The 100 Best Romantic Comedies of All Time (Laugh, Love, Repeat)

Romantic comedies have a special kind of magic. They make us laugh, cry a little, believe in love again, and quote the same lines for decades. Whether you’re planning a cozy movie night, searching for a comfort watch, or building the ultimate rom-com binge list, this guide to the best romantic comedies has you covered.

From classic black-and-white charmers to modern hits and international favorites, this is the ultimate list of the 100 best romantic comedies of all time—movies that prove love is messy, hilarious, and totally worth it.

Why Romantic Comedies Never Go Out of Style

The best romantic comedies work because they blend relatable relationships, sharp humor, and emotional payoff. No matter the decade, the formula still hits:

• Two flawed people
  
  

• A misunderstanding (or ten)
  
  

• Witty banter
  
  

• A breakup montage
  
  

• A grand romantic gesture
  
  

And somehow… we never get tired of it.

The 100 Best Romantic Comedies (Ranked by Cultural Impact & Rewatchability)

Classic Romantic Comedies (Golden Age & Timeless Picks)

1. It Happened One Night (1934) – The original rom-com blueprint
   
   

2. Roman Holiday (1953) – Audrey Hepburn at her most charming
   
   

3. Some Like It Hot (1959) – Gender-bending comedy perfection
   
   

4. The Philadelphia Story (1940) – Sophisticated and sparkling
   
   

5. His Girl Friday (1940) – Rapid-fire dialogue still unmatched
   
   

6. An Affair to Remember (1957) – The tearjerker standard
   
   

7. Bringing Up Baby (1938) – Screwball chaos done right
   
   

8. The Apartment (1960) – Romance with real emotional depth
   
   

9. Sabrina (1954) – Love, fashion, and Paris vibes
   
   

10. When Harry Met Sally (1989) – The gold standard of modern rom-coms
    
    

90s & Early 2000s Rom-Com Royalty

11. Pretty Woman (1990) – A modern Cinderella story
    
    

12. Notting Hill (1999) – “I’m just a girl…” enough said
    
    

13. Four Weddings and a Funeral (1994) – British wit at its best
    
    

14. You’ve Got Mail (1998) – Enemies to lovers, email edition
    
    

15. 10 Things I Hate About You (1999) – Shakespeare, but make it teen
    
    

16. My Big Fat Greek Wedding (2002) – Family chaos and heartfelt love
    
    

17. Runaway Bride (1999) – Julia Roberts supremacy
    
    

18. Sleepless in Seattle (1993) – Destiny, but make it cozy
    
    

19. While You Were Sleeping (1995) – Accidental love done right
    
    

20. Clueless (1995) – A rom-com disguised as a fashion icon
    
    

Best Romantic Comedies of the 2000s

21. Love Actually (2003) – Multiple love stories, one holiday classic
    
    

22. How to Lose a Guy in 10 Days (2003) – Peak chemistry
    
    

23. Bridget Jones’s Diary (2001) – Messy, relatable, iconic
    
    

24. Hitch (2005) – Dating advice meets romance
    
    

25. The Wedding Planner (2001) – Comfort food cinema
    
    

26. Serendipity (2001) – Fate-driven romance
    
    

27. 27 Dresses (2008) – Enemies to lovers energy
    
    

28. Music and Lyrics (2007) – Underrated and adorable
    
    

29. Two Weeks Notice (2002) – Grumpy/sunshine perfection
    
    

30. Just Like Heaven (2005) – Romance with a supernatural twist
    
    

Modern Romantic Comedies (2010–Present)

31. Crazy Rich Asians (2018) – Glamour, heart, and representation
    
    

32. The Big Sick (2017) – Funny, raw, and deeply human
    
    

33. Set It Up (2018) – A true rom-com revival
    
    

34. Palm Springs (2020) – Time loops + romance = surprisingly deep
    
    

35. Always Be My Maybe (2019) – Childhood friends done right
    
    

36. Love, Simon (2018) – Sweet, sincere, and joyful
    
    

37. About Time (2013) – Romantic comedy that sneaks up on you
    
    

38. To All the Boys I’ve Loved Before (2018) – Gen-Z classic
    
    

39. Ticket to Paradise (2022) – Divorced parents, tropical chaos
    
    

40. Plus One (2019) – Weddings, wine, and complicated feelings
    
    

Teen & Coming-of-Age Rom-Com Favorites

41. Say Anything (1989) – The boombox scene lives forever
    
    

42. She’s All That (1999) – The makeover movie era
    
    

43. Easy A (2010) – Smart, sharp, and self-aware
    
    

44. The Kissing Booth (2018) – Messy but addictive
    
    

