
Alan Jackson Awards
- 2003: Academy of Country Music: Album of the Year
- 2003: Academy of Country Music: Single of the Year
- 2003: Academy of Country Music: Vocal Event of the Year
- 2003: CMA: Entertainer of the Year
- 2003: CMA: Male Vocalist of the Year
- 2003: CMA: Vocal Event of the Year
- 2003: Grammy: Best Country Song
- 2002: CMA: Album of the Year
- 2002: CMA: Entertainer of the Year
- 2002: CMA: Male Vocalist of the Year
- 2002: CMA: Single of the Year
- 2002: CMA: Song of the Year
- 2002: CMT Flameworthy Video Music Awards: Love Your Country Video of the Year
- 2002: Grammy: Best Country Song
- 2001: CMA: Album of the Year
- 2001: CMA: Entertainer of the Year
- 2001: CMA: Male Vocalist of the Year
- 2001: CMA: Music Video of the Year
- 2000: CMA: Vocal Event of the Year
- 1997: TNN/Music City News: Entertainer of the Year
- 1997: TNN/Music City News: Male Artist of the Year
- 1996: TNN/Music City News: Entertainer of the Year
- 1996: TNN/Music City News: Male Artist of the Year
- 1995: CMA: Entertainer of the Year
- 1995: TNN/Music City News: Album of the Year
- 1995: TNN/Music City News: Entertainer of the Year
- 1995: TNN/Music City News: Male Artist of the Year
- 1995: TNN/Music City News: Single of the Year
- 1995: TNN/Music City News: Vocal Collaboration of the Year
- 1994: Academy of Country Music: Top Male Vocalist
- 1994: American Music Awards: Favorite Album
- 1994: American Music Awards: Favorite Single
- 1994: ASCAP: Song of the Year
- 1994: ASCAP: Songwriter of the Year
- 1994: TNN/Music City News: Album of the Year
- 1994: TNN/Music City News: Entertainer of the Year
- 1994: TNN/Music City News: Male Artist of the Year
- 1994: TNN/Music City News: Single of the Year
- 1994: TNN/Music City News: Video of the Year
- 1993: Academy of Country Music: Album of the Year
- 1993: Academy of Country Music: Single of the Year
- 1993: ASCAP: Songwriter of the Year
- 1993: CMA: Music Video of the Year
- 1993: CMA: Single of the Year
- 1993: CMA: Vocal Event of the Year
- 1993: TNN/Music City News: Entertainer of the Year
- 1993: TNN/Music City News: Male Artist of the Year
- 1993: TNN/Music City News: Song of the Year
- 1993: TNN/Music City News: Video of the Year
- 1992: ASCAP: Song of the Year
- 1992: CMA: Music Video of the Year
- 1992: TNN/Music City News: Album of the Year
- 1992: TNN/Music City News: Male Artist of the Year
- 1992: TNN/Music City News: Single of the Year
- 1991: Academy of Country Music: Album of the Year
- 1991: Academy of Country Music: Single of the Year
- 1991: TNN/Music City News: Album of the Year
- 1991: TNN/Music City News: Star of Tomorrow
- 1990: Academy of Country Music: Top New Male Vocalist
- 1990: TNN/Music City News: Song of the Year