Stoller

Stars:

Jason Segel, Emily Blunt, Chris Pratt

#27 Romantic Comedy Movie

Splash (1984) PG

A young man is reunited with a mermaid who saves him from drowning as a boy and falls in love not knowing who/what she is.

Director:

Ron Howard

Writers:

Brian Grazer, Bruce Jay Friedman

Stars:

Tom Hanks, Daryl Hannah, Eugene Levy

#26 Romantic Comedy Movie

Working Girl (1988) R

When a secretary's idea is stolen by her boss, she seizes an opportunity to steal it back by pretending she has her boss' job.

Director:

Mike Nichols

Writers:

Kevin Wade

Stars:

Melanie Griffith, Harrison Ford, Sigourney Weaver

#25 Romantic Comedy Movie

America's Sweethearts (2001) PG-13

A movie publicist deals with the messy public split of his movie's co-stars while keeping reporters at bay while a reclusive director holds the film's print hostage.

Director:

Joe Roth

Writers:

Billy Crystal, Peter Tolan

Stars:

Julia Roberts, John Cusack, Billy Crystal

#24 Romantic Comedy Movie

Clueless (1995) PG-13

A rich high school student tries to boost a new pupil's popularity, but reckons without affairs of the heart getting in the way.

Director:

Amy Heckerling

Writers:

Amy Heckerling

Stars:

Alicia Silverstone, Stacey Dash, Brittany Murphy

#23 Romantic Comedy Movie

Chasing Amy (1997) R

Holden and Banky are comic book artists. Everything's going good for them until they meet Alyssa, also a comic book artist. Holden falls for her, but his hopes are crushed when he finds out she's gay.

Director:

Kevin Smith

Writers:

Kevin Smith

Stars:

Ben Affleck, Joey Lauren Adams, Ethan Suplee

#22 Romantic Comedy Movie

One Crazy Summer (1986) PG

An aspiring teenage cartoonist and his friends come to the aid of a singer trying to save her family property from developers.

Director:

Savage Steve Holland

Writers:

Savage Steve Holland

Stars:

John Cusack, Demi Moore, Linda Warren

#21 Romantic Comedy Movie

The Wedding Singer (1998) PG-13

Robbie, a singer, and Julia, a waitress, are both engaged, but to the wrong people. Fortune intervenes to help them discover each other.

Director:

Frank Coraci

Writers:

Tim Herlihy

Stars:

Adam Sandler, Drew Barrymore, Christine Taylor

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Top 100 Romantic Comedy Movies List

#40 Romantic Comedy Movie

Serendipity (2001) PG-13

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#39 Romantic Comedy Movie

The Girl Next Door (2004) R

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#38 Romantic Comedy Movie

While You Were Sleeping (1995) PG

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#37 Romantic Comedy Movie

Notting Hill (1999) PG-13

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#36 Romantic Comedy Movie

Four Weddings and a Funeral (1994) R

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#35 Romantic Comedy Movie

Nick and Norah's Infinite Playlist (2008) PG-13

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#34 Romantic Comedy Movie

People Places Things (2015) R

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#33 Romantic Comedy Movie

Sex and the City (2008) R

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#32 Romantic Comedy Movie

Just Friends (2005) PG-13

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#31 Romantic Comedy Movie

Sleeping with Other People (2015) R

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#30 Romantic Comedy Movie

Can't Buy Me Love (1987) PG-13

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#29 Romantic Comedy Movie

Father of the Bride (1991) PG

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#28 Romantic Comedy Movie

The Five-Year Engagement (2012) R

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#27 Romantic Comedy Movie

Splash (1984) PG

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#26 Romantic Comedy Movie

Working Girl (1988) R

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#25 Romantic Comedy Movie

America's Sweethearts (2001) PG-13

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Nick and Norah's Infinite Playlist (2008)
PG-13