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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8

Groundhog Day 1993, 101 min.

Harold Ramis     Starring: Bill MurrayAndie MacDowellChris Elliott

Comedy    Fantasy Comedy    Fantasy

Held position in the past 45 days

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9

Annie Hall 1977, 93 min.

Woody Allen     Starring: Woody AllenDiane KeatonTony Roberts

Comedy of Manners    Comedy    New Hollywood

Held position in the past 45 days

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10

Bringing Up Baby 1938, 102 min.

Howard Hawks     Starring: Barry FitzgeraldMay RobsonWalter Catlett

Comedy    Romance    Romantic Comedy

Held position in the past 45 days

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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

Down by 1 in the past 45 days 1

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Held position in the past 45 days

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Up by 2 in the past 45 days 2

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Held position in the past 45 days

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25

Sabrina 1954, 113 min.

Billy Wilder     Starring: Humphrey BogartAudrey HepburnWilliam Holden

Comedy Drama    Romance    Romantic Comedy

Held position in the past 45 days

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26

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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27

Ninotchka 1939, 110 min.

Ernst Lubitsch     Starring: Greta GarboMelvyn DouglasIna Claire

Comedy    Romance    Romantic Comedy

Held position in the past 45 days

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Down by 2 in the past 45 days 2

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29

The Quiet Man 1952, 129 min.

John Ford     Starring: John WayneVictor McLaglenBarry Fitzgerald

Comedy Drama    Drama    Romance

Held position in the past 45 days

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30

High Fidelity 2000, 113 min.

Stephen Frears     Starring: John CusackIben HjejleTodd Louiso

Comedy Drama    Comedy of Manners    Romance

Held position in the past 45 days

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31

Say Anything... 1989, 100 min.

Cameron Crowe     Starring: John CusackIone SkyeJohn Mahoney

Comedy Drama    Coming-of-Age    Romance

Held position in the past 45 days

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Held position in the past 45 days

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39

Holiday 1938, 95 min.

George Cukor     Starring: Katharine HepburnCary GrantDoris Nolan

Based-on-Theatre    Comedy    Domestic Comedy

Down by 7 in the past 45 days 7

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42

Broadcast News 1987, 133 min.

James L. Brooks     Starring: William HurtJoan CusackAlbert Brooks

Comedy Drama    Media Satire    Romance

Down by 1 in the past 45 days 1

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43

Bull Durham 1988, 108 min.

Ron Shelton     Starring: Susan SarandonJenny RobertsonKevin Costner

Comedy    Romance    Romantic Comedy

Down by 1 in the past 45 days 1

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44

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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47

Juno 2007, 96 min.

Jason Reitman     Starring: Ellen PageMichael CeraJennifer Garner

Comedy Drama    Coming-of-Age    Domestic Comedy

Held position in the past 45 days

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Up by 1 in the past 45 days 1

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Held position in the past 45 days

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50

Adam's Rib 1949, 101 min.

George Cukor     Starring: Spencer TracyKatharine HepburnJudy Holliday

Comedy    Romance    Romantic Comedy

Held position in the past 45 days

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