The following list is the Official Definitive List of the 300 best romantic comedies of all time.
I averaged 32 different ranked lists of “Best romantic comedy movies of all time” to get this definitive compilation.  See my Methodology page for the research process that was used, including all 32 lists that were averaged. Below is a viewing checklist that you’re welcome to print and use, followed by the list of the 300 best romantic comedies of all time.

  1. When Harry Met Sally (1989)
  2. The Philadelphia Story (1940)
  3. Groundhog Day (1993)
  4. Roman Holiday (1953)
  5. Annie Hall (1977)
  6. Four Weddings and a Funeral (1994)
  7. It Happened One Night (1934)
  8. The Princess Bride (1987)
  9. You’ve Got Mail (1998)
  10. The Apartment (1960)
  11. Clueless (1995)
  12. His Girl Friday (1940)
  13. Moonstruck (1987)
  14. Pretty Woman (1990)
  15. Sleepless in Seattle (1993)
  16. Broadcast News (1987)
  17. Bridget Jones’s Diary (2001)
  18. City Lights (1931)
  19. 10 Things I Hate About You (1999)
  20. Notting Hill (1999)
  21. Say Anything (1989)
  22. The Big Sick (2017)
  23. The Shop Around the Corner (1940)
  24. The Lady Eve (1941)
  25. My Best Friend’s Wedding (1997)
  26. Silver Linings Playbook (2012)
  27. Some Like It Hot (1959)
  28. Crazy Rich Asians (2018)
  29. My Big Fat Greek Wedding (2002)
  30. Amélie (2001)
  31. 500 Days of Summer (2009)
  32. There’s Something About Mary (1998)
  33. Crazy, Stupid, Love. (2011)
  34. The Holiday (2006)
  35. Something’s Gotta Give (2003)
  36. Forgetting Sarah Marshall (2008)
  37. While You Were Sleeping (1995)
  38. Bringing Up Baby (1938)
  39. Breakfast at Tiffany’s (1961)
  40. Love Actually (2003)
  41. The Wedding Singer (1998)
  42. Harold and Maude (1971)
  43. Knocked Up (2007)
  44. How to Lose a Guy in 10 Days (2003)
  45. Singin’ in the Rain (1952)
  46. The Proposal (2009)
  47. Bull Durham (1988)
  48. Jerry Maguire (1996)
  49. Sabrina (1954)
  50. Obvious Child (2014)
  51. 50 First Dates (2004)
  52. As Good as It Gets (1997)
  53. Coming to America (1988)
  54. 13 Going on 30 (2004)
  55. To All the Boys I’ve Loved Before (2018)
  56. Eternal Sunshine of the Spotless Mind (2004)
  57. The 40-Year-Old Virgin (2005)
  58. Manhattan (1979)
  59. Holiday (1938)
  60. Roxanne (1987)
  61. High Fidelity (2000)
  62. Bridesmaids (2011)
  63. Palm Springs (2020)
  64. Juno (2007)
  65. Splash (1984)
  66. Ninotchka (1939)
  67. My Man Godfrey (1936)
  68. Punch-Drunk Love (2002)
  69. Enchanted (2007)
  70. Always Be My Maybe (2019)
  71. Love Actually (2003)
  72. Love & Basketball (2000)
  73. The Circus (1928)
  74. Boomerang (1992)
  75. Shakespeare in Love (1998)
  76. How Stella Got Her Groove Back (1998)
  77. Hitch (2005)
  78. Working Girl (1988)
  79. The American President (1995)
  80. Rushmore (1998)
  81. The Artist (2011)
  82. About a Boy (2002)
  83. Chasing Amy (1997)
  84. No Strings Attached (2011)
  85. Desk Set (1957)
  86. Pillow Talk (1959)
  87. 27 Dresses (2008)
  88. Sweet Home Alabama (2002)
  89. Love, Simon (2018)
  90. Kissing Jessica Stein (2001)
  91. But I’m a Cheerleader (1999)
  92. Born Yesterday (1950)
