(*): W=Win, N=Nomination
| Year | * | Category | Works | Shared |
|---|---|---|---|---|
| 1999 | N | Vocal Event of the Year | "Same Old Train" | Clint Black, Joe Diffie, Merle Haggard |
| 1994 | N | Album of the Year | "This Time" | - |
| 1994 | N | Single Record of the Year | "Ain't That Lonely Yet" | - |
| 1993 | N | Vocal Event of the Year | - | Patty Loveless |
| 1989 | N | Album of the Year | "Buenos Noches from a Lonely Room" | - |
| 1989 | N | Vocal Event of the Year | - | Buck Owens |
| 1989 | N | Top Male Vocalist | - | - |
| 1988 | N | Video of the Year | "Little Sister" | - |
| 1987 | W | Top New Male Vocalist | - | - |
| 1987 | N | Album of the Year | "Guitars, Cadillacs, Etc" | - |
| Year | * | Category | Works | Shared |
|---|---|---|---|---|
| 1987 | N | Favorite Country Video | "Honky Tonk Man" | - |
| Year | * | Category | Works | Shared |
|---|---|---|---|---|
| 2013 | N | Artist of the Year | - | - |
| Year | * | Category | Works | Shared |
|---|---|---|---|---|
| 2001 | N | Vocal Event of the Year | "Alright, I'm Wrong" | Buck Owens |
| 1999 | N | Vocal Event of the Year | "Same Old Train" | Clint Black, Joe Diffie, Merle Haggard, Emmylou Harris |
| 1994 | N | Male Vocalist of the Year | - | - |
| 1993 | N | Single of the Year | "Ain't That Lonley Yet" | - |
| 1992 | N | Vocal Event of the Year | "Buzzin' Counsins" | James McMurtry, John Prine, Joe Ely and John Mellencamp |
| 1988 | N | Vocal Event of the Year | - | Buck Owens |
| 1986 | N | - | - | - |
| 1986 | N | Music Video of the Year | "Honky Tonk Man" | - |
| Year | * | Category | Works | Shared |
|---|---|---|---|---|
| 2001 | N | Best Country Vocal Performance - Male | "A Thousand Miles From Nowhere" | - |
| 2000 | N | Best Country Vocal Performance - Male | "Crazy Little Thing Called Love" | - |
| 1999 | W | Best Country Collaboration with Vocals | "Same Old Train" | Clint Black, Joe Diffie, Merle Haggard, Emmylou Harris |
| 1998 | N | Best Country Album | "Under The Covers" | - |
| 1997 | N | Best Country Album | "Gone" | - |
| 1997 | N | Best Country Vocal Performance - Male | "Nothing" | - |
| 1996 | N | Best Country Album | "Dwight Live" | - |
| 1996 | N | Best Country Vocal Performance - Male | "A Thousand Miles From Nowhere" | - |
| 1995 | N | Best Country Vocal Performance - Male | "Pocket Of A Clown" | - |
| 1994 | W | Best Country Vocal Performance - Male | "Ain't That Lonely Yet" | - |
| 1994 | N | Best Country Vocal Collaboration | "Miner's Prayer" | Ralph Stanley |
| 1991 | N | Best Country Vocal Performance - Male | "Turn It On, Turn Me Loose" | - |
| 1990 | N | Best Country Vocal Collaboration | "Sin City" | k.d. lang |
| 1989 | N | Best Country Vocal Performance - Male | "Buena Noches From A Lonely Room" | - |
| 1987 | N | Best Country Vocal Performance - Male | "Guitars, Cadillacs Etc" | - |
| 1987 | N | Best Country Song | "Guitars, Cadillacs" | - |
| Year | * | Category | Works | Shared |
|---|---|---|---|---|
| 1997 | N | Outstanding Performance by a Cast | Sling Blade (1996) | Billy Bob Thornton, J.T. Walsh, John Ritter |
| Year | * | Category | Works | Shared |
|---|---|---|---|---|
| 2006 | W | Outstanding Theatrical Motion Picture | The Three Burials of Melquiades Estrada (2005) | Tommy Lee Jones (producer/actor), Michael Fitzgerald, Luc Besson (producers) |
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