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The Best Ryan Phillippe Movies

Updated September 21, 2019 2.0k votes 251 voters 23.6k views

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

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

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

Examples include By Virtue Fall and Cruel Intentions.

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

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  • 1
    92
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    Cruel Intentions

    Reese Witherspoon, Sarah Michelle Gellar
    Cruel Intentions is a 1999 American drama film starring Sarah Michelle Gellar, Ryan Phillippe,...  more

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  • 2
    82
    12

    Stop-Loss

    Channing Tatum, Joseph Gordon-Levitt
    Stop-Loss is a 2008 American drama film directed by Kimberly Peirce and starring Ryan...  more
  • 3
    67
    18

    Five Fingers

    Ryan Phillippe, Laurence Fishburne
    Five Fingers is a 2006 drama/thriller film directed by Laurence Malkin, and written by Chad...  more
  • 4
    80
    31

    Playing by Heart

    Angelina Jolie, Hilary Duff
    Playing by Heart is a 1998 American comedy-drama film, which tells the story of several...  more
  • 5
    67
    19

    Gosford Park

    Helen Mirren, Clive Owen
    Gosford Park is a 2002 British mystery film directed by Robert Altman and written by Julian...  more

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  • 6
    59
    16

    The Bang Bang Club

    Malin Åkerman, Ryan Phillippe
    "The Bang Bang Club was the name given to four young photographers, Greg Marinovich, Kevin...  more
  • 7
    53
    16

    White Squall

    Jeff Bridges, Ryan Phillippe
    White Squall is a 1996 American drama feature film, directed by Ridley Scott....  more

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    #343 of 375 'Old' Movies Every Young Person Needs To Watch In Their Lifetime#253 of 318 The Greatest Disaster Movies of All Time

  • 8
    48
    13

    The Lincoln Lawyer

    Matthew McConaughey, Marisa Tomei
    The Lincoln Lawyer is a 2011 American thriller film adapted from the novel of the same name by...  more
  • 9
    40
    8

    Crash

    Sandra Bullock, Brendan Fraser
    This movie is a 2004 ensemble drama film co-written, produced, and directed by Paul Haggis....  more

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  • 10
    47
    16

    I Know What You Did Last Summer

    Jennifer Love Hewitt, Sarah Michelle Gellar
    I Know What You Did Last Summer is a 1997 American slasher film based on the 1973 novel of the...  more

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  • 11
    80
    50

    Antitrust

    Tim Robbins, Ryan Phillippe
    Antitrust is a 2001 thriller film written by Howard Franklin and directed by Peter...  more

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  • 12
    43
    18

    Franklyn

    Ewan McGregor, Eva Green
    Franklyn is a 2008 British film written and directed by Gerald McMorrow as his debut feature....  more
  • 13
    48
    25

    Igby Goes Down

    Claire Danes, Susan Sarandon
    Igby Goes Down is a 2002 comedy-drama film that follows the life of Igby Slocumb, a rebellious...  more

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  • 14
    32
    8

    Little Boy Blue

    Ryan Phillippe, Nastassja Kinski
    Little Boy Blue is a 1997 film directed by Antonio Tibaldi. The screenplay was by Michael...  more
  • 15
    33
    13

    Straight A's

    Anna Paquin, Ryan Phillippe
    Straight A's is a 2012 comedy/drama film written by David Cole and directed by James Cox....  more
  • 16
    34
    18

    Setup

    Bruce Willis, 50 Cent
    Setup is an action thriller heist film directed by Mike Gunther and written by Gunther and...  more
  • 17
    33
    17

    Homegrown

    Jake Gyllenhaal, Jamie Lee Curtis
    When a Pot Baron (Lithgown) is killed in a remote field in Northern California and his three...  more

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  • 18
    33
    22

    Flags of Our Fathers

    Paul Walker, Ryan Phillippe
    Flags of Our Fathers is a 2006 American film directed, co-produced and scored by Clint...  more

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  • 19
    23
    11

    Chronicle

    Dane DeHaan, Alex Russell
    Chronicle is a 2012 American found footage science-fiction thriller film directed by Josh...  more

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  • 20
    46
    40

    The I Inside

    Piper Perabo, Ryan Phillippe
    The I Inside is a 2003 psychological thriller directed by Roland Suso Richter. It was written...  more
  • 21
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    32
    26

    54

    Salma Hayek, Heidi Klum
    54 is a 1998 American drama film written and directed by Mark Christopher, about Studio 54, a...  more

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  • 23
    25
    21

    The Way of the Gun

    Sarah Silverman, Juliette Lewis
    The Way of the Gun is a 2000 American action film written and directed by Christopher...  more

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    #90 of 102 The Best Kidnapping & Hostage Movies Of All Time, Ranked#60 of 97 The Best Movies About Kidnapping

  • 24
    21
    15

    Tlatelolco68

    Ryan Phillippe, John Leguizamo
    Tlatelolco68 (original title: Tlatelolco: Mexico68) is a 2011 historical drama film written by...
  • 25
    23
    21

    MacGruber

    Val Kilmer, Kristen Wiig
    MacGruber is a 2010 American action comedy film based on the Saturday Night Live sketch of the...  more

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