American Comedy Awards, USA
2001 Nominated American Comedy Award Funniest Actor in a Motion Picture (Leading Role) for High Fidelity (2000)

BAFTA Awards
2001 Nominated BAFTA Film Award Best Screenplay - Adapted for High Fidelity (2000) Shared with D.V. DeVincentis, Steve Pink, Scott Rosenberg

Empire Awards, UK
2001 Nominated Empire Award Best Actor for High Fidelity (2000)

Golden Globes, USA
2001 Nominated Golden Globe Best Performance by an Actor in a Motion Picture - Comedy/Musical for High Fidelity (2000)

London Critics Circle Film Awards
2001 Nominated ALFS Award Actor of the Year for Being John Malkovich (1999)

USC Scripter Award
2001 Nominated USC Scripter Award for High Fidelity (2000) Shared with Nick Hornby (author), D.V. DeVincentis (screenwriter), Steve Pink (screenwriter), Scott Rosenberg (screenwriter)

Writers Guild of America, USA
2001 Nominated WGA Award (Screen) Best Screenplay Based on Material Previously Produced or Published for High Fidelity (2000) Shared with D.V. DeVincentis, Steve Pink, Scott Rosenberg

Chicago Film Critics Association Awards
2000 Won Commitment to Chicago Award Shared with Dick Cusack, Nancy Cusack, Ann Cusack, Bill Cusack, Joan Cusack, Susie Cusack

Independent Spirit Awards
2000 Nominated Independent Spirit Award Best Male Lead for Being John Malkovich (1999)

Screen Actors Guild Awards
2000 Nominated Actor Outstanding Performance by a Cast in a Theatrical Motion Picture for Being John Malkovich (1999) Shared with Orson Bean, Cameron Diaz, Catherine Keener, John Malkovich, Mary Kay Place, Charlie Sheen

Blockbuster Entertainment Awards
1998 Won Blockbuster Entertainment Award Favorite Supporting Actor - Action/Adventure for Con Air (1997)

CFCA Award Most Promising Actor
1990 Won for Say Anything... (1989)

Joseph Jefferson Award for Best Director for Methusalem - The Jefferson Citation theatre award.