Romantic Comedies: Twenty fun classics to enjoy with anyone


Romantic comedies, often referred to as rom-coms, have been a beloved genre in the world of cinema for decades. They offer the perfect blend of humor, heartwarming moments, and, of course, romance. Whether you’re a hopeless romantic or just in the mood for a good laugh, romantic comedies have a special place in our hearts. In this article, we’ll take a look at the twenty of the best romantic comedies of all time, spanning several decades and showcasing the enduring appeal of this delightful genre.

Estimated reading time: 4 minutes

As usual, this list is in no particular order. But please don’t hesitate to comment on social media or on our Telegram channel to tell us which ones are your favorites or which ones you would have put on your list.

Twenty Fun Classic Romantic Comedies

Romantic Comedies: Twenty fun classics to enjoy with your partner
  1. “When Harry Met Sally…” (1989) Directed by Rob Reiner, this film explores the complexities of friendship and love as Harry (Billy Crystal) and Sally (Meg Ryan) navigate their evolving relationship.
  2. “Notting Hill” (1999) Julia Roberts and Hugh Grant shine in this charming tale of a British bookseller who falls for a famous American actress.
  3. “Pretty Woman” (1990) This classic pairing of Julia Roberts and Richard Gere tells the story of a wealthy businessman who hires a prostitute to accompany him for a week, resulting in an unexpected love story.
  4. “The Princess Bride” (1987) A timeless fairy tale filled with humor and romance, this Rob Reiner film takes viewers on a whimsical adventure with unforgettable characters.
  5. “Crazy, Stupid, Love” (2011) Steve Carell and Ryan Gosling deliver standout performances in this modern rom-com about rediscovering love and self-worth.
  6. “10 Things I Hate About You” (1999) A teen rom-com that stands the test of time, this film, inspired by Shakespeare’s “The Taming of the Shrew,” is both witty and heartwarming.
  7. “Groundhog Day” (1993) Bill Murray stars in this unique rom-com where he relives the same day over and over, offering a fresh perspective on life and love.
  8. “500 Days of Summer” (2009) This non-linear narrative explores the ups and downs of a relationship, offering a realistic take on love’s complexities.
  9. “Bridget Jones’s Diary” (2001) Renée Zellweger’s endearing portrayal of Bridget Jones is a hilarious journey through the trials and tribulations of dating in the modern world.
  10. “Love Actually” (2003) A heartwarming ensemble cast, including Hugh Grant and Emma Thompson, weaves multiple love stories together in the backdrop of the holiday season.
  11. “Annie Hall” (1977) Woody Allen’s iconic film explores the quirks and complications of a modern relationship, earning Diane Keaton an Academy Award for her performance.
  12. “The Wedding Singer” (1998) Adam Sandler and Drew Barrymore showcase their chemistry in this delightful ’80s-themed rom-com set in the world of weddings and love.
  13. “Silver Linings Playbook” (2012) Bradley Cooper and Jennifer Lawrence tackle mental health and romance in this touching and humorous film.
  14. “Four Weddings and a Funeral” (1994) Hugh Grant and Andie McDowell star in this British rom-com that explores love’s unpredictability through a series of weddings and funerals.
  15. “My Best Friend’s Wedding” (1997) Julia Roberts faces a dilemma when she realizes she’s in love with her best friend who’s about to get married, resulting in hilarious and heartfelt chaos.
  16. “Amélie” (2001) A whimsical French romantic comedy, “Amélie” follows the journey of a young woman who decides to change the lives of those around her for the better.
  17. “Hitch” (2005) Will Smith plays a professional “date doctor” who finds his own romantic life getting complicated in this lighthearted comedy.
  18. “Grounds for Divorce” (2000) This Indian rom-com explores the complexities of modern relationships and the consequences of divorce in a humorous and thought-provoking manner.
  19. “As Good as It Gets” (1997) Jack Nicholson and Helen Hunt shine in this unconventional rom-com about a misanthropic writer who finds love in the unlikeliest of places.
  20. “It Happened One Night” (1934) A classic from the Golden Age of Hollywood, this film stars Clark Gable and Claudette Colbert and laid the foundation for many rom-com tropes we know and love today.


Romantic comedies have a timeless appeal, providing laughter, love, and relatable moments for audiences of all ages. The twenty films listed above are just a glimpse into the rich tapestry of romantic comedies that have graced the silver screen over the years. Whether you’re a fan of classic Hollywood, modern indie flicks, or anything in between, there’s a romantic comedy for everyone to enjoy. So, grab some popcorn, cozy up on the couch, and let these heartwarming and hilarious films sweep you off your feet.

Which of these romantic comedies did you like the best? You are welcome to hit the buttons below and share your thoughts on any of the social media links provided.

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