The Top 20 Greatest Romantic Comedies of All-Time, According to Fans

Welcome to our ultimate rom-com ranking! Enjoy the finest selection of timeless classics and modern favorites, voted by thousands of people in an online poll. These top rom-coms are beloved by critics and audiences alike, offering a perfect mix of romance and comedy. With something for every mood, indulge in heartwarming romance, uproarious laughter, or a feel-good escape.

20^th: Notting Hill (1999)

Notting Hill was released in 1999 and stars Julia Roberts and Hugh Grant. The movie follows the unlikely romance between a humble London bookstore owner and a famous Hollywood actress, exploring the challenges of love across social and cultural divides.

19^th: Breakfast at Tiffany’s (1961)

Breakfast at Tiffany’s was released in 1961 and stars Audrey Hepburn and George Peppard. The movie tells the story of Holly Golightly, a stylish and eccentric young woman living in New York City, and her budding relationship with her neighbor, a struggling writer. It received five Academy Awards nominations, including Best Actress for Audrey Hepburn, and ended up taking home the awards for Best Song and Best Music Score of a Dramatic or Comedy Picture.

18^th: Enchanted (2007)

Enchanted is a fantasy romantic comedy film released in 2007, starring Amy Adams, Patrick Dempsey, James Marsden, and Susan Sarandon. The movie follows the story of Giselle, a fairy tale princess who is transported to modern-day New York City and must navigate the complexities of real-life romance while still clinging to her fairy tale ideals. Amy Adams received critical acclaim for her performance, earning a Golden Globe nomination for Best Actress in a Motion Picture — Musical or Comedy.

17^th: 13 Going on 30 (2004)

13 Going on 30 was released in 2004 and stars Jennifer Garner, Mark Ruffalo, and Judy Greer. The movie tells the story of Jenna Rink, a 13-year-old girl who magically transforms into her 30-year-old self overnight and must navigate adulthood while rediscovering the importance of friendship and staying true to oneself.

16^th: Crazy, Stupid, Love. (2011)

Crazy, Stupid, Love. was released in 2011 and stars Steve Carell, Ryan Gosling, Julianne Moore, and Emma Stone. The movie focuses on the intertwined lives of several characters as they navigate the ups and downs of love and relationships, exploring themes of infidelity, self-discovery, and redemption.

15^th: Love Actually (2003)

Love Actually was released in 2003 and stars an ensemble cast including Hugh Grant, Emma Thompson, Liam Neeson, Colin Firth, and Keira Knightley. The movie weaves together multiple love stories set during the Christmas season in London, exploring themes of romance, heartbreak, and the interconnectedness of people’s lives.

14^th: Overboard (1987)

Overboard was released in 1987 and stars Goldie Hawn and Kurt Russell. The movie follows the story of a wealthy and spoiled heiress who suffers amnesia after falling off her yacht and is tricked into believing she is the wife of a working-class carpenter. Although it failed to win any major awards, it became a box office success and remains a cult classic, celebrated for its humor, chemistry between Hawn and Russell, and heartwarming storyline.

13^th: The Wedding Singer (1998)

The Wedding Singer was released in 1998 and stars Adam Sandler and Drew Barrymore. The movie revolves around Robbie Hart, a wedding singer, who falls for Julia, a waitress, while helping her plan her wedding, despite being engaged himself.

12^th: The Holiday (2006)

The Holiday was released in 2006 and stars Cameron Diaz, Kate Winslet, Jude Law, and Jack Black. The movie follows two women from opposite sides of the Atlantic who swap homes for the holidays in search of a change of scenery and end up finding love unexpectedly.

11^th: 50 First Dates (2004)

50 First Dates was released in 2004 and stars Adam Sandler and Drew Barrymore. The movie follows the story of a man who falls for a woman with short-term memory loss, reliving the same day over and over again in her mind, forcing him to win her heart anew every day.

