30 of the Best Romantic Comedies Ever Made

Valentine’s Day is only a few short hours away and that means it’s time for all things romantic. From flowers and candy to lovely candlelit meals, Valentine’s Day is definitely a day for lovers. Whether you’re looking for a good romantic comedy to watch with that special someone or are looking for a few movies to have a romantic movie marathon with your closest friends, this list includes 30 of the best romantic comedies ever made plus a few honorable mentions that didn’t quite make the cut. I’ve included trailers for the movies where possible but there were a few I couldn’t find. Because taste is subjective, I’ve included the IMDB rating for each movie and put the list in order by that rating. The first movie on the list is not necessarily my favorite and the last movie on the list is definitely not my least favorite but I decided the best way to put them in order was to go with what the general public thinks. In instances of a tie, I ranked my personal favorite higher. Finally, I’ve linked each title to the IMDB page for the movie so if you haven’t heard about it but want to learn more, you can just click the name of the movie and get the basic information about it. Okay, enough talking – let’s get to the movies!

30: While You Were Sleeping

Starring: Sandra Bullock, Bill Pullman, Peter Gallagher
Released: 1995
IMDB Rating: 6.5/10


29: Bridget Jones’ Diary

Starring: Renee Zellweger, Colin Firth, Hugh Grant
Released: 2001
IMDB Rating: 6.7/10

28: The Proposal

Starring: Sandra Bullock, Ryan Reynolds, Mary Steenburgen, Craig T. Nelson, Betty White
Released: 2009
IMDB Rating: 6.7/10

27: Sleepless in Seattle

Starring: Tom Hanks, Meg Ryan, Rita Wilson, Victor Garber, Ross Malinger, Rob Reiner, Rosie O’Donnell, David Hyde Pierce
Released: 1993
IMDB Rating: 6.7/10

26: Ever After: A Cinderella Story

Starring: Drew Barrymore, Anjelica Huston, Dougray Scott
Released: 1998
IMDB Rating: 6.8/10

25: Pretty Woman

Starring: Julia Roberts, Richard Gere, Jason Alexander
Released: 1990
IMDB Rating: 6.8/10


24: Notting Hill

Starring: Julia Roberts, Hugh Grant, Rhys Ifans
Released: 1999
IMDB Rating: 6.9/10

23: Moonstruck

Starring: Cher, Nicolas Cage, Olympia Dukakis
Released: 1987
IMDB Rating: 7.0/10

22: Four Weddings and a Funeral

Starring: Hugh Grant, Andie MacDowell, Kristin Scott Thomas, Simon Callow, James Fleet
Released: 1994
IMDB Rating: 7.0/10

21: 10 Things I Hate About You

Starring: Heath Ledger, Julia Stiles, Joseph Gordon-Levitt, Andrew Keegan
Released: 1999
IMDB Rating: 7.0/10

20: Strictly Ballroom

Starring: Paul Mercurio, Pat Thomson, Gia Carrides
Released: 1992
IMDB Rating: 7.1/10

19: Knocked Up

Starring: Seth Rogan, Katherine Heigl, Paul Rudd
Released: 2007
IMDB Rating: 7.2/10

18: The Goodbye Girl

Starring: Richard Dreyfuss, Marsha Mason
Released: 1977
IMDB Rating: 7.3

17: Forgetting Sarah Marshall

Starring: Jason Segel, Kristen Bell, Mila Kunis, Russell Brand, Jonah Hill
Released: 2008
IMDB Rating: 7.3/10

16: Chocolat

Starring: Lena Olin, Carrie-Ann Moss, Johnny Depp
Released: 2000
IMDB Rating: 7.3/10

15: Chasing Amy

Starring: Ben Affleck, Joey Lauren Adams, Jason Lee, Jason Mewes, Kevin Smith
Released: 1997
IMDB Rating: 7.4/10


14: Crazy, Stupid, Love.

Starring: Steve Carell, Ryan Gosling, Julianne Moore, Emma Stone, Marisa Tomei, Kevin Bacon
Released: 2011
IMDB Rating: 7.5/10

13: Sense and Sensibility

Starring: Emma Thompson, Hugh Grant, Kate Winslet, Alan Rickman
Released: 1995
IMDB Rating: 7.6/10


12: High Fidelity 

Starring: John Cusack, Iben Hjejle, Jack Black, Lisa Bonet, Joan Cusack
Released: 2000
IMDB Rating: 7.6/10

11: When Harry Met Sally …

Starring: Billy Crystal, Meg Ryan, Carrie Fisher
Released: 1989
IMDB Rating: 7.6/10

10: Love Actually 

Starring: Colin Firth, Liam Neeson, Emma Thompson, Keira Knightley
Released: 2003
IMDB Rating: 7.7/10

09: Breakfast at Tiffany’s 

Starring: Audrey Hepburn, George Peppard, Patricia Neal
Released: 1971
IMDB Rating: 7.8/10

08: Hannah and Her Sisters

Starring: Woody Allen, Mia Farrow, Dianne Wiest
Released: 1986
IMDB Rating: 7.9/10


07: Manhattan

Starring: Woody Allen, Diane Keaton, Mariel Hemingway, Meryl Streep
Released: 1979
IMDB Rating: 8.0/10

06: Harold and Maude

Starring: Ruth Gordon, Bud Cort, Vivian Pickles
Released: 1971
IMDB Rating: 8.0/10


05: The Philadelphia Story

Starring: Cary Grant, Katherine Hepburn, James Stewart
Released: 1940
IMDB Rating: 8.0/10

04: Roman Holiday

Starring: Audrey Hepburn, Gregory Peck
Released: 1953
IMDB Rating: 8.1/10

03: It Happened One Night

Starring: Clark Gable, Claudette Colbert, Walter Connolly
Released: 1934
IMDB Rating: 8.2/10

02: Annie Hall

Starring: Woody Allen, Dianne Keaton, Tony Roberts, Carol Kane
Released: 1977
IMDB Rating: 8.2/10


01: The Apartment

Starring: Shirley MacLaine, Jack Lemmon, Fred MacMurray
Released: 1960
IMDB Rating: 8.4/10

Honorable Mentions

image source: www.examiner.com
image source: www.examiner.com

Bringing Up Baby (1938)
His Girl Friday (1940)
You’ve Got Mail (1998)
The Runaway Bride (1999)
Serendipity (2001)
About a Boy (2002)
Down with Love (2003)
Must Love Dogs (2005)
Love and Other Drugs (2010)
No Strings Attached (2011)