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The Best Billy Crystal Movies

Updated September 3, 2019 1.3k votes 322 voters 29.7k views37 items

List RulesVote for your favorite movies, regardless of critic reviews or how big the role was.

List of the best Billy Crystal movies, ranked best to worst with movie trailers when available. Billy Crystal's highest grossing movies have received a lot of accolades over the years, earning millions upon millions around the world. The order of these top Billy Crystal movies is decided by how many votes they receive, so only highly rated Billy Crystal movies will be at the top of the list. Billy Crystal has been in a lot of films, so people often debate each other over what the greatest Billy Crystal movie of all time is. If you and a friend are arguing about this then use this list of the most entertaining Billy Crystal films to end the squabble once and for all.

If you think the best Billy Crystal role isn't at the top, then upvote it so it has the chance to become number one. The greatest Billy Crystal performances didn't necessarily come from the best movies, but in most cases they go hand in hand.

The list you're viewing is made up of many different films, including Animalympics and Howl's Moving Castle.

"This list answers the questions, "What are the best Billy Crystal movies?" and "What are the greatest Billy Crystal roles of all time?"

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  • The Princess Bride1
    78
    14

    The Princess Bride

    Billy Crystal, Robin Wright

    Released1987

    Directed byRob Reiner

    The Princess Bride is a 1987 American romantic comedy fantasy adventure film directed and... more on Wikipedia

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  • City Slickers2
    80
    17

    City Slickers

    Jake Gyllenhaal, Billy Crystal

    Released1991

    Directed byRon Underwood

    City Slickers is a 1991 American western comedy film directed by Ron Underwood and starring... more on Wikipedia

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    #46 of 252 The Funniest '90s Movies#108 of 399 The Best Western Movies Ever Made

  • When Harry Met Sally...3
    82
    20

    When Harry Met Sally...

    Meg Ryan, Billy Crystal

    Released1989

    Directed byRob Reiner

    When Harry Met Sally… is a 1989 American romantic comedy film written by Nora Ephron and... more on Wikipedia

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  • Monsters, Inc.4
    58
    14

    Monsters, Inc.

    Billy Crystal, John Goodman

    Released2001

    Directed byDavid Silverman, Pete Docter, Lee Unkrich

    Monsters, Inc. is a 2001 American computer-animated comedy film directed by Pete Docter,... more on Wikipedia

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  • Fathers' Day5
    36
    9

    Fathers' Day

    Mel Gibson, Robin Williams

    Released1997

    Directed byIvan Reitman

    Fathers' Day is a 1997 comedy film directed by Ivan Reitman and starring Robin Williams, Billy... more on Wikipedia

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  • Throw Momma from the Train6
    40
    15

    Throw Momma from the Train

    Billy Crystal, Danny DeVito

    Released1987

    Directed byDanny DeVito

    Throw Momma from the Train is a 1987 American black comedy film directed by Danny DeVito, and... more on Wikipedia

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  • Running Scared7
    37
    16

    Running Scared

    Billy Crystal, Jimmy Smits

    Released1986

    Directed byPeter Hyams

    Running Scared is a 1986 action/comedy film released by Metro-Goldwyn-Mayer, directed by Peter... more on Wikipedia

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  • Analyze That8
    28
    10

    Analyze That

    Robert De Niro, Billy Crystal

    Released2002

    Directed byHarold Ramis

    Analyze That is a 2002 mafia comedy film, and a sequel to the 1999 film Analyze This. The film... more on Wikipedia
  • Forget Paris9
    32
    14

    Forget Paris

    Billy Crystal, Rush Limbaugh

    Released1995

    Directed byBilly Crystal

    Forget Paris is a 1995 romantic comedy film produced, directed, co-written by and starring... more on Wikipedia
  • Analyze This10
    43
    29

    Analyze This

    Robert De Niro, Billy Crystal

    Released1999

    Directed byHarold Ramis

    Analyze This is a 1999 comedy film directed by Harold Ramis, who co-wrote the screenplay with... more on Wikipedia
  • Parental Guidance11
    32
    17

