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Top 50 Best Romantic Comedies of All Time

Guess the Top 50 Best Romantic Comedies of All Time according to IMDb/Rolling Stone. Good luck !
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RMiguel117
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Last updated: January 24, 2026
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First submittedJanuary 18, 2026
Times taken72
Average score20.0%
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Top
Movie
Year
1
When Harry Met Sally…
1989
2
10 Things I Hate About You
1999
3
Notting Hill
1999
4
Pretty Woman
1990
5
Love Actually
2003
6
Shakespeare in Love
1998
7
Breakfast at Tiffany’s
1961
8
Amélie
2001
9
Annie Hall
1977
10
Some Like It Hot
1959
11
Singin’ in the Rain
1952
12
Roman Holiday
1953
13
You’ve Got Mail
1998
14
As Good as It Gets
1997
15
Four Weddings and a Funeral
1994
16
Sleepless in Seattle
1993
17
While You Were Sleeping
1995
Top
Movie
Year
18
Runaway Bride
1999
19
Hitch
2005
20
My Big Fat Greek Wedding
2002
21
The Proposal
2009
22
Knocked Up
2007
23
Sweet Home Alabama
2002
24
My Best Friend’s Wedding
1997
25
50 First Dates
2004
26
The Holiday
2006
27
How to Lose a Guy in 10 Days
2003
28
13 Going on 30
2004
29
The Wedding Planner
2001
30
Maid in Manhattan
2002
31
Crazy, Stupid, Love.
2011
32
Friends with Benefits
2011
33
No Strings Attached
2011
34
Valentine’s Day
2010
Top
Movie
Year
35
The Ugly Truth
2009
36
Confessions of a Shopaholic
2009
37
Just Go with It
2011
38
The Switch
2010
39
To All the Boys I’ve Loved Before
2018
40
Set It Up
2018
41
Always Be My Maybe
2019
42
Love, Rosie
2014
43
Crazy Rich Asians
2018
44
Isn’t It Romantic
2019
45
Friendsgiving
2020
46
Holidate
2020
47
The Lost City
2022
48
Marry Me
2022
49
Definitely, Maybe
2008
50
Kate & Leopold
2001
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