Chris Stapleton Awards
(*): W=Win, N=Nomination
Year * Category Works Shared
2021 W Album of the Year "Starting Over" Dave Cobb (producer)
2021 N Male Artist of the Year - -
2021 N Entertainer of the Year - -
2020 N Male Artist of the Year - -
2019 N Album of the Year "From a Room Vol. 2" -
2019 N Song of the Year "Broken Halos" Mike Henderson
2019 N Male Artist of the Year - -
2019 N Entertainer of the Year - -
2018 W Album of the Year "From a Room: Volume 1" -
2018 W Male Vocalist of the Year - -
2018 N Entertainer of the Year - -
2018 N Single Record of the Year "Broken Halos" -
2018 N Song of the Year "Whiskey and You" -
2017 N Male Vocalist of the Year - -
2017 N Song of the Year "Tennessee Whiskey" Dean Dillon, Linda Hargrove
2017 N Video of the Year "Fire Away" Jennifer Rothlein, Tim Mattia
2016 W Song of the Year "Nobody to Blame" -
2016 W Album of the Year "Traveller" -
2016 W New Male Vocalist of the Year - -
2016 W Male Vocalist of the Year - -
2016 N Vocal Event of the Year "Hangover Tonight" Gary Allan
Year * Category Works Shared
2016 W Album of the Year "Traveller" -
Year * Category Works Shared
2017 N Favorite Album - Country "From a Room: Volume 1" -
2016 N Favorite Album - Country "Traveller" -
Year * Category Works Shared
2016 W Artist of the Year - -
2016 N Album of the Year "Traveller" -
Year * Category Works Shared
2021 N Top Country Album "Starting Over" -
2021 N Top Country Male Artist - -
2021 N Top Country Artist - -
2018 W Top Country Album "From a Room: Volume 1" -
2018 W Top Country Male Artist - -
2018 W Top Country Artist - -
2018 N Top Billboard 200 Artist - -
2018 N Top Selling Album "From a Room: Volume 1" -
2017 W Top Country Album "Traveller" -
2017 N Top Country Artist - -
2016 W Top Country Album "Traveller" -
2016 N Top Country Artist - -
Year * Category Works Shared
2021 N Male Video of the Year "Starting Over" -
2020 N CMT Performance of the Year "Tell Me When It's Over" Sheryl Crow
2016 W Breakthrough Video of the Year "Fire Away" -
2016 W - - -
2016 N Video of the Year "Fire Away" -
2016 N CMT Performance of the Year "Nobody to Blame" (From CMT Artists of the Year) -
2015 W - - -
Year * Category Works Shared
2020 N Music Video of the Year "Second One to Know" David Coleman (director)
2020 N Male Vocalist of the Year - -
2019 N Male Vocalist of the Year - -
2019 N Single of the Year "Millionaire" -
2019 N Entertainer of the Year - -
2018 W Single of the Year "Broken Halos" -
2018 W Male Vocalist of the Year - -
2018 W Song of the Year "Broken Halos" Mike Henderson
2018 N Album of the Year "From a Room: Volume 2" -
2018 N Entertainer of the Year - -
2017 W Male Vocalist of the Year - -
2017 W Album of the Year "From a Room: Volume 1" -
2017 N Entertainer of the Year - -
2016 W Male Vocalist of the Year - -
2016 W Music Video of the Year "Fire Away" Tim Mattia
2016 N Musical Event of the Year "You Are My Sunshine" Morgane Stapleton
2016 N Single of the Year "Nobody to Blame" Dave Cobb
2016 N Entertainer of the Year - -
2015 W Album of the Year "Traveller" -
2015 W New Artist of the Year - -
2015 W Male Vocalist of the Year - -
Year * Category Works Shared
2019 N Best Country Solo Performance "Millionaire" -
2019 N Best Country Album "From a Room: Volume 2" -
2018 W Best Country Solo Performance "Either Way" -
2018 W Best Country Song "Broken Halos" Mike Henderson
2018 W Best Country Album "From a Room: Volume 1" -
2016 W Best Country Solo Performance "Traveller" -
2016 W Best Country Album "Traveller" -
2016 N Album of the Year "Traveller" -
2016 N Best Country Song "Traveller" -
Year * Category Works Shared
2017 N Best New Country Artist - -
Year * Category Works Shared
2018 N Country Artist of 2018 - -