Entertainment
67 voters

The Best Chris Klein Movies

Updated June 11, 2019 386 votes 67 voters 7.9k views23 items

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

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

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

List ranges from The Six Wives of Henry Lefay to The Valley of Light, plus much more.

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

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  • 1
    53
    3

    Here on Earth

    Josh Hartnett, Leelee Sobieski

    Released2000

    Directed byMark Piznarski

    Here on Earth is a 2000 romantic drama film directed by Mark Piznarski with a screenplay by Michael Seitzman. It stars Chris Klein, Leelee Sobieski, and Josh Hartnett. The original music score was...  more
  • 2
    29
    3

    Election

    Reese Witherspoon, Matthew Broderick

    Released1999

    Directed byAlexander Payne

    Election is a 1999 American comedy film directed and written by Alexander Payne and adapted by him and Jim Taylor from Tom Perrotta's 1998 novel of the same title. The plot revolves around a high...  more

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  • 3
    18
    6

    Rollerball

    P!nk, Rebecca Romijn

    Released2002

    Directed byJohn McTiernan

    Rollerball is a 2002 remake of the 1975 science-fiction film of the same name. This updated version stars Chris Klein, Jean Reno, LL Cool J, Rebecca Romijn, and Naveen Andrews. It was directed by...  more

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  • 4
    16
    4

    The United States of Leland

    Kerry Washington, Ryan Gosling

    Released2003

    Directed byMatthew Ryan Hoge

    The United States of Leland is a 2003 American drama film written and directed by Matthew Ryan Hoge that follows a meek teenage boy, the eponymous Leland, who has inexplicably committed a shocking...  more
  • 5
    14
    2

    We Were Soldiers

    Mel Gibson, Lyndon B. Johnson

    Released2002

    Directed byRandall Wallace

    We Were Soldiers is a 2002 film that dramatizes the Battle of Ia Drang on November 14, 1965. The film was directed by Randall Wallace and stars Mel Gibson. It is based on the book We Were Soldiers...  more

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  • 6
    13
    2

    Play Dead

    Sasha Alexander, Fred Durst

    Released2009

    Directed byJason Wiles

    Play Dead is a film released in 2009 written by Jason Wiles and Shem Bitterman, directed by Jason Wiles and starring Chris Klein, Fred Durst, and Jake Busey. The story is about Ronnie Reno, a former...  more
  • 7
    14
    4

    American Dreamz

    Carmen Electra, Mandy Moore

    Released2006

    Directed byPaul Weitz

    American Dreamz is a 2006 comedy/parody film that satirizes both American politics and popular entertainment. Director/producer/writer Paul Weitz has stated that the movie is meant to satirize both...  more

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  • 8
    14
    4

    Street Fighter: The Legend of Chun-Li

    Kristin Kreuk, Moon Bloodgood

    Released2009

    Directed byAndrzej Bartkowiak

    Street Fighter: The Legend of Chun-Li is a 2009 live-action film based on the Street Fighter series of video games. It follows the quest of Street Fighter character Chun-Li, who is portrayed by...  more
  • 9
    14
    4

    The Long Weekend

    Cobie Smulders, Evangeline Lilly

    Released2006

    Directed byPat Holden

    The Long Weekend is a 2005 Canadian film starring Chris Klein and Brendan Fehr as two brothers, Cooper and Ed Waxman. It also stars Chelan Simmons, Paul Campbell, Chandra West, and Cobie Smulders....  more
  • 10
    11
    4

    Just Friends

    Ryan Reynolds, Anna Faris

    Released2005

    Directed byRoger Kumble

    Just Friends is a 2005 American romantic comedy and Christmas film directed by Roger Kumble, and starring Ryan Reynolds, Amy Smart, Anna Faris, Chris Klein and Christopher Maquette. The plot focuses...  more

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  • 11
    7
    2

    Say It Isn't So

    Heather Graham, Sarah Silverman

    Released2001

    Directed byJames B. Rogers

    Say It Isn't So is a 2001 American comedy film starring Chris Klein and Heather Graham as two young lovers who come to believe that they are actually siblings. The film is directed by J.B. Rogers and...  more
  • 12
    3
    3

