50 Greatest Romantic Comedies of All Time According to Rolling Stone

"And the romantic comedies we've singled out here aren't just impressive — they are, in our humble opinions, the cream of the genre crop, the best of the best. In honor of Valentine's Day, a.k.a. the holiday where everyone craves both rom-com viewing time and argument-starting ranked lists, we present our choices for the 50 best rom-coms of all time. From '30s screwballs to 21st century meet-cutes, Rock and Doris to Tom and Meg, these are the ones that had us at "hello." - Rolling Stones

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1

When Harry Met Sally... (1989)

When Harry Met Sally... (1989)

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2

The Philadelphia Story (1940)

The Philadelphia Story (1940)

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3

Broadcast News (1987)

Broadcast News (1987)

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4

His Girl Friday (1940)

His Girl Friday (1940)

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5

Clueless (1995)

Clueless (1995)

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6

Moonstruck (1987)

Moonstruck (1987)

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7

Say Anything... (1989)

Say Anything... (1989)

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8

The Apartment (1960)

The Apartment (1960)

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9

Bull Durham (1988)

Bull Durham (1988)

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10

Groundhog Day (1993)

Groundhog Day (1993)

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11

Annie Hall (1977)

Annie Hall (1977)

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12

It Happened One Night (1934)

It Happened One Night (1934)

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13

Pillow Talk (1959)

Pillow Talk (1959)

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14

The Princess Bride (1987)

The Princess Bride (1987)

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15

The Lady Eve (1941)

The Lady Eve (1941)

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16

Something Wild (1986)

Something Wild (1986)

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17

There's Something About Mary (1998)

There's Something About Mary (1998)

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18

Roman Holiday (1953)

Roman Holiday (1953)

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19

Working Girl (1988)

Working Girl (1988)

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20

Bringing Up Baby (1938)

Bringing Up Baby (1938)

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21

Pretty in Pink (1986)

Pretty in Pink (1986)

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22

Sleepless in Seattle (1993)

Sleepless in Seattle (1993)

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23

Four Weddings and a Funeral (1994)

Four Weddings and a Funeral (1994)

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24

Harold and Maude (1971)

Harold and Maude (1971)

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25

To All the Boys I've Loved Before (2018)

To All the Boys I've Loved Before (2018)

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26

Notting Hill (1999)

Notting Hill (1999)

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27

Jerry Maguire (1996) (1996)

Jerry Maguire (1996) (1996)

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28

Woman of the Year (1942)

Woman of the Year (1942)

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29

Enough Said (2013)

Enough Said (2013)

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30

Sabrina (1954)

Sabrina (1954)

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31

Tootsie (1982)

Tootsie (1982)

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32

Punch-Drunk Love (2002)

Punch-Drunk Love (2002)

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33

She's Gotta Have It (2017)

She's Gotta Have It (2017)

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34

Pretty Woman (1990)

Pretty Woman (1990)

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35

Set It Up (2018)

Set It Up (2018)

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36

The Big Sick (2017)

The Big Sick (2017)

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37

Amélie (2001)

Amélie (2001)

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38

10 Things I Hate About You (1999)

10 Things I Hate About You (1999)

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39

Bridget Jones's Diary (2001)

Bridget Jones's Diary (2001)

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40

Go Fish (1994)

Go Fish (1994)

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