The Funniest '90s Movies Films

The Funniest '90s Movies

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List Criteria: Comedies and comedy films released between 1990 and 1999

List of the funniest 90s movies. The best comedies of the 1990s make up the titles on this ranking page. Nineties nostalgia exists for a reason. One of the main reasons is the unforgettable comedies that came out in movie theaters. It is also why we still constantly replay them in our homes today. Thanks to the Zucker brothers, we got the Farrelly brothers (and thereby "There's Something About Mary") while the Cohen Brothers furthered their epic 80s comedy filmography with "The Big Lebowski." Adam Sandler became one of the richest actors in all of Hollywood history as a result of the 1990s. In fact, his popular 90 comedy movies "Billy Madison" and "Happy Gilmore" make up his production company name today: Happy Madison. And who can forget Austin Powers' catchphrases spreading like wildfire? Kevin Smith also had two slam dunks with "Clerks" and "Dogma," while the David Spade-Chris Farley funny, unforgettable, onscreen duo did the same with "Black Sheep" and "Tommy Boy."
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  1. 1
    + 260
    - 116
    Office Space is listed (or ranked) 1 on the list The Funniest '90s Movies


    Office Space Jennifer Aniston, John C. McGinley, Mike Judge

  2. 2
    + 298
    - 143
    Home Alone is listed (or ranked) 2 on the list The Funniest '90s Movies


    Home Alone Macaulay Culkin, Joe Pesci, John Candy

  3. 3
    + 274
    - 131
    Groundhog Day is listed (or ranked) 3 on the list The Funniest '90s Movies

    the people's #1 & most listed
    Groundhog Day Bill Murray, Andie MacDowell, Michael Shannon

  4. 4
    + 248
    - 106
    Mrs. Doubtfire is listed (or ranked) 4 on the list The Funniest '90s Movies


    Mrs. Doubtfire Robin Williams, Pierce Brosnan, Sally Field

  5. 5
    + 315
    - 119
    Dumb and Dumber is listed (or ranked) 5 on the list The Funniest '90s Movies

    added by wiabux
    Dumb and Dumber Jim Carrey, Jeff Daniels, Teri Garr

  6. 6
    + 258
    - 90
    Happy Gilmore is listed (or ranked) 6 on the list The Funniest '90s Movies


    Happy Gilmore Adam Sandler, Ben Stiller, Julie Bowen

  7. 7
    + 258
    - 104
    Ace Ventura: Pet Detective is listed (or ranked) 7 on the list The Funniest '90s Movies


    Ace Ventura: Pet Detective Jim Carrey, Courteney Cox, Dan Marino

  8. 8
    + 284
    - 106
    Tommy Boy is listed (or ranked) 8 on the list The Funniest '90s Movies


    Tommy Boy Dan Aykroyd, Rob Lowe, Bo Derek

  9. 9
    + 239
    - 109
    There's Something About Mary is listed (or ranked) 9 on the list The Funniest '90s Movies


    There's Something About Mary Cameron Diaz, Sarah Silverman, Ben Stiller

  10. 10
    + 244
    - 107
    Liar Liar is listed (or ranked) 10 on the list The Funniest '90s Movies

    added by wiabux
    Liar Liar Jim Carrey, Jennifer Tilly, Krista Allen

  11. 11
    + 226
    - 104
    Austin Powers: International M... is listed (or ranked) 11 on the list The Funniest '90s Movies

    added by wiabux
    Austin Powers: International Man of Mystery Elizabeth Hurley, Will Ferrell, Carrie Fisher

  12. 12
    + 227
    - 106


    Alice Cooper, Mike Myers, Rob Lowe

    ;
  13. 13
    + 248
    - 127
    American Pie is listed (or ranked) 13 on the list The Funniest '90s Movies


    American Pie Alyson Hannigan, Tara Reid, Shannon Elizabeth

  14. 14
    + 195
    - 94
    My Cousin Vinny is listed (or ranked) 14 on the list The Funniest '90s Movies