    The Six Wives of Henry Lefay

    Elisha Cuthbert, Andie MacDowell

    Released2009

    Directed byHoward Michael Gould

    The Six Wives of Henry Lefay is a 2009 American comedy film starring Elisha Cuthbert and Tim Allen. A grieving daughter tries to arrange her father's funeral, while putting up with all of his...  more
  • 13
    8
    3

    The Valley of Light

    Gretchen Mol, Jackson Rathbone

    Released2007

    Directed byBrent Shields

  • 14
    8
    4

    New York City Serenade

    Jamie Lynn Sigler, Freddie Prinze

    Released2008

    Directed byFrank Whaley

    New York City Serenade is a 2007 comedy-drama film written and directed by Frank Whaley and starring Freddie Prinze, Jr., Chris Klein and Jamie-Lynn Sigler. It made its debut at the 2007 Toronto...  more
  • 15
    8
    3

    The Good Life

    Zooey Deschanel, Bill Paxton

    Released2007

    Directed bySteve Berra

    The Good Life is a 2007 film written and directed by Stephen Berra, starring Mark Webber, Zooey Deschanel, Patrick Fugit, Bill Paxton, Drea de Matteo, Harry Dean Stanton, and Chris Klein....  more
  • 16
    8
    4

    Day Zero

    Ginnifer Goodwin, Elijah Wood

    Released2007

    Directed byBryan Gunnar Cole

    Day Zero is a 2007 American film directed by Bryan Gunnar Cole and written by Robert Malkani. Set in the near future when global terrorism has forced the military to reinstate the draft, three young...  more
  • 17
    8
    4

    Hank and Mike

    Joe Mantegna, Chris Klein

    Released2007

    Directed byMatthiew Klinck

    Hank and Mike is a 2008 comedy film directed by Matthiew Klinck, from a screenplay written by Paolo Mancini and Thomas Michael. The film tells the story of two blue-collar Easter Bunnies who get...  more
  • 18
    8
    4

    Lenexa, 1 Mile

    Paul Wesley, Chris Klein

    Directed byJason Wiles

    Lenexa, 1 Mile is drama film written by Jason Wiles, Shem Bitterman, and directed by Wiles. The film stars Josh Stewart, Jason Ritter, and William Baldwin. Austin Nichols and Paul Wesley Co-Star....  more
  • 19
    11
    9

    American Pie 2

    Alyson Hannigan, Tara Reid

    Released2001

    Directed byJames B. Rogers

    American Pie 2 is a 2001 American comedy film and the sequel to the 1999 film American Pie and the second film in the American Pie film series. It was written by Adam Herz and directed by James B....  more

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  • 20
    7
    3

    Sam

    Anna Chlumsky, Chris Klein

    Released2011

    Directed byJohn A. Gallagher

    Sam is a 2011 comedy film written by John A. Gallagher and Nicholas Brooks and directed by John A. Gallagher....
  • 21
    7
    4

    American Reunion

    Alyson Hannigan, Neil Patrick Harris

    Released2012

    Directed byHayden Schlossberg, Jon Hurwitz

    American Reunion is a 2012 ensemble comedy film written and directed by Jon Hurwitz and Hayden Schlossberg. It is the fourth installment in the American Pie theatrical series and eighth installment...  more
  • 22
    10
    9

    American Pie

    Alyson Hannigan, Tara Reid

    Released1999

    Directed byChris Weitz, Paul Weitz

    American Pie is a 1999 teen comedy film written by Adam Herz and directed by brothers Paul and Chris Weitz, in their directorial film debut. It is the first film in the American Pie theatrical...  more

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  • 23
    6
    3

    Caught in the Crossfire

    50 Cent, Chris Klein

    Released2010

    Directed byBrian A. Miller

    Caught in the Crossfire is 2010 American crime drama film directed by Brian A Miller. It stars Adam Rodríguez, 50 Cent, and Richard T. Jones. The film was released direct-to-DVD on July 20, 2010....  more