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| Award | Year (↑) | Category | Nominee / Winner | Person |
|---|---|---|---|---|
| PRISM Award | 1999 | Outstanding Television Drama Series Episode | Winner | |
| Cinema Audio Society Award | 1999 | Outstanding Achievement in Sound Mixing for a Television Series | Nominee | |
| Emmy Award | 1999 | Outstanding Directing for a Drama Series | Winner | Paris Barclay |
| Emmy Award | 1999 | Outstanding Drama Series | Nominee | |
| Television Critics Association Award | 1999 | Program of the Year | Nominee | |
| Banff Rockie Award | 1999 | Best Continuing Series | Winner | |
| RATTY Award | 1999 | Best Writing in a Drama Series | Winner | Steven Bochco, David Milch, Bill Clark |
| Television Critics Association Award | 1999 | Outstanding Drama Series | Nominee | |
| Online Television Academy Award | 1999 | Best Lead Actor in a Drama Series | Nominee | Dennis Franz |
| Television Critics Association Award | 1999 | Outstanding Individual Achievement in a Drama Series | Nominee | Dennis Franz |
| Emmy Award | 1999 | Outstanding Guest Actress in a Drama Series | Winner | Debra Monk |
| RATTY Award | 1999 | Best Directing in a Drama Series | Winner | Paris Barclay |
| Artios Award | 1999 | Best Casting for an Episodic Drama Series | Nominee | Junie Lowry Johnson, Scott Genkinger |
| Golden Globe Award | 1999 | Outstanding Actor in a Television Drama Series | Nominee | Jimmy Smits |
| TV Guide's All Time Greatest/Worst Lists | 1999 | 50 Greatest TV Characters (#23) | Winner | Dennis Franz Andy Sipowicz |
| Directors Guild Award | 1999 | Outstanding Directorial Achievement in Television Drama Series | Winner | Paris Barclay |
| Golden Globe Award | 1999 | Outstanding Actress in a Television Drama Series | Nominee | Kim Delaney |
| Directors Guild Award | 1999 | Outstanding Directorial Achievement in Television Drama Series | Nominee | Mark Tinker |
| Emmy Award | 1999 | Outstanding Lead Actor in a Drama Series | Nominee | Jimmy Smits |
| Emmy Award | 1999 | Outstanding Lead Actor in a Drama Series | Winner | Dennis Franz |
| Golden Eddie Award | 1999 | Best Edited One Hour Television Series | Winner | Jane Kass |
| Golden Satellite Award | 1999 | Best Television Drama Series | Nominee | |
| TV Guide Award (televised) | 1999 | Favorite Actor in a Drama Series | Nominee | Dennis Franz |
| TV Guide Award (televised) | 1999 | Favorite Actor in a Drama Series | Nominee | Jimmy Smits |
| Golden Satellite Award | 1999 | Best Actress in a Television Drama Series | Nominee | Sharon Lawrence |
| TV Guide Award (televised) | 1999 | Favorite Actress in a Drama Series | Nominee | Kim Delaney |
| Golden Satellite Award | 1999 | Best Actor in a Television Drama Series | Nominee | Jimmy Smits |
| People's Choice Award | 1999 | Favorite Television Drama Series | Nominee | |
| Screen Actors Guild Award | 1999 | Outstanding Performance by an Actor in a Television Drama Series | Nominee | Dennis Franz |
| Screen Actors Guild Award | 1999 | Outstanding Performance by an Actor in a Television Drama Series | Nominee | Jimmy Smits |
| Screen Actors Guild Award | 1999 | Outstanding Performance by an Actress in a Television Drama Series | Nominee | Kim Delaney |
| Emmy Award | 1999 | Outstanding Sound Mixing for a Drama Series | Nominee | |
| TV Guide Award (televised) | 1999 | Favorite Drama Series | Nominee | |
| Screen Actors Guild Award | 1999 | Outstanding Performance by an Ensemble in a Television Drama Series | Nominee | |
| Peabody Award | 1999 | Winner | ||
| Emmy Award | 1999 | Outstanding Supporting Actress in a Drama Series | Nominee | Kim Delaney |
| Viewers for Quality Television Award | 1999 | Best Actor in a Quality Drama Series | Winner | Dennis Franz |
| ALMA Award | 1999 | Outstanding Drama Series | Nominee | |
| ALMA Award | 1999 | Outstanding Individual Performance in a Television Series in a Crossover Role | Winner | Jimmy Smits |
| Emmy Award | 1999 | Outstanding Writing for a Drama Series | Nominee | Nicholas Wootton, Steven Bochco, David Milch, Bill Clark |
| Humanitas Prize | 1999 | 90 Minute Primetime Network, Syndicated, Cable or PBS Teleplay | Winner | Nicholas Wootton, Steven Bochco |
| Electronic Media's Critics Poll | 1999.01 | Best Television Series (#9) | Winner | |
| Electronic Media's Critics Poll | 1999.07 | Best Television Series (#6) | Winner | |
| Emmy Award | 2000 | Outstanding Sound Mixing for a Drama Series | Nominee | |
| Online Television Academy Award | 2000 | Best Lead Actor in a Drama Series | Nominee | Dennis Franz |
| Online Television Academy Award | 2000 | Best Lead Actor in a Drama Series | Nominee | Rick Schroder |
| PRISM Award | 2000 | Outstanding Television Drama Series Episode | Winner | |
| Viewers for Quality Television Award | 2000 | Best Actor in a Quality Drama Series | Nominee | Dennis Franz |
| Viewers for Quality Television Award | 2000 | Best Supporting Actress in a Quality Drama Series | Nominee | Kim Delaney |
| Young Artist Award | 2000 | Best Performance by a Supporting Young Actor in a Television Drama Series | Nominee | Courtland Mead |
