The Best Romantic Comedies of the 1990s

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1

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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4

Defending Your Life 1991, 112 min.

Albert Brooks     Starring: Albert BrooksMeryl StreepRip Torn

Comedy    Fantasy Comedy    Fantasy

Up by 1 in the past 45 days 1

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5

Swingers 1996, 96 min.

Doug Liman     Starring: Vince VaughnPatrick Van HornBrooke Langton

Buddy Film    Comedy of Manners    Comedy

Held position in the past 45 days

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7

Jerry Maguire 1996, 139 min.

Cameron Crowe     Starring: Tom CruiseCuba Gooding Jr.Renée Zellweger

Comedy Drama    Drama    Romance

Held position in the past 45 days

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8

Out of Sight 1998, 123 min.

Steven Soderbergh     Starring: George ClooneyVing RhamesDon Cheadle

Caper    Comedy    Crime

Held position in the past 45 days

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9

Chasing Amy 1997, 113 min.

Kevin Smith     Starring: Joey Lauren AdamsJason MewesKevin Smith

Comedy Drama    Romance    Romantic Comedy

Held position in the past 45 days

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10

As Good As It Gets 1997, 139 min.

James L. Brooks     Starring: Jack NicholsonHelen HuntGreg Kinnear

Comedy Drama    Drama    Romance

Held position in the past 45 days

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Down by 2 in the past 45 days 2

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14

Beautiful Girls 1996, 112 min.

Ted Demme     Starring: Matt DillonMira SorvinoUma Thurman

Comedy Drama    Coming-of-Age    Ensemble Film

Down by 2 in the past 45 days 2

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16

L.A. Story 1991, 95 min.

Mick Jackson     Starring: Steve MartinVictoria TennantMarilu Henner

Comedy    Magic Realism    Romance

Held position in the past 45 days

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Held position in the past 45 days

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19

Pretty Woman 1990, 125 min.

Garry Marshall     Starring: Richard GereJulia RobertsRalph Bellamy

Comedy    Prostitution Film    Romance

Held position in the past 45 days

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