| Year | Title | Role | Notes |
|---|---|---|---|
| 1991 | The Man in the Moon | Dani Trant | Nominated – Chicago Film Critics Association Award for Most Promising Actress Nominated – Young Artist Award for Best Young Actress Starring in a Motion Picture |
| 1991 | Wildflower | Ellie Perkins | |
| 1992 | Desperate Choices: To Save My Child | Cassie | |
| 1993 | A Far Off Place | Nonnie Parker | |
| 1993 | Jack the Bear | Karen Morris | Young Artist Award for Best Youth Actress Co-Star |
| 1993 | Return to Lonesome Dove | Ferris Dunnigan | TV miniseries |
| 1994 | S.F.W. | Wendy Pfister | |
| 1996 | Freeway | Vanessa Lutz | Cognac Festival du Film Policier Award for Best Actress |
| 1996 | Fear | Nicole Walker | |
| 1998 | Twilight | Mel Ames | |
| 1998 | Overnight Delivery | Ivy Miller | |
| 1998 | Pleasantville | Jennifer/Mary Sue | Nominated – Teen Choice Award for Funniest Scene |
| 1999 | Cruel Intentions | Annette Hargrove | Blockbuster Entertainment Award for Favorite Supporting Actress Nominated – Teen Choice Award for Sexiest Love Scene Nominated – Teen Choice Award for Choice Actress |
| 1999 | Election | Tracy Flick | Kansas City Film Critics Circle Award for Best Actress National Society of Film Critics Award for Best Actress Online Film Critics Society Award for Best Actress Nominated – American Comedy Award for Funniest Actress in a Motion Picture Nominated – Chicago Film Critics Association Award for Best Actress Nominated – Chlotrudis Award for Best Actress Nominated – Golden Globe Award for Best Actress – Motion Picture Musical or Comedy Nominated – Independent Spirit Award for Best Lead Female Nominated – Las Vegas Film Critics Society Award for Best Actress Nominated – Satellite Award for Best Actor – Motion Picture Musical or Comedy Nominated – Teen Choice Award for Choice Hissy Fit |
| 1999 | Best Laid Plans | Lissa | |
| 2000 | Little Nicky | Holly | Cameo appearance |
| 2000 | American Psycho | Evelyn Williams | |
| 2001 | The Trumpet of the Swan | Serena | Voice |
| 2001 | Legally Blonde | Elle Woods | MTV Movie Award for Best Comedic Performance MTV Movie Award for Best Dressed MTV Movie Award for Best Line Nominated – Golden Globe Award for Best Actress – Motion Picture Musical or Comedy Nominated – MTV Movie Award for Best Performance – Female Nominated – Satellite Award for Best Actor – Motion Picture Musical or Comedy |
| 2002 | The Importance of Being Earnest | Cecily Cardew | Nominated – Teen Choice Award for Choice Actress |
| 2002 | Sweet Home Alabama | Melanie Carmichael | Teen Choice Award for Choice Movie Liplock Nominated – MTV Movie Award for Best Performance – Female Nominated – Teen Choice Award for Choice Actress |
| 2003 | Legally Blonde 2: Red, White & Blonde | Elle Woods | Executive Producer |
| 2004 | Vanity Fair | Becky Sharp | |
| 2005 | Walk the Line | June Carter Cash | Academy Award for Best Actress Austin Film Critics Association Award for Best Actress BAFTA Award for Best Actress in a Leading Role Boston Society of Film Critics Award for Best Actress Broadcast Film Critics Association Award for Best Actress Florida Film Critics Circle Award for Best Actress Golden Globe Award for Best Actress – Motion Picture Musical or Comedy Kansas City Film Critics Circle Award for Best Actress Las Vegas Film Critics Society Award for Best Actress National Society of Film Critics Award for Best Actress New York Film Critics Circle Award for Best Actress Online Film Critics Society Award for Best Actress San Francisco Film Critics Circle Award for Best Actress Satellite Award for Best Actor – Motion Picture Musical or Comedy Screen Actors Guild Award for Outstanding Performance by a Female Actor in a Leading Role Teen Choice Award for Choice Actress Washington D.C. Area Film Critics Association Award for Best Actress Nominated – Empire Award for Best Actress Nominated – MTV Movie Award for Best Performance |
| 2005 | Just Like Heaven | Elizabeth Masterson | |
| 2006 | Penelope | Annie | Also producer |
| 2007 | Rendition | Isabella Fields El-Ibrahimi | Nominated – Teen Choice Award for Choice Actress |
| 2008 | Four Christmases | Kate | |
| 2009 | Monsters vs. Aliens | Susan Murphy / Ginormica | Voice |
| 2010 | How Do You Know | Lisa | |
| 2011 | Water for Elephants | Marlena Rosenbluth | Nominated – People's Choice Award for Favorite Movie Actress Nominated – Teen Choice Award for Choice Movie Actress - Drama |
| 2012 | This Means War | Lauren Scott | |
| TBA | Mud | Juniper | Post-Production |
| TBA | Big Eyes | Margaret Keane | Filming starts in Spring 2012 |
| TBA | Devil's Knot | Pam Hobbs | Filming starts in Summer 2012 |
| Year | Title | Notes |
|---|---|---|
| 2003 | Legally Blonde 2: Red, White & Blonde | Executive Producer |
| 2006 | Penelope | |
| 2008 | Four Christmases |
| Year | Title | Role | Notes |
|---|---|---|---|
| 2000 | King of the Hill | Debbie | 2 episodes voice |
| 2000 | Friends | Jill Green | 2 episodes 'The One With Rachel's Sister' 'The One Where Chandler Can't Cry' Nominated – American Comedy Award for Funniest Female Guest Appearance in a TV Series |
| 2002 | The Simpsons | Greta Wolfcastle | 1 episode voice |
| 2003 | Freedom: A History of Us | Various roles | 3 episodes |
| 2009 | Monsters vs. Aliens: Mutant Pumpkins from Outer Space | Susan Murphy / Ginormica | Halloween TV Special voice |
| 2011-2012 | After Lately | Herself | 2 Episodes |
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