    Parental Guidance

    Billy Crystal, Marisa Tomei

    Released2012

    Directed byAndy Fickman

    Parental Guidance is a 2012 American family-comedy film starring Billy Crystal, Bette Midler,... more on Wikipedia
  • When Harry Met Sally 2 with Billy Crystal and Helen Mirren12
    26
    9

    When Harry Met Sally 2 with Billy Crystal and Helen Mirren

    Mike Tyson, Helen Mirren

    Released2011

    Directed byLindsay Crystal

    When Harry Met Sally 2 with Billy Crystal and Helen Mirren is a 2011 short comedy film...
  • Cars13
    29
    15

    Cars

    Tom Hanks, Billy Crystal

    Released2006

    Directed byJohn Lasseter, Joe Ranft

    Cars is a 2006 American computer-animated comedy-adventure sports film produced by Pixar... more on Wikipedia

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  • Monsters University14
    23
    11

    Monsters University

    Helen Mirren, Kelsey Grammer

    Released2013

    Directed byDan Scanlon

    Monsters University is a 2013 animation adventure comedy film directed by Dan Scanlon.
  • Mr. Saturday Night15
    23
    12

    Mr. Saturday Night

    Billy Crystal, Helen Hunt

    Released1992

    Directed byBilly Crystal

    Mr. Saturday Night is a 1992 film that marks the directorial debut of its star, Billy... more on Wikipedia
  • City Slickers II: The Legend of Curly's Gold16

    Released1994

    Directed byPaul Weiland

    City Slickers II: The Legend of Curly's Gold is a 1994 comedy film directed by Paul Weiland.... more on Wikipedia

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  • This Is Spinal Tap17
    19
    9

    This Is Spinal Tap

    Billy Crystal, Fran Drescher

    Released1984

    Directed byRob Reiner

    This Is Spinal Tap is an American 1984 rock music mockumentary written, scored by, and... more on Wikipedia

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  • The Muppets18
    18
    9

    The Muppets

    Katy Perry, Lady Gaga

    Released2011

    Directed byJames Bobin

    The Muppets is a 2011 comedy film directed by James Bobin.
  • Untogether19
    2
    1

    Untogether

    Jamie Dornan, Jemima Kirke

    Released2019

    Directed byEmma Forrest

    Untogether is a 2019 American drama film directed by Emma Forrest. Former teen prodigy and... more on Wikipedia
  • Mike's New Car20
    11
    6

    Mike's New Car

    Billy Crystal, John Goodman

    Released2002

    Directed byPete Docter, Roger Gould

    Mike's New Car is a 2002 Pixar computer animated short comedy film, starring the two main... more on Wikipedia
  • Tooth Fairy21
    10
    8

    Tooth Fairy

    Dwayne Johnson, Billy Crystal

    Released2010

    Directed byMichael Lembeck

    Tooth Fairy is a 2010 Canadian comedy film starring Dwayne Johnson, Stephen Merchant, Ashley... more on Wikipedia
  • My Giant22
    10
    8

    My Giant

    Billy Crystal, Heather Thomas

    Released1998

    Directed byMichael Lehmann

    My Giant is a 1998 comedy drama film starring Billy Crystal and NBA player Gheorghe Mureșan in... more on Wikipedia

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  • Rabbit Test23
    9
    7

    Rabbit Test

    Joan Rivers, Billy Crystal

    Released1978

    Directed byJoan Rivers

    Rabbit Test is a 1978 American comedy film about the world's first pregnant man, directed by... more on Wikipedia
  • 24
    9
    7

    The T.V. Show

    Billy Crystal, Rob Reiner

    Released1979

    Directed byTom Trbovich

    The T.V. Show is a 1979 TV film directed by Tom Trbovich.
  • The Adventures of Rocky and Bullwinkle25
    12
    12

    The Adventures of Rocky and Bullwinkle

    Robert De Niro, Whoopi Goldberg

    Released2000

    Directed byDes McAnuff

    The Adventures of Rocky and Bullwinkle is a 2000 American live-action/animated adventure... more on Wikipedia

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