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| Award | Year (↑) | Category | Nominee / Winner | Person |
|---|---|---|---|---|
| Annie Award | 1999 | Outstanding Individual Achievement for Writing in an Animated Television Production | Nominee | Ken Keeler |
| Emmy Award | 1999 | Outstanding Animated Program | Nominee | |
| Annie Award | 1999 | Outstanding Achievement in an Animated Television Production | Nominee | |
| Online Television Academy Award | 1999 | Best New Comedy Series | Nominee | |
| Cadet Award | 1999 | Outstanding Animated Series | Nominee | |
| Television Critics Association Award | 1999 | Outstanding Individual Achievement in a Comedy Series | Nominee | Matt Groening |
| RATTY Award | 1999 | Best Animated Series | Nominee | |
| Online Television Academy Award | 1999 | Best Animated Series | Winner | |
| Online Television Academy Award | 1999 | Best Theme Music in a New Television Series | Winner | Christopher Tyng |
| Online Television Academy Award | 1999 | Best Title Sequence in a New Series | Winner | |
| TeeVee Award | 2000 | Best Half-Hour Show | Winner | |
| Environmental Media Association Award | 2000 | Television Episodic Comedy | Winner | |
| Cadet Award | 2000 | Outstanding Animated Series | Nominee | |
| Online Television Academy Award | 2000 | Best Animated Series | Nominee | |
| People's Choice Award | 2000 | Favorite New Television Comedy Series | Nominee | |
| RATTY Award | 2000 | Best Animated Series | Nominee | |
| RATTY Award | 2000 | Series with the Most Potential | Nominee | |
| Annie Award | 2000 | Outstanding Achievement in an Animated Television Production | Nominee | |
| Annie Award | 2000 | Outstanding Individual Achievement for Directing in an Animated Television Production | Winner | Brian Sheesley |
| Annie Award | 2000 | Outstanding Individual Achievement for Directing in an Animated Television Production | Nominee | Susie Dietter |
| Petcabus Award | 2001 | Most Underrated Comedy or Drama Series | Winner | |
| Cadet Award | 2001 | Outstanding Animated Series | Nominee | |
| TeeVee Award | 2001 | Best Half-Hour Show | Winner | |
| Emmy Award | 2001 | Outstanding Animated Program (Less than One Hour) | Nominee | |
| Emmy Award | 2001 | Outstanding Individual Achievement in Animation | Winner | Rodney Clouden |
| Online Television Academy Award | 2001 | Best Animated Series | Nominee | |
| Chicago International Film Festival | 2001 | Television Situation Comedy | ||
| Chicago International Film Festival | 2001 | Special Achievement in Animation | ||
| Annie Award | 2001 | Outstanding Achievement in an Animated Television Production | Nominee | |
| World Animation Celebration Competition | 2001 | Best Primetime Television Series | Winner | |
| Annie Award | 2001 | Outstanding Individual Achievement for Writing in an Animated Television Production | Winner | Ron Weiner |
| Annie Award | 2001 | Outstanding Individual Achievement for Voice Acting by a Male in an Animated Television Production | Winner | John DiMaggio |
| RATTY Award | 2001 | Best Primetime Animated Series | Nominee | |
| Phlemmy Award | 2002 | Animated Series | Winner | |
| TV Times Readers' Choice | 2002 | Best Animated Series (#5) | Voted | |
| Online Television Academy Award | 2002 | Best Animated Series | Nominee | |
| Online Television Academy Award | 2002 | Best Voice-Over Performance in an Animated Television Series | Nominee | Katey Sagal |
| RATTY Award | 2002 | Best Animated Series | Nominee | |
| Emmy Award | 2002 | Outstanding Animated Program (Less than One Hour) | Winner | |
| Cadet Award | 2002 | Outstanding Animated Series | Nominee | |
| TV Times Readers' Choice | 2003 | Best Animated Series (#5) | Voted | |
| Writers Guild Award | 2003 | Best Writing in an Animated Television Series | Winner | Ken Keeler |
| Internet TV Award | 2003 | Favorite Primetime Comedy Series | Nominee | |
| TeeVee Award | 2003 | Best Animated Show | Winner | |
| about.com Primetime TV Awards | 2003 | Best Retiring Series | Nominee | |
| Environmental Media Association Award | 2003 | Television Episodic Comedy | Nominee | |
| Cult TV Award | 2003 | Best Returning Satellite Series | Nominee | |
| Annie Award | 2003 | Outstanding Achievement in an Animated Television Production | Nominee | |
| Annie Award | 2003 | Outstanding Individual Achievement for Directing in an Animated Television Production | Winner | Rich Moore |
| Commie Award | 2003 | Funniest Animated TV Series | Nominee |