  93. Sixteen Candles (1984)
  94. Serendipity (2001)
  95. Enough Said (2013)
  96. Runaway Bride (1999)
  97. Indiscreet (1958)
  98. The Wedding Planner (2001)
  99. Trouble in Paradise (1932)
  100. Two Weeks Notice (2002)
  101. Something Wild (1986)
  102. Pretty in Pink (1986)
  103. Lost in Translation (2003)
  104. The Half of It (2020)
  105. Adam’s Rib (1949)
  106. Appropriate Behavior (2014)
  107. Scott Pilgrim vs. the World (2010)
  108. Modern Times (1936)
  109. Sherlock Jr. (1924)
  110. The Best Man (1999)
  111. Play It Again, Sam (1972)
  112. Brown Sugar (2002)
  113. Mamma Mia! (2008)
  114. Long Shot (2019)
  115. Never Been Kissed (1999)
  116. Tootsie (1982)
  117. Hannah and Her Sisters (1986)
  118. Overboard (1987)
  119. Imagine Me & You (2005)
  120. A Matter of Life and Death (1946)
  121. What’s Up, Doc? (1972)
  122. The Graduate (1967)
  123. Muriel’s Wedding (1994)
  124. Belle Epoque (1992)
  125. Show Me Love (1998)
  126. The Awful Truth (1937)
  127. Dave (1993)
  128. She’s the Man (2006)
  129. The Incredible Jessica James (2017)
  130. The Wedding Banquet (1993)
  131. Much Ado About Nothing (1993)
  132. Bend it Like Beckham (2002)
  133. Sabrina (1995)
  134. The Purple Rose of Cairo (1985)
  135. L.A. Story (1991)
  136. Definitely, Maybe (2008)
  137. WALL-E (2008)
  138. Midnight in Paris (2011)
  139. The Lobster (2015)
  140. Reality Bites (1994)
  141. Can’t Buy Me Love (1987)
  142. Stolen Kisses (1968)
  143. About Time (2013)
  144. Top Hat (1935)
  145. She’s Gotta Have It (1986)
  146. Arthur (1981)
  147. Sleeping with Other People (2015)
  148. Beauty and the Beast (1991)
  149. How to Marry a Millionaire (1953)
  150. Nick and Norah’s Infinite Playlist (2008)
  151. Fire Island (2022)
  152. Gregory’s Girl (1980)
  153. What Women Want (2000)
  154. Set It Up (2018)
  155. Think Like a Man (2012)
  156. Cyrano De Bergerac (1990)
  157. Strictly Ballroom (1992)
  158. Under the Tuscan Sun (2003)
  159. Beginners (2010)
  160. The Worst Person in the World (2021)
  161. Some Kind of Wonderful (1987)
  162. She’s Gotta Have It (1986)
  163. Down with Love (2003)
  164. Wedding Crashers (2005)
  165. Grease (1978)
  166. Go Fish (1994)
  167. The Kids Are All Right (2010)
  168. The Princess Diaries (2001)
  169. La La Land (2016)
  170. Sing Street (2016)
  171. The Lovebirds (2020)
  172. The Miracle of Morgan’s Creek (1944)
  173. Trainwreck (2015)
  174. Emma (1996)
  175. She’s All That (1999)
  176. Woman of the Year (1942)
  177. Licorice Pizza (2021)
  178. Home Again (2017)
  179. Waitress (2007)
  180. They Came Together (2014)
  181. Straight Up (2019)
  182. Bridget Jones’s Baby (2016)
  183. P.S. I Love You (2007)
  184. One Fine Day (1996)
  185. Barcelona (1994)
  186. Legally Blonde (2001)
  187. Seven Chances (1925)
  188. Ever After: A Cinderella Story (1998)
  189. Maggie’s Plan (2015)
  190. Bringing Down the House (2003)
  191. Chungking Express (1994)
  192. Top Five (2014)
  193. Grosse Pointe Blank (1997)
  194. French Kiss (1995)
  195. Two Days in Paris (2007)
  196. Funny People (2009)
  197. Modern Romance (1981)
  198. Monsoon Wedding (2001)