45. Love, Rosie (2014) – Missed chances and long-term love
    
    

46. Nick and Norah’s Infinite Playlist (2008) – One night, one city
    
    

47. The Half of It (2020) – Quiet, thoughtful, and modern
    
    

48. A Walk to Remember (2002) – Romantic, emotional, unforgettable
    
    

49. The Spectacular Now (2013) – Realistic and bittersweet
    
    

50. Angus, Thongs and Perfect Snogging (2008) – British teen chaos
    
    

International Romantic Comedies You’ll Love

51. Amélie (France) – Whimsical romance at its finest
    
    

52. My Sassy Girl (South Korea) – Hilarious and heartbreaking
    
    

53. Dilwale Dulhania Le Jayenge (India) – A cultural phenomenon
    
    

54. Love Me If You Dare (France) – Playful and intense
    
    

55. Crazy Little Thing Called Love (Thailand) – Sweet and sincere
    
    

56. The Lunchbox (India) – Subtle, mature romance
    
    

57. Romantics Anonymous (France) – Shy love done beautifully
    
    

58. What’s Your Number? (UK) – Modern dating dilemmas
    
    

59. Letters to Juliet (Italy/USA) – Love across generations
    
    

60. Something’s Gotta Give (USA) – Love has no age limit
    
    

Feel-Good & Comfort Romantic Comedies

61. The Holiday (2006) – Cozy perfection
    
    

62. Mamma Mia! (2008) – Singing, sunshine, and romance
    
    

63. Overboard (1987) – Questionable premise, undeniable charm
    
    

64. Down with Love (2003) – Retro fun with a twist
    
    

65. Leap Year (2010) – Ireland + fake dating
    
    

66. Kate & Leopold (2001) – Time travel romance
    
    

67. Moonstruck (1987) – Passion, family, and fate
    
    

68. The Proposal (2009) – Fake marriage, real chemistry
    
    

69. Working Girl (1988) – Ambition meets romance
    
    

70. French Kiss (1995) – Enemies, travel, love
    
    

Underrated & Cult Favorite Rom-Coms

71. Sleeping with Other People (2015) – Surprisingly mature
    
    

72. They Came Together (2014) – Rom-com parody gold
    
    

73. Obvious Child (2014) – Honest and funny
    
    

74. Plus One (2019) – Friendship to love done right
    
    

75. The Five-Year Engagement (2012) – Love isn’t always easy
    
    

76. Ruby Sparks (2012) – Creative and unsettling
    
    

77. About Last Night (2014) – Modern dating realism
    
    

78. Love & Other Drugs (2010) – Chemistry overload
    
    

79. Begin Again (2013) – Music, love, healing
    
    

80. High Fidelity (2000) – Breakups, records, self-reflection
    
    

Romantic Comedies That Broke the Mold

81. Eternal Sunshine of the Spotless Mind (2004) – Love and memory
    
    

82. Her (2013) – Romance in the digital age
    
    

83. 500 Days of Summer (2009) – Not a love story (really)
    
    

84. Silver Linings Playbook (2012) – Messy people, real love
    
    

85. The Lobster (2015) – Dark, weird, unforgettable
    
    

86. Lost in Translation (2003) – Quiet connection
    
    

87. Midnight in Paris (2011) – Nostalgia and romance
    
    

88. Punch-Drunk Love (2002) – Unconventional and intense
    
    

89. Scott Pilgrim vs. the World (2010) – Love, video games, chaos
    
    

90. Seeking a Friend for the End of the World (2012) – Love at the end
    
    

Final Must-Watch Romantic Comedies

91. The Princess Bride (1987) – True love never dies
    
    

92. As Good as It Gets (1997) – Growth and second chances
    
    

93. Before Sunrise (1995) – One night, endless conversation
    
    

94. Before Sunset (2004) – Love, years later
    
    

95. Before Midnight (2013) – Real relationships
    
    

96. Crazy, Stupid, Love (2011) – Multiple love stories done right
    
    

97. The Hating Game (2021) – Workplace enemies to lovers
    
    

98. Letters to Juliet (2010) – Romantic escapism
    
    

99. One Day (2011) – Love across time
    
    

100. When Harry Met Sally (1989) – Because it deserves saying twice
     
     

Final Thoughts: Why These Are the Best Romantic Comedies

The best romantic comedies aren’t just about falling in love—they’re about timing, growth, humor, and vulnerability. Whether you love classic Hollywood charm, modern realism, or international gems, this list proves there’s a rom-com for every mood and every stage of life.

So grab a blanket, pick a movie, and let yourself believe in love (again). 💕🍿