Willie Nelson Awards
- 2008: Grammy: Best Country Collaboration With Vocals
- 2004: CMT Flameworthy Video Music Awards: Video Collaboration of the Year
- 2003: Grammy: Best Country Collaboration With Vocals
- 2002: CMA: Vocal Event of the Year
- 2002: CMT Flameworthy Video Music Awards: Video Collaboration of the Year
- 2002: Grammy: Best Country Collaboration With Vocals
- 1999: Grammy: Lifetime Achievement Award
- 1995: TNN/Music City News: Living Legend
- 1995: TNN/Music City News: Minnie Pearl Award
- 1990: Grammy: Legend Awards
- 1987: American Music Awards: Favorite Male Artist
- 1986: American Music Awards: Favorite Male Artist
- 1986: American Music Awards: Favorite Single
- 1985: Academy of Country Music: Single of the Year
- 1984: Academy of Country Music: Single of the Year
- 1984: American Music Awards: Favorite Male Artist
- 1984: CMA: Vocal Duo of the Year
- 1983: American Music Awards: Favorite Album
- 1983: CMA: Vocal Duo of the Year
- 1982: Academy of Country Music: Album of the Year
- 1982: Academy of Country Music: Single of the Year
- 1982: American Music Awards: Favorite Male Artist
- 1982: CMA: Album of the Year
- 1982: CMA: Single of the Year
- 1982: Grammy: Best Male Country Vocal Performance
- 1980: Grammy: Best Country Song
- 1979: Academy of Country Music: Entertainer of the Year
- 1979: CMA: Entertainer of the Year
- 1978: Grammy: Best Country Performance by Duo/Group W/Vocals
- 1978: Grammy: Best Male Country Vocal Performance
- 1977: American Music Awards: Favorite Single
- 1976: CMA: Album of the Year
- 1976: CMA: Single of the Year
- 1976: CMA: Vocal Duo of the Year
- 1975: Grammy: Best Male Country Vocal Performance
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