Awards
| Year | Group | Award | Result | Notes |
|---|---|---|---|---|
| 1998 | Blockbuster Entertainment Awards | Favorite Supporting Actor: Horror | Nominated | I Know What You Did Last Summer |
| 1999 | Golden Raspberry Awards | Worst Actor | Nominated | 54 |
| Teen Choice Awards | Film – Choice Actor | Nominated | Cruel Intentions | |
| Film – Sexiest Love Scene | Nominated | |||
| 2000 | Golden Slate | Best Actor in a Leading Role | Nominated | 54 |
| MTV Movie Awards | Best Male Performance | Nominated | Cruel Intentions | |
| 2001 | Teen Choice Awards | Film – Choice Actor | Nominated | Antitrust |
| 2002 | Critics Choice Awards | Best Acting Ensemble | Won | Gosford Park |
| Florida Film Critics Circle Awards | Best Ensemble Cast | Won | ||
| Online Film Critics Society Awards | Best Ensemble | Won | ||
| Phoenix Film Critics Society Awards | Best Acting Ensemble | Nominated | ||
| Satellite Awards | Outstanding Motion Picture Ensemble | Won | ||
| Screen Actors Guild Awards | Outstanding Performance by a Cast of a Theatrical Motion Picture | Won | ||
| 2005 | Gotham Awards | Best Ensemble Cast | Nominated | Crash |
| 2006 | Black Reel Awards | Best Ensemble | Won | |
| Screen Actors Guild Awards | Outstanding Performance by a Cast in a Motion Picture | Won | ||
| 2008 | Teen Choice Awards | Choice Movie Actor: Drama | Nominated | Stop-Loss |
| 2009 | Prism Awards | Performance in a Feature Film | Nominated |
Read more about this topic: Ryan Phillippe
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