| Year | * | Category | Works | Shared |
|---|---|---|---|---|
| 2008 | N | Best Actor | 1408 (2007) | - |
| Year | * | Category | Works | Shared |
|---|---|---|---|---|
| 2001 | N | Funniest Actor in a Motion Picture (Leading Role) | High Fidelity (2000) | - |
| Year | * | Category | Works | Shared |
|---|---|---|---|---|
| 2001 | N | Best Screenplay - Adapted | High Fidelity (2000) | D.V. DeVincentis, Steve Pink, Scott Rosenberg |
| Year | * | Category | Works | Shared |
|---|---|---|---|---|
| 1998 | W | Favorite Supporting Actor - Action/Adventure | Con Air (1997) | - |
| Year | * | Category | Works | Shared |
|---|---|---|---|---|
| 1999 | W | - | - | Dick Cusack, Susie Cusack, Ann Cusack |
| 1989 | W | Most Promising Actor | Say Anything... (1989) | - |
| Year | * | Category | Works | Shared |
|---|---|---|---|---|
| 2001 | N | Best Actor | High Fidelity (2000) | - |
| Year | * | Category | Works | Shared |
|---|---|---|---|---|
| 2001 | N | Best Performance by an Actor in a Motion Picture - Comedy/Musical | High Fidelity (2000) | - |
| Year | * | Category | Works | Shared |
|---|---|---|---|---|
| 2000 | N | Best Male Lead | Being John Malkovich (1999) | - |
| Year | * | Category | Works | Shared |
|---|---|---|---|---|
| 2001 | N | Actor of the Year | Being John Malkovich (1999) | - |
| Year | * | Category | Works | Shared |
|---|---|---|---|---|
| 2010 | N | Performance of the Year | 2012 (2009) | - |
| Year | * | Category | Works | Shared |
|---|---|---|---|---|
| 2014 | N | Outstanding Performance by a Cast in a Motion Picture | Lee Daniels' The Butler (2013) | Forest Whitaker, Oprah Winfrey, David Oyelowo |
| 2000 | N | Outstanding Performance by a Cast in a Theatrical Motion Picture | Being John Malkovich (1999) | Catherine Keener, John Malkovich, Cameron Diaz |
| Year | * | Category | Works | Shared |
|---|---|---|---|---|
| 2010 | N | Choice Movie Actor: Sci-Fi | 2012 (2009) | - |
| Year | * | Category | Works | Shared |
|---|---|---|---|---|
| 2001 | N | - | High Fidelity (2000) | Nick Hornby (author), D.V. DeVincentis, Steve Pink (screenwriters) |
| Year | * | Category | Works | Shared |
|---|---|---|---|---|
| 2012 | W | Motion Picture (At 6644 Hollywood Blvd.) | - | - |
| Year | * | Category | Works | Shared |
|---|---|---|---|---|
| 2001 | N | Best Screenplay Based on Material Previously Produced or Published | High Fidelity (2000) | D.V. DeVincentis, Steve Pink, Scott Rosenberg |