10^th: Sleepless in Seattle (1993)

Sleepless in Seattle was released in 1993 and stars Tom Hanks and Meg Ryan. The movie centers on the story of a widower who, after his son calls into a radio talk show, captures the attention of a woman on the other side of the country, leading to a series of serendipitous events as they try to find each other.

9^th: How to Lose a Guy in 10 Days (2003)

How to Lose a Guy in 10 Days was released in 2003 and stars Kate Hudson and Matthew McConaughey. The movie follows the story of a journalist who bets she can make a man break up with her in 10 days, while the man simultaneously bets he can make her fall in love with him.

8^th: When Harry Met Sally... (1989)

When Harry Met Sally... was released in 1989 and stars Billy Crystal and Meg Ryan. The movie revolves around the decades-long relationship between Harry and Sally as they navigate friendship, love, and the age-old question of whether men and women can truly be just friends. It received critical acclaim and was nominated for an Academy Award for Best Original Screenplay, written by Nora Ephron, and earned Meg Ryan a Golden Globe nomination for Best Actress in a Motion Picture — Comedy or Musical.

7^th: You’ve Got Mail (1998)

You’ve Got Mail was released in 1998 and stars Tom Hanks and Meg Ryan. The movie follows the story of two people who unknowingly become email pen pals while also engaging in a rivalry as business competitors in the same neighborhood.

6^th: Sweet Home Alabama (2002)

Sweet Home Alabama was released in 2002 and stars Reese Witherspoon, Josh Lucas, and Patrick Dempsey. The movie centers on Melanie Carmichael, a New York fashion designer who returns to her Southern roots in Alabama to divorce her childhood sweetheart and marry her wealthy fiancé, only to rekindle old flames and rediscover the true meaning of love.

5^th: Legally Blonde (2001)

Legally Blonde was released in 2001 and stars Reese Witherspoon, Luke Wilson, and Selma Blair. The focuses on the journey of Elle Woods, a fashion-conscious sorority girl who enrolls in Harvard Law School to win back her ex-boyfriend, only to discover her own potential and passion for the law. It won three MTV Movie Awards, including Best Comedic Performance for Reese Witherspoon, and spawned a successful Broadway musical adaptation.

4^th: While You Were Sleeping (1995)

While You Were Sleeping was released in 1995 and stars Sandra Bullock, Bill Pullman, and Peter Gallagher. The movie follows the story of Lucy, a lonely transit worker who saves a man from an oncoming train and inadvertently becomes involved in his family’s life after he falls into a coma, leading to unexpected love and misunderstandings.

3^rd: Pretty Woman (1990)

Pretty Woman was released in 1990 and stars Julia Roberts and Richard Gere. The movie revolves around the unlikely romance between a wealthy businessman and a vivacious prostitute he hires to accompany him to social events, leading to unexpected love and personal transformation for both characters. It received widespread acclaim and earned Julia Roberts a Golden Globe Award for Best Actress in a Motion Picture — Musical or Comedy, solidifying its status as a beloved classic in the romantic comedy genre.

2^nd: The Proposal (2009)

The Proposal was released in 2009 and stars Sandra Bullock and Ryan Reynolds. The movie follows the story of a Canadian book editor who convinces her assistant to marry her in order to avoid deportation, leading to a series of humorous and heartfelt situations as they navigate their fake engagement. Sandra Bullock earned a Golden Globe nomination for Best Actress in a Motion Picture — Musical or Comedy for her performance, and the movie was a commercial success, praised for its charming performances and witty script.

1^st: 10 Things I Hate About You (1999)

10 Things I Hate About You was released in 1999 and stars Heath Ledger, Julia Stiles, and Joseph Gordon-Levitt. The movie is a modern adaptation of William Shakespeare’s The Taming of the Shrew, set in a high school where a rebellious teenager attempts to woo the younger sister of a strict and overprotective girl.

If you’re now looking for a great TV show, check out this ranking especially tailored for women, but featuring universally acclaimed and beloved series.