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The 67 Best Romantic Comedies of All Time According to VOGUE

A number of your favorite romantic comedies will not be on this list. Decisions had to be made. Hopefully, as a benefit to any disappointment of missing favorites, you'll find some new ones you didn't yet know you liked. After all, that's the message from Pretty Woman, right? It's important to keep an open mind. Otherwise, you could be making a big mistake—big. Huge.
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avg. score: 27 of 67 (41%)
required scores: 1, 16, 24, 31, 39 

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1
Something's Gotta Give (2003)
Something's Gotta Give (2003)
2
But I'm a Cheerleader (1999)
But I'm a Cheerleader (1999)
3
Always Be My Maybe (2019)
Always Be My Maybe (2019)
4
Set It Up (2018)
Set It Up (2018)
5
The Big Sick (2017)
The Big Sick (2017)
6
Crazy Rich Asians (2018)
Crazy Rich Asians (2018)
7
Something Borrowed (2011)
Something Borrowed (2011)
8
The Holiday (2006)
The Holiday (2006)
9
First Daughter (2004)
First Daughter (2004)
10
Miss Congeniality (2000)
Miss Congeniality (2000)
11
Legally Blonde (2001)
Legally Blonde (2001)
12
Maid in Manhattan (2002)
Maid in Manhattan (2002)
13
Two Weeks Notice (2002)
Two Weeks Notice (2002)
14
How to Lose a Guy in 10 Days (2003)
How to Lose a Guy in 10 Days (2003)
15
Obvious Child (2014)
Obvious Child (2014)
16
Broadcast News (1987)
Broadcast News (1987)
17
Beauty and the Beast (1991)
Beauty and the Beast (1991)
18
Moonrise Kingdom (2012)
Moonrise Kingdom (2012)
19
The Philadelphia Story (1940)
The Philadelphia Story (1940)
20
Lost in Translation (2003)
Lost in Translation (2003)
21
Clueless (1995)
Clueless (1995)
22
The Graduate (1967)
The Graduate (1967)
23
Sleepless in Seattle (1993)
Sleepless in Seattle (1993)
24
Breakfast at Tiffany's (1961)
Breakfast at Tiffany's (1961)
25
Moonstruck (1987)
Moonstruck (1987)
26
Bridget Jones's Diary (2001)
Bridget Jones's Diary (2001)
27
Bring It On (2000)
Bring It On (2000)
28
Roman Holiday (1953)
Roman Holiday (1953)
29
The Princess Bride (1987)
The Princess Bride (1987)
30
Groundhog Day (1993)
Groundhog Day (1993)
31
Nick and Norah's Infinite Playlist (2008)
Nick and Norah's Infinite Playlist (2008)
32
Pretty Woman (1990)
Pretty Woman (1990)
33
Bringing Up Baby (1938)
Bringing Up Baby (1938)
34
10 Things I Hate About You (1999)
10 Things I Hate About You (1999)
35
Beginners (2010)
Beginners (2010)
36
The Wedding Singer (1998)
The Wedding Singer (1998)
37
La La Land (2016)
La La Land (2016)
38
Singin' in the Rain (1952)
Singin' in the Rain (1952)
39
How Stella Got Her Groove Back (1998)
How Stella Got Her Groove Back (1998)
40
Tootsie (1982)
Tootsie (1982)
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