Independent Spirit Awards
| Year | Award | Category | Cast & Crew | Result |
|---|---|---|---|---|
| 1999 | Independent Spirit Awards | Best Director | Steven Soderbergh | Nominated |
| 1999 | Independent Spirit Awards | Best Actor | Terence Stamp | Nominated |
| 1999 | Independent Spirit Awards | Best Picture | Nominated | |
| 1999 | Independent Spirit Awards | Best Screenplay | Lem Dobbs | Nominated |
| 1999 | Independent Spirit Awards | Best Supporting Actor | Luis Guzman | Nominated |
Toronto Film Critics Association
| Year | Award | Category | Cast & Crew | Result |
|---|---|---|---|---|
| 1999 | Toronto Film Critics Association | Best Director [Runner-up] | Steven Soderbergh | Won |

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