  199. It’s Complicated (2009)
  200. He’s Just Not That Into You (2009)
  201. Sex and the City: The Movie (2008)
  202. The African Queen (1951)
  203. Just Go With It (2011)
  204. Music and Lyrics (2007)
  205. Easy A (2010)
  206. Happiest Season (2020)
  207. Your Sister’s Sister (2011)
  208. Keeping the Faith (2000)
  209. Better Off Dead… (1985)
  210. Libeled Lady (1936)
  211. The Five-Year Engagement (2012)
  212. Bring It On (2000)
  213. Me and You and Everyone We Know (2005)
  214. Garden State (2004)
  215. Ball of Fire (1941)
  216. Before Sunrise (1995)
  217. I Love You, Man (2009)
  218. Love Don’t Cost a Thing (2003)
  219. Maid in Manhattan (2002)
  220. She’s All That (1999)
  221. The Importance of Being Earnest (1952)
  222. Shall We Dance? (1996)
  223. Moonrise Kingdom (2012)
  224. Ruby Sparks (2012)
  225. Intolerable Cruelty (2003)
  226. Crossing Delancey (1988)
  227. The Cutting Edge (1992)
  228. The Navigator (1924)
  229. Fever Pitch (2005)
  230. The Wedding Date (2005)
  231. Eat Drink Man Woman (1994)
  232. Ruggles of Red Gap (1935)
  233. Sideways (2004)
  234. Smiles of a Summer Night (1955)
  235. Spanish Affair (2014)
  236. Laggies (2014)
  237. The Truth About Cats and Dogs (1996)
  238. Priceless (2006)
  239. Auntie Mame (1958)
  240. I Know Where I’m Going (1945)
  241. My Beautiful Laundrette (1985)
  242. Bride & Prejudice (2004)
  243. Isn’t It Romantic (2019)
  244. Valentine’s Day (2010)
  245. Anchorman: The Legend of Ron Burgundy (2004)
  246. Leap Year (2010)
  247. Can’t Hardly Wait (1998)
  248. Charade (1963)
  249. Ella Enchanted (2004)
  250. The Princess Diaries 2: Royal Engagement (2004)
  251. Friends with Benefits (2011)
  252. Mannequin (1987)
  253. Gentlemen Prefer Blondes (1953)
  254. Rangeela (1995)
  255. Chocolat (2000)
  256. Deliver Us from Eva (2003)
  257. Get Over It (2001)
  258. Jeffrey (1995)
  259. Flipped (2010)
  260. Last Christmas (2019)
  261. Tangled (2010)
  262. The Parent Trap (1998)
  263. Benny & Joon (1993)
  264. An Ideal Husband (1999)
  265. Blast from the Past (1999)
  266. Funny Face (1957)
  267. Lady and the Tramp (1955)
  268. The Goodbye Girl (1977)
  269. The Quiet Man (1952)
  270. Just Like Heaven (2005)
  271. Yesterday (2019)
  272. The Photograph (2020)
  273. The Postman (1994)
  274. Doc Hollywood (1991)
  275. Mighty Aphrodite (1995)
  276. The Prince and Me (2004)
  277. Defending Your Life (1991)
  278. In July (2000)
  279. Pride & Prejudice (2005)
  280. Two Can Play That Game (2001)
  281. Sliding Doors (1998)
  282. Frankie and Johnny (1991)
  283. Just Wright (2010)
  284. Romancing the Stone (1984)
  285. Valley Girl (1983)
  286. The Break-Up (2006)
  287. A Midsummer Night’s Dream (1999)
  288. Earth Girls Are Easy (1988)
  289. Guys and Dolls (1955)
  290. I Give It a Year (2013)
  291. Bros (2022)
  292. Eagle vs Shark (2007)
  293. Barefoot in the Park (1967)
  294. I Like It Like That (1994)
  295. The Parent Trap (1961)
  296. Wedding Season (2022)
  297. Meet the Parents (2000)
  298. Big (1988)
  299. Victor/Victoria (1982)
  300. American Pie (1999)

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