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The Best Rosie O'Donnell Movies

Updated June 11, 2019 780 votes 146 voters 18.4k 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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  • Now and Then1
    90
    21

    Now and Then

    Demi Moore, Christina Ricci

    Released1995

    Directed byLesli Linka Glatter

    Now and Then is a 1995 American coming-of-age film directed by Lesli Linka Glatter and... more on Wikipedia
  • Tarzan2
    69
    15

    Tarzan

    Rosie O'Donnell, Glenn Close

    Released1999

    Directed byKevin Lima, Chris Buck

    Tarzan is a 1999 American animated adventure musical film produced by Walt Disney Feature... more on Wikipedia

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    Every Song in Tarzan, Ranked by Singability#48 of 50 The 50 Highest Grossing '90s Movies, Ranked

  • Sleepless in Seattle3
    64
    19

    Sleepless in Seattle

    Tom Hanks, Meg Ryan

    Released1993

    Directed byNora Ephron

    Sleepless in Seattle is a 1993 American romantic comedy-drama film directed and co-written by... more on Wikipedia

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    #283 of 1,540 The Most Rewatchable Movies#213 of 925 The All-Time Greatest Comedy Films

  • The Flintstones4
    49
    13

    The Flintstones

    Halle Berry, Elizabeth Taylor

    Released1994

    Directed byBrian Levant

    The Flintstones is a 1994 American buddy comedy film directed by Brian Levant and written by... more on Wikipedia

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    #55 of 142 The Most Rewatchable Comedy Movies#12 of 24 Movies You Loved As A Child That Just Don't Hold Up

  • A League of Their Own5
    35
    7

    A League of Their Own

    Madonna, Tom Hanks

    Released1992

    Directed byPenny Marshall

    A League of Their Own is a 1992 American comedy-drama film that tells a fictionalized account... more on Wikipedia
  • The Flintstones in Viva Rock Vegas6
    31
    10

    The Flintstones in Viva Rock Vegas

    Kristen Stewart, Rosie O'Donnell

    Released2000

    Directed byBrian Levant

    The Flintstones in Viva Rock Vegas is a 2000 American family-romantic comedy film and prequel... more on Wikipedia

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    #329 of 356 The Best Musical Movies Of All Time#34 of 224 The Worst Sequels Of All Time

  • Another Stakeout7
    31
    15

    Another Stakeout

    Rosie O'Donnell, Madeleine Stowe

    Released1993

    Directed byJohn Badham

    Another Stakeout is a 1993 action comedy film starring Richard Dreyfuss, Emilio Estevez and... more on Wikipedia
  • Harriet the Spy8
    25
    11

    Harriet the Spy

    Rosie O'Donnell, Michelle Trachtenberg

    Released1996

    Directed byBronwen Hughes

    Harriet the Spy is a 1996 film adaptation of the 1964 novel of the same name by Louise... more on Wikipedia

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    #19 of 24 Great Mystery Movies the Whole Family Will Enjoy#27 of 38 The Best Movies With A Little Girl Protagonist

  • I'll Do Anything9
    15
    6

    I'll Do Anything

    Ian McKellen, Rosie O'Donnell

    Released1994

    Directed byJames L. Brooks

    I'll Do Anything is a 1994 American dramedy film written and directed by James L. Brooks. Its... more on Wikipedia

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    #41 of 104 The Best Movies About Parenting#37 of 78 The Best Nick Nolte Movies

  • Beautiful Girls10
    14
    8

    Beautiful Girls

    Natalie Portman, Uma Thurman

    Released1996

    Directed byTed Demme

    Beautiful Girls is a 1996 American romantic comedy-drama film directed by Ted Demme from a... more on Wikipedia

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    #194 of 252 The Funniest '90s Movies#254 of 261 The Best Ensemble Movies

  • Riding the Bus with My Sister11
    16
    15

    Riding the Bus with My Sister

    Rosie O'Donnell, Andie MacDowell

    Released2005

    Directed byAnjelica Huston

    Riding the Bus with My Sister is a 2005 film directed by Anjelica Houston.Amazon_watch buy button
  • Wide Awake12
    13
    15

    Wide Awake

    Rosie O'Donnell, Julia Stiles

    Released1998

    Directed byM. Night Shyamalan

    Wide Awake is a 1998 comedy-drama film written and directed by M. Night Shyamalan and produced... more on Wikipedia

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    #147 of 179 The Best Family Drama Movies of All Time#43 of 59 The Best Movies About Prep School

  • The Very Best of America's Funniest Comedians13
    6
    8

    The Very Best of America's Funniest Comedians

    Rosie O'Donnell, Kelsey Grammer

    Released2003

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  • Hedwig and the Angry Inch14
    10
    15

    Hedwig and the Angry Inch

    Rosie O'Donnell, Andrea Martin

    Released2001

    Directed byJohn Cameron Mitchell

    Hedwig and the Angry Inch is a 2001 American musical comedy-drama film written for the screen... more on Wikipedia

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    Every Song in Hedwig and the Angry Inch, Ranked by Singability#117 of 206 Musical Movies With the Best Songs

  • A Very Brady Sequel15
    6
    11

    A Very Brady Sequel

    Rosie O'Donnell, David Spade

    Released1996

    Directed byArlene Sanford

    A Very Brady Sequel is a 1996 comedy film and sequel to 1995's The Brady Bunch Movie. Both... more on Wikipedia

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    #23 of 70 The Dumbest Movie Sequel Titles#54 of 68 The Best Comedy Movie Sequels

  • America16
    4
    8

    America

    Rosie O'Donnell, Ruby Dee

    Released2009

    Directed byYves Simoneau

    America is a 2009 Lifetime Television film starring Rosie O'Donnell, Ruby Dee and Philip... more on Wikipedia
  • Exit to Eden17
    11
    23

    Exit to Eden

    Rosie O'Donnell, Dan Aykroyd

    Released1994

    Directed byGarry Marshall

    Exit to Eden is a 1994 American comedy-thriller film directed by Garry Marshall and adapted to... more on Wikipedia

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    #105 of 119 The Most Awkward Movies to Watch with Your Parents#55 of 119 The Best R-Rated Sex Comedies

  • Fatal Instinct18
    4
    15

    Fatal Instinct

    Rosie O'Donnell, Jane Lynch

    Released1993

    Directed byCarl Reiner

    This film is a 1993 thriller comedy film directed by Carl Reiner. It parodies the erotic... more on Wikipedia
  • Laughing Out Loud: Vol. 519
    2
    9

    Laughing Out Loud: Vol. 5

    Rosie O'Donnell, Kelsey Grammer

    Released2001

    Amazon_watch buy button
  • The Best of the Improv: Vol. 620
    2
    11

    The Best of the Improv: Vol. 6

    Rosie O'Donnell, Drew Carey

    Released2003

    Amazon_watch buy button
  • Car 54, Where Are You?21
    2
    15

    Car 54, Where Are You?

    Rosie O'Donnell, Fran Drescher

    Released1994

    Directed byBill Fishman

    Car 54, Where Are You? is a 1994 comedy film directed by Bill Fishman and stars David Johansen... more on WikipediaAmazon_watch buy button

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

  • The Twilight of the Golds22
    0
    11

    The Twilight of the Golds

    Rosie O'Donnell, Brendan Fraser

    Released1997

    Directed byRoss Kagan Marks

    The Twilight of the Golds is a 1997 television film.Amazon_watch buy button