The Top 50 Romantic Comedies of All Time

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1

City Lights 1931, 87 min.

Charles Chaplin     Starring: Charles ChaplinVirginia CherrillFlorence Lee

Comedy Drama    Comedy    Drama

Held position in the past 45 days

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2

The Apartment 1960, 125 min.

Billy Wilder     Starring: Jack LemmonFred MacMurrayRay Walston

Comedy Drama    Drama    Romance

Held position in the past 45 days

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Down by 1 in the past 45 days 1

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8

Groundhog Day 1993, 101 min.

Harold Ramis     Starring: Bill MurrayAndie MacDowellChris Elliott

Comedy    Fantasy Comedy    Fantasy

Up by 2 in the past 45 days 2

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9

Annie Hall 1977, 93 min.

Woody Allen     Starring: Woody AllenDiane KeatonTony Roberts

Comedy of Manners    Comedy    New Hollywood

Up by 2 in the past 45 days 2

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10

Bringing Up Baby 1938, 102 min.

Howard Hawks     Starring: Barry FitzgeraldMay RobsonWalter Catlett

Comedy    Romance    Romantic Comedy

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11

Manhattan 1979, 96 min.

Woody Allen     Starring: Woody AllenDiane KeatonMichael Murphy

Comedy Drama    Comedy of Manners    Drama

Held position in the past 45 days

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Held position in the past 45 days

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15

Roman Holiday 1953, 118 min.

William Wyler     Starring: Audrey HepburnGregory PeckEddie Albert

Comedy    Romance    Romantic Comedy

Up by 2 in the past 45 days 2

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Up by 1 in the past 45 days 1

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Down by 6 in the past 45 days 6

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24

Sabrina 1954, 113 min.

Billy Wilder     Starring: Humphrey BogartAudrey HepburnWilliam Holden

Comedy Drama    Romance    Romantic Comedy

Down by 3 in the past 45 days 3

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25

Big 1988, 104 min.

Penny Marshall     Starring: Robert LoggiaElizabeth PerkinsJared Rushton

Comedy    Fantasy Comedy    Fantasy

Held position in the past 45 days

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Down by 3 in the past 45 days 3

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Held position in the past 45 days

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28

High Fidelity 2000, 113 min.

Stephen Frears     Starring: John CusackIben HjejleTodd Louiso

Comedy Drama    Comedy of Manners    Romance

Up by 1 in the past 45 days 1

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29

Ninotchka 1939, 110 min.

Ernst Lubitsch     Starring: Greta GarboMelvyn DouglasIna Claire

Comedy    Romance    Romantic Comedy

Down by 6 in the past 45 days 6

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30

The Quiet Man 1952, 129 min.

John Ford     Starring: John WayneVictor McLaglenBarry Fitzgerald

Comedy Drama    Drama    Romance

Down by 1 in the past 45 days 1

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31

Say Anything... 1989, 100 min.

Cameron Crowe     Starring: John CusackIone SkyeJohn Mahoney

Comedy Drama    Coming-of-Age    Romance

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Held position in the past 45 days

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40

Holiday 1938, 95 min.

George Cukor     Starring: Katharine HepburnCary GrantDoris Nolan

Based-on-Theatre    Comedy    Domestic Comedy

Up by 1 in the past 45 days 1

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41

Broadcast News 1987, 133 min.

James L. Brooks     Starring: William HurtJoan CusackAlbert Brooks

Comedy Drama    Media Satire    Romance

Up by 1 in the past 45 days 1

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42

Midnight in Paris 2011, 94 min.

Woody Allen     Starring: Owen WilsonRachel McAdamsMarion Cotillard

Comedy    Fantasy    Magic Realism

Held position in the past 45 days

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Down by 1 in the past 45 days 1

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44

Bull Durham 1988, 108 min.

Ron Shelton     Starring: Susan SarandonJenny RobertsonKevin Costner

Comedy    Romance    Romantic Comedy

Down by 5 in the past 45 days 5

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Down by 1 in the past 45 days 1

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46

Juno 2007, 96 min.

Jason Reitman     Starring: Ellen PageMichael CeraJennifer Garner

Comedy Drama    Coming-of-Age    Domestic Comedy

Down by 4 in the past 45 days 4

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Down by 6 in the past 45 days 6

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Down by 1 in the past 45 days 1

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50

Swingers 1996, 96 min.

Doug Liman     Starring: Vince VaughnPatrick Van HornBrooke Langton

Buddy Film    Comedy of Manners    Comedy

Down by 1 in the past 45 days 1

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