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| Award (↑) | Year | Category | Nominee / Winner | Person |
|---|---|---|---|---|
| American Film Institute Award | 2005 | Television Program of the Year | Winner | |
| Artios Award | 2007 | Best Casting for an Episodic Drama Series | Winner | Julie Tucker |
| ASCAP Film & TV Music Award | 2008 | Top Television Series | Winner | Jason Stollsteimer |
| Broadcasting & Cable Critics Poll | 2005 | Best Drama (#3) | Voted | |
| Cadet Award | 2006 | Outstanding Ensemble in a Drama Series | Nominee | |
| Cadet Award | 2006 | Outstanding Sound Editing | Nominee | |
| Cadet Award | 2006 | Outstanding Lead Actor in a Drama Series | Nominee | Denis Leary |
| Cadet Award | 2005 | Outstanding Debut Drama Series | Nominee | |
| Cadet Award | 2005 | Outstanding Drama Series | Nominee | |
| Cadet Award | 2005 | Outstanding Lead Actor in a Drama Series | Nominee | Denis Leary |
| Cadet Award | 2005 | Outstanding Main Theme Music | Nominee | |
| Cadet Award | 2005 | Outstanding Main Titles Sequence | Winner | |
| Cadet Award | 2005 | Outstanding Sound Mixing | Nominee | |
| Cadet Award | 2005 | Outstanding Writing in a Drama Series | Nominee | Stephen Belber |
| Cadet Award | 2005 | Outstanding Casting | Nominee | |
| Emmy Award | 2008 | Outstanding Guest Actor in a Drama Series | Nominee | Charles Durning |
| Emmy Award | 2008 | Outstanding Cinematography for a One-Hour Series | Nominee | Tom Houghton |
| Emmy Award | 2007 | Outstanding Lead Actor in a Drama Series | Nominee | Denis Leary |
| Emmy Award | 2006 | Outstanding Lead Actor in a Drama Series | Nominee | Denis Leary |
| Emmy Award | 2005 | Outstanding Writing for a Drama Series | Nominee | Peter Tolan; Denis Leary |
| Emmy Award | 2005 | Outstanding Directing for a Drama Series | Nominee | Peter Tolan |
| Entertainment Weekly's Best/Worst List | 2004 | The Ten Best (#7) | Winner | |
| futoncritic's Best Eps | 2007 | 50 Best Eps of 2006 (#41) | Winner | |
| futoncritic's Best Eps | 2006 | 50 Best Eps of 2005 (#36) | Winner | |
| futoncritic's Best Eps | 2005 | 50 Best Eps of 2004 (#23) | Winner | |
| Golden Gasm Award | 2005 | Best Actor | Nominee | Denis Leary |
| Golden Globe Award | 2005 | Outstanding Actor in a Television Drama Series | Nominee | Denis Leary |
| Golden Reel Award (MPSE) | 2007 | Outstanding Sound Editing in Short Form Television - Sound Effects and Foley | Nominee | |
| Golden Satellite Award | 2007 | Best Actor in a Television Drama Series | Nominee | Denis Leary |
| Golden Satellite Award | 2006 | Best Actor in a Television Drama Series | Nominee | Denis Leary |
| Golden Satellite Award | 2006 | Best Actor in a Television Drama Series | Nominee | Denis Leary |
| Golden Satellite Award | 2006 | Best Television Drama Series | Nominee | |
| Golden Satellite Award | 2006 | Best Television Drama Series | Nominee | |
| Golden Tater Award | 2005 | Favorite Drama King (#5) | Voted | Denis Leary |
| Gracie Allen Award | 2007 | Outstanding Individual Achievement Award - Outstanding Supporting Actress in a Drama Series | Winner | Marisa Tomei |
| MediaVillage TV Fan Award | 2006 | Outstanding Drama Series | Nominee | |
| MediaVillage TV Fan Award | 2006 | Outstanding Actor in a Drama Series | Nominee | Denis Leary |
| Online Television Academy Award | 2005 | Best Lead Actor in a Drama Series | Nominee | Denis Leary |
| Online Television Academy Award | 2005 | Best Drama Series | Nominee | |
| PRISM Award | 2008 | Outstanding Performance in a Drama Series Multi-Episode Storyline | Nominee | Tatum O'Neal |
| PRISM Award | 2008 | Outstanding Television Drama Series Multi-Episode Storyline | Nominee | |
| PRISM Award | 2007 | Outstanding Television Drama Series Multi-Episode Storyline | Nominee | |
| PRISM Award | 2007 | Outstanding Performance in a Drama Series Multi-Episode Storyline | Nominee | Denis Leary |
| PRISM Award | 2006 | Outstanding Television Drama Series Multi-Episode Storyline | Nominee | |
| PRISM Award | 2006 | Outstanding Performance in a Drama Series Multi-Episode Storyline | Nominee | Denis Leary |
| PRISM Award | 2005 | Outstanding Television Drama Series Episode | Winner | |
| RATTY Award | 2007 | Best Lead Actor in a Drama Series | Nominee | Denis Leary |
| RATTY Award | 2006 | Best Drama Series | Nominee | |
| RATTY Award | 2006 | Best Lead Actor in a Drama Series | Nominee | Denis Leary |
| Television Critics Association Award | 2005 | Outstanding Achievement in a Drama Series | Nominee |
