9 wins & 26 nominations
- 2020 Winner Grammy
- Best Pop Duo/Group Performance
For "Old Town Road"Shared with: Lil Nas X · Lamar Hill - 1993 Nominee Grammy
- Record of the Year
For the song "Acky Breaky Heart".Shared with: Jim Cotten · Joe Scaife
- 1994 Nominee ACM Award
- Top Male Vocalist
- 1994 Nominee ACM Award
- Album of the Year
For "It Won't Be the Last"Shared with: Jim Cotton · Joe Scaife - 1993 Nominee ACM Award
- Entertainer of the Year
- 1992 Winner CMA Award
- Single of the Year
For "Achy Breaky Heart"Shared with: Jimmy Cotton · Joe Scaife
- 2019 Winner American Music Award
- Favorite Song - Rap/Hip-Hop
For "Old Town Road"Shared with: Lil Nas X - 1993 Nominee American Music Award
- Favorite Country Male Artist
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