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The Best Rosie O'Donnell Movies

Updated June 11, 2019 838 votes 147 voters 18.5k views22 items

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

List of the best Rosie O'Donnell movies, ranked best to worst with movie trailers when available. Rosie O'Donnell'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 Rosie O'Donnell movies is decided by how many votes they receive, so only highly rated Rosie O'Donnell movies will be at the top of the list. Rosie O'Donnell has been in a lot of films, so people often debate each other over what the greatest Rosie O'Donnell movie of all time is. If you and a friend are arguing about this then use this list of the most entertaining Rosie O'Donnell films to end the squabble once and for all.

If you think the best Rosie O'Donnell role isn't at the top, then upvote it so it has the chance to become number one. The greatest Rosie O'Donnell 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, like Harriet the Spy and Tarzan.

"This list answers the questions, "What are the best Rosie O'Donnell movies?" and "What are the greatest Rosie O'Donnell roles of all time?"

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  • 1
    106
    7

    A League of Their Own

    Madonna, Tom Hanks
    A League of Their Own is a 1992 American comedy-drama film that tells a fictionalized account...  more

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    #346 of 1,139 The Absolute Funniest Movies Of All Time#64 of 277 The Top Tearjerker Movies That Make Men Cry

  • 2
    91
    21

    Now and Then

    Demi Moore, Christina Ricci
    Now and Then is a 1995 American coming-of-age film directed by Lesli Linka Glatter and...  more

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    #215 of 375 'Old' Movies Every Young Person Needs To Watch In Their Lifetime#222 of 315 Movies with the Best Soundtracks

  • 3
    68
    15

    Tarzan

    Rosie O'Donnell, Glenn Close
    Tarzan is a 1999 American animated adventure musical film produced by Walt Disney Feature...  more

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    Every Song in Tarzan, Ranked by Singability#49 of 50 The 50 Highest Grossing '90s Movies, Ranked

  • 4
    63
    19

    Sleepless in Seattle

    Tom Hanks, Meg Ryan
    Sleepless in Seattle is a 1993 American romantic comedy-drama film directed and co-written by...  more

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    #3 of 126 The Greatest Date Movies Of All Time#127 of 440 Your Favorite Movies of the 1990s

  • 5
    48
    13

    The Flintstones

    Halle Berry, Elizabeth Taylor
    The Flintstones is a 1994 American buddy comedy film directed by Brian Levant and written by...  more

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    #12 of 24 Movies You Loved As A Child That Just Don't Hold Up#63 of 170 The Most Rewatchable Comedy Movies

  • 6
    30
    10

    The Flintstones in Viva Rock Vegas

    Kristen Stewart, Rosie O'Donnell
    The Flintstones in Viva Rock Vegas is a 2000 American family-romantic comedy film and prequel...  more

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    #324 of 357 The Best Musical Movies Of All Time#35 of 225 The Worst Sequels Of All Time

  • 7
    30
    14

    Another Stakeout

    Rosie O'Donnell, Madeleine Stowe
    Another Stakeout is a 1993 action comedy film starring Richard Dreyfuss, Emilio Estevez and...  more
  • 8
    25
    10

    Harriet the Spy

    Rosie O'Donnell, Michelle Trachtenberg
    Harriet the Spy is a 1996 film adaptation of the 1964 novel of the same name by Louise...  more

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    #34 of 38 The Best Movies With A Little Girl Protagonist#19 of 24 Great Mystery Movies the Whole Family Will Enjoy

  • 9
    15
    6

    I'll Do Anything

    Ian McKellen, Rosie O'Donnell
    I'll Do Anything is a 1994 American dramedy film written and directed by James L. Brooks. Its...  more

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    #78 of 106 The Best Movies About Parenting#8 of 78 The Best Nick Nolte Movies

  • 10
    14
    8

    Beautiful Girls

    Natalie Portman, Uma Thurman
    Beautiful Girls is a 1996 American romantic comedy-drama film directed by Ted Demme from a...  more

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    #239 of 252 The Funniest '90s Movies#689 of 782 The Greatest Chick Flicks Ever Made

  • 11
    16
    14

    Riding the Bus with My Sister

    Rosie O'Donnell, Andie MacDowell
    Riding the Bus with My Sister is a 2005 film directed by Anjelica Houston....
  • 12
    12
    15

    Wide Awake

    Rosie O'Donnell, Julia Stiles
    Wide Awake is a 1998 comedy-drama film written and directed by M. Night Shyamalan and produced...  more

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    #147 of 157 The Best Family Drama Movies Of All Time#42 of 59 The Best Movies About Prep School

  • 13
    6
    8

    The Very Best of America's Funniest Comedians

    Rosie O'Donnell, Kelsey Grammer
  • 14
    10
    14

    Hedwig and the Angry Inch

    Rosie O'Donnell, Andrea Martin
    Hedwig and the Angry Inch is a 2001 American musical comedy-drama film written for the screen...  more

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    Every Song in Hedwig and the Angry Inch, Ranked by Singability#89 of 195 The Best Movies About Music

  • 15
    6
    11

    A Very Brady Sequel

    Rosie O'Donnell, David Spade
    A Very Brady Sequel is a 1996 comedy film and sequel to 1995's The Brady Bunch Movie. Both...  more

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    #292 of 923 The All-Time Greatest Comedy Films#106 of 117 The Best Movies Based on TV Shows

  • 16
    4
    8

    America

    Rosie O'Donnell, Ruby Dee
    America is a 2009 Lifetime Television film starring Rosie O'Donnell, Ruby Dee and Philip...  more
  • 17
    11
    23

    Exit to Eden

    Rosie O'Donnell, Dan Aykroyd
    Exit to Eden is a 1994 American comedy-thriller film directed by Garry Marshall and adapted to...  more

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    #115 of 131 The Most Awkward Movies to Watch with Your Parents#66 of 125 The Best R-Rated Sex Comedies

  • 18
    4
    15

    Fatal Instinct

    Rosie O'Donnell, Jane Lynch
    This film is a 1993 thriller comedy film directed by Carl Reiner. It parodies the erotic...  more
  • 19
    2
    8

    Laughing Out Loud: Vol. 5

    Rosie O'Donnell, Kelsey Grammer
  • 20
    2
    10

    The Best of the Improv: Vol. 6

    Rosie O'Donnell, Drew Carey
  • 21
    2
    14

    Car 54, Where Are You?

    Rosie O'Donnell, Fran Drescher
    Car 54, Where Are You? is a 1994 comedy film directed by Bill Fishman and stars David Johansen...  more

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    #20 of 94 The Worst January Movie Releases#21 of 21 21 Movies Based On Live-Action TV Shows Ranked By Their Accuracy

  • 22
    0
    10

    The Twilight of the Golds

    Rosie O'Donnell, Brendan Fraser
    The Twilight of the Golds is a 1997 television film....  more