| Black Reel Awards | |||
| Year | Result | Award | Category/Recipient(s) |
|---|---|---|---|
| 2000 | Won | Black Reel |
Theatrical - Best Actress Nia Long |
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Theatrical - Best Director Malcolm D. Lee |
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Theatrical - Best Screenplay (Original or Adapted) Malcolm D. Lee |
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| Nominated | Black Reel |
Theatrical - Best Actor Taye Diggs |
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Theatrical - Best Supporting Actor Terrence Howard |
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| Chicago Film Critics Association Awards | |||
| Year | Result | Award | Category/Recipient(s) |
| 2000 | Nominated | CFCA Award |
Most Promising Actor Terrence Howard |
| Image Awards | |||
| Year | Result | Award | Category/Recipient(s) |
| 2000 | Won | Image Award |
Outstanding Actress in a Motion Picture Nia Long |
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Outstanding Motion Picture |
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Outstanding Supporting Actor in a Motion Picture Terrence Howard |
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| Nominated | Image Award |
Outstanding Actor in a Motion Picture Morris Chestnut |
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Outstanding Actor in a Motion Picture Taye Diggs |
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Outstanding Actress in a Motion Picture Monica Calhoun |
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Outstanding Supporting Actor in a Motion Picture Harold Perrineau |
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Outstanding Supporting Actress in a Motion Picture Melissa De Sousa |
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Outstanding Supporting Actress in a Motion Picture Sanaa Lathan |
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| Independent Spirit Awards | |||
| Year | Result | Award | Category/Recipient(s) |
| 2000 | Nominated | Independent Spirit Award |
Best Supporting Male Terrence Howard |
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| IMDb awards section | ||
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