    My Cousin Vinny Marisa Tomei, Joe Pesci, Ralph Macchio

  15. 15
    + 194
    - 84
    Billy Madison is listed (or ranked) 15 on the list The Funniest '90s Movies


    Billy Madison Adam Sandler, Steve Buscemi, Chris Farley

  16. 16
    + 176
    - 62
    Men in Black is listed (or ranked) 16 on the list The Funniest '90s Movies


    Men in Black Will Smith, Sylvester Stallone, Steven Spielberg

  17. 17
    + 187
    - 110
    Rush Hour is listed (or ranked) 17 on the list The Funniest '90s Movies

    added by wiabux
    Rush Hour Jackie Chan, Roselyn Sánchez, Chris Tucker

  18. 18
    + 199
    - 73
    Toy Story is listed (or ranked) 18 on the list The Funniest '90s Movies


    Toy Story Tom Hanks, Tim Allen, Don Rickles

  19. 19
    + 185
    - 93
    The Wedding Singer is listed (or ranked) 19 on the list The Funniest '90s Movies


    The Wedding Singer Drew Barrymore, Adam Sandler, Steve Buscemi

  20. 20
    + 157
    - 84
    Big Daddy is listed (or ranked) 20 on the list The Funniest '90s Movies

    added by laaaarrge
    Big Daddy Adam Sandler, Jon Stewart, Steve Buscemi

  21. 21
    + 206
    - 103
    Austin Powers: The Spy Who Sha... is listed (or ranked) 21 on the list The Funniest '90s Movies


    Austin Powers: The Spy Who Shagged Me Elizabeth Hurley, Heather Graham, Will Ferrell

  22. 22
    + 176
    - 98

    added by VanessaHawelu
    Cameron Diaz, Jim Carrey, Ben Stein

    ;
  23. 23
    + 204
    - 94
    The Waterboy is listed (or ranked) 23 on the list The Funniest '90s Movies


    The Waterboy Adam Sandler, Kathy Bates, Rob Schneider

  24. 24
    + 194
    - 103
    The Big Lebowski is listed (or ranked) 24 on the list The Funniest '90s Movies


    The Big Lebowski Julianne Moore, Jeff Bridges, Tara Reid

  25. 25
    + 151
    - 97
    Clueless is listed (or ranked) 25 on the list The Funniest '90s Movies


    Clueless Alicia Silverstone, Brittany Murphy, Paul Rudd

  26. 26
    + 150
    - 75
    Dazed and Confused is listed (or ranked) 26 on the list The Funniest '90s Movies


    Dazed and Confused Ben Affleck, Milla Jovovich, Matthew McConaughey

  27. 27
    + 151
    - 93
    What About Bob? is listed (or ranked) 27 on the list The Funniest '90s Movies


    What About Bob? Bill Murray, Richard Dreyfuss, Charlie Korsmo

  28. 28
    + 121
    - 67
    Kindergarten Cop is listed (or ranked) 28 on the list The Funniest '90s Movies

    added by VanessaHawelu
    Kindergarten Cop Arnold Schwarzenegger, Odette Annable, Angela Bassett

  29. 29
    + 132
    - 66
    Cool Runnings is listed (or ranked) 29 on the list The Funniest '90s Movies


    Cool Runnings John Candy, Malik Yoba, Jay Brazeau

  30. 30
    + 146
    - 90
    Robin Hood: Men in Tights is listed (or ranked) 30 on the list The Funniest '90s Movies


    Robin Hood: Men in Tights Patrick Stewart, Mel Brooks, Dave Chappelle

  31. 31
    + 116
    - 71
    City Slickers is listed (or ranked) 31 on the list The Funniest '90s Movies

    added by VanessaHawelu
    City Slickers Jake Gyllenhaal, Billy Crystal, Danielle Harris

  32. 32
    + 156
    - 87
    Friday is listed (or ranked) 32 on the list The Funniest '90s Movies


    Friday Ice Cube, Meagan Good, Nia Long

  33. 33
    + 129
    - 76
    Father of the Bride is listed (or ranked) 33 on the list The Funniest '90s Movies


