| Year | Award | Category | ||
| 1999 | National Society of Film Critics | Best Director (Runner-up) | ||
| 1999 | Writers Guild of America | Best Original Screenplay | ||
| 1999 | Writers Guild of America | Best Original Screenplay | ||
| 1999 | National Board of Review | Best Picture | ||
| 1999 | Broadcast Film Critics Association | Breakthrough Performer |