Vanilla Sky Awards
Screen Actors Guild
| Year | Result | Award | Category |
|---|---|---|---|
| 2001 | Nominated | Screen Actors Guild |
Best Supporting Actress Cameron Diaz |
Academy of Motion Picture Arts and Sciences
| Year | Result | Award | Category |
|---|---|---|---|
| 2001 | Nominated | Academy of Motion Picture Arts and Sciences |
Best Song Paul McCartney |
American Film Institute
| Year | Result | Award | Category |
|---|---|---|---|
| 2001 | Nominated | American Film Institute |
Best Supporting Actress Cameron Diaz |
Broadcast Film Critics Association
| Year | Result | Award | Category |
|---|---|---|---|
| 2001 | Nominated | Broadcast Film Critics Association |
Best Supporting Actress Cameron Diaz |
| 2001 | Won | Broadcast Film Critics Association |
Best Song Paul McCartney |
Chicago Film Critics Association
| Year | Result | Award | Category |
|---|---|---|---|
| 2001 | Won | Chicago Film Critics Association |
Best Supporting Actress Cameron Diaz |
Hollywood Foreign Press Association
| Year | Result | Award | Category |
|---|---|---|---|
| 2001 | Nominated | Hollywood Foreign Press Association |
Best Original Song Paul McCartney |
| 2001 | Nominated | Hollywood Foreign Press Association |
Best Performance by an Actress in a Supporting Role in a Motion Picture Cameron Diaz |