    Father of the Bride Steve Martin, Diane Keaton, Martin Short

  34. 34
    + 110
    - 87
    Kingpin is listed (or ranked) 34 on the list The Funniest '90s Movies

    often listed & added by wiabux
    Kingpin Bill Murray, Woody Harrelson, Randy Quaid

  35. 35
    + 127
    - 65
    10 Things I Hate About You is listed (or ranked) 35 on the list The Funniest '90s Movies

    added by VanessaHawelu
    10 Things I Hate About You Joseph Gordon-Levitt, Gabrielle Union, Heath Ledger

  36. 36
    + 118
    - 52


    James Earl Jones, Denis Leary, Karen Allen

    ;
  37. 37
    + 138
    - 96
    Ace Ventura: When Nature Calls is listed (or ranked) 37 on the list The Funniest '90s Movies

    added by wiabux
    Ace Ventura: When Nature Calls Jim Carrey, Sophie Okonedo, Adewale Akinnuoye-Agbaje

  38. 38
    + 129
    - 122
    South Park: Bigger, Longer & U... is listed (or ranked) 38 on the list The Funniest '90s Movies

    often listed & ranked high on reranks
    South Park: Bigger, Longer & Uncut George Clooney, Minnie Driver, Isaac Hayes

  39. 39
    + 109
    - 70
    Addams Family Values is listed (or ranked) 39 on the list The Funniest '90s Movies

    added by VanessaHawelu
    Addams Family Values Christina Ricci, Christopher Lloyd, Anjelica Huston

  40. 40
    + 139
    - 98
    Home Alone 2: Lost in New York is listed (or ranked) 40 on the list The Funniest '90s Movies


    Home Alone 2: Lost in New York Donald Trump, Macaulay Culkin, Tim Curry

  41. 41
    + 104
    - 80
    Galaxy Quest is listed (or ranked) 41 on the list The Funniest '90s Movies

    added by wiabux
    Galaxy Quest Sigourney Weaver, Alan Rickman, Tim Allen

  42. 42
    + 115
    - 76
    The Naked Gun 2½: The Smell of... is listed (or ranked) 42 on the list The Funniest '90s Movies


    The Naked Gun 2½: The Smell of Fear O. J. Simpson, Leslie Nielsen, Zsa Zsa Gábor

  43. 43
    + 126
    - 88
    Clerks is listed (or ranked) 43 on the list The Funniest '90s Movies


    Clerks Kevin Smith, Jason Mewes, Scott Mosier

  44. 44
    + 115
    - 94
    Dogma is listed (or ranked) 44 on the list The Funniest '90s Movies


    Dogma Ben Affleck, Matt Damon, Chris Rock

  45. 45
    + 96
    - 95
    Hot Shots! is listed (or ranked) 45 on the list The Funniest '90s Movies


    Hot Shots! Charlie Sheen, Kristy Swanson, Valeria Golino

  46. 46
    + 95
    - 99
    Romy and Michele's High School... is listed (or ranked) 46 on the list The Funniest '90s Movies


    Romy and Michele's High School Reunion Lisa Kudrow, Janeane Garofalo, Mira Sorvino

  47. 47
    + 118
    - 90
    Black Sheep is listed (or ranked) 47 on the list The Funniest '90s Movies

    ranked low on reranks
    Black Sheep Julie Benz, Gary Busey, David Spade

  48. 48
    + 88
    - 91
    The Nutty Professor is listed (or ranked) 48 on the list The Funniest '90s Movies

    added by VanessaHawelu
    The Nutty Professor Eddie Murphy, Jada Pinkett Smith, Dave Chappelle

  49. 49
    + 86
    - 73
    The Mighty Ducks is listed (or ranked) 49 on the list The Funniest '90s Movies

    added by VanessaHawelu
    The Mighty Ducks Joshua Jackson, Emilio Estevez, Dan Tamberelli

  50. 50
    + 86
    - 89
    So I Married an Axe Murderer is listed (or ranked) 50 on the list The Funniest '90s Movies


    So I Married an Axe Murderer Mike Myers, Phil Hartman, Michael Richards

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