Year
|
Association
|
Category
|
Nominated work
|
Result
|
1984
|
Academy of Country Music
|
Top New Male Vocalist
|
—
|
Won
|
1990
|
Academy of Country Music
|
Song of the Year
|
"When I Call Your Name"
|
Nominated
|
Single of the Year
|
Nominated
|
Album of the Year
|
When I Call Your Name
|
Nominated
|
Top Vocal Duet
|
"Oklahoma Swing" (with Reba McEntire)
|
Nominated
|
Top Male Vocalist
|
—
|
Nominated
|
Country Music Association
|
Single of the Year
|
"When I Call Your Name"
|
Won
|
Song of the Year
|
Nominated
|
Vocal Event of the Year
|
"Oklahoma Swing" (with Reba McEntire)
|
Nominated
|
1991
|
Academy of Country Music
|
Song of the Year
|
"Pocket Full of Gold"
|
Nominated
|
Top Male Vocalist
|
—
|
Nominated
|
Country Music Association
|
Male Vocalist of the Year
|
—
|
Won
|
Song of the Year
|
"When I Call Your Name"
|
Won
|
Vocal Event of the Year
|
"Restless" (among Mark O'Connor and the New Nashville Cats)
|
Won
|
Album of the Year
|
Pocket Full of Gold
|
Nominated
|
Entertainer of the Year
|
—
|
Nominated
|
Single of the Year
|
"Pocket Full of Gold"
|
Nominated
|
Grammy Awards
|
Best Male Country Vocal Performance
|
"When I Call Your Name"
|
Won
|
Best Country Song
|
Nominated
|
1992
|
Academy of Country Music
|
Song of the Year
|
"I Still Believe in You"
|
Won
|
Top Male Vocalist
|
—
|
Won
|
Video of the Year
|
"Don't Let Our Love Start Slippin' Away"
|
Nominated
|
Country Music Association
|
Male Vocalist of the Year
|
—
|
Won
|
Song of the Year
|
"Look at Us"
|
Won
|
Single of the Year
|
Nominated
|
Music Video of the Year
|
Nominated
|
Entertainer of the Year
|
—
|
Nominated
|
Grammy Awards
|
Best Country Collaboration with Vocals
|
"Restless" (among Mark O'Connor and the New Nashville Cats)
|
Won
|
Best Male Country Vocal Performance
|
Pocket Full of Gold
|
Nominated
|
1993
|
Academy of Country Music
|
Top Male Vocalist
|
—
|
Won
|
Album of the Year
|
Common Thread: The Songs of the Eagles (among various artists)
|
Nominated
|
I Still Believe in You
|
Nominated
|
Top Vocal Duet
|
"The Heart Won't Lie" (with Reba McEntire)
|
Nominated
|
Country Music Association
|
Album of the Year
|
I Still Believe in You
|
Won
|
Entertainer of the Year
|
—
|
Won
|
Male Vocalist of the Year
|
—
|
Won
|
Song of the Year
|
"I Still Believe in You"
|
Won
|
Vocal Event of the Year
|
"I Don't Need Your Rockin' Chair" (among George Jones and friends)
|
Won
|
Music Video of the Year
|
"Don't Let Our Love Start Slippin' Away"
|
Nominated
|
Single of the Year
|
Nominated
|
Vocal Event of the Year
|
"The Heart Won't Lie" (with Reba McEntire)
|
Nominated
|
Grammy Awards
|
Best Country Song
|
"I Still Believe in You"
|
Won
|
Best Male Country Vocal Performance
|
Won
|
1994
|
Academy of Country Music
|
Top Male Vocalist
|
—
|
Nominated
|
Album of the Year
|
When Love Finds You
|
Nominated
|
Song of the Year
|
"When Love Finds You"
|
Nominated
|
Single of the Year
|
"Tryin' to Get Over You"
|
Nominated
|
Country Music Association
|
Album of the Year
|
Common Thread: The Songs of the Eagles (among various artists)
|
Won
|
Tribute to the Music of Bob Wills and the Texas Playboys (among Asleep at the Wheel and various artists)
|
Nominated
|
Rhythm, Country and Blues (among various artists)
|
Nominated
|
Entertainer of the Year
|
—
|
Won
|
Male Vocalist of the Year
|
—
|
Won
|
Grammy Awards
|
Best Country Instrumental Performance
|
"Red Wing" (among Asleep at the Wheel, Eldon Shamblin, Johnny Gimble, Chet Atkins, Marty Stuart, and Lucky Oceans)
|
Won
|
Best Country Collaboration with Vocals
|
"The Heart Won't Lie" (with Reba McEntire)
|
Nominated
|
1995
|
Academy of Country Music
|
Top Vocal Duet
|
"I Will Always Love You" (with Dolly Parton)
|
Nominated
|
Top Male Vocalist
|
—
|
Nominated
|
Country Music Association
|
Male Vocalist of the Year
|
—
|
Won
|
Entertainer of the Year
|
—
|
Nominated
|
Album of the Year
|
When Love Finds You
|
Nominated
|
Music Video of the Year
|
"When Love Finds You"
|
Nominated
|
Grammy Awards
|
Best Male Country Vocal Performance
|
Won
|
Best Country Song
|
Nominated
|
Best Country Album
|
When Love Finds You
|
Nominated
|
1996
|
Academy of Country Music
|
Top Male Vocalist
|
—
|
Nominated
|
Country Music Association
|
Vocal Event of the Year
|
"I Will Always Love You" (with Dolly Parton)
|
Won
|
Song of the Year
|
"Go Rest High on That Mountain"
|
Won
|
Single of the Year
|
Nominated
|
Music Video of the Year
|
Nominated
|
Album of the Year
|
High Lonesome Sound
|
Nominated
|
Entertainer of the Year
|
—
|
Nominated
|
Male Vocalist of the Year
|
—
|
Nominated
|
Grammy Awards
|
Best Country Song
|
"Go Rest High on That Mountain"
|
Won
|
Best Male Country Vocal Performance
|
Won
|
Best Country Collaboration with Vocals
|
"I Will Always Love You" (with Dolly Parton)
|
Nominated
|
1997
|
Country Music Association
|
Entertainer of the Year
|
—
|
Nominated
|
Male Vocalist of the Year
|
—
|
Nominated
|
Grammy Awards
|
Best Country Collaboration with Vocals
|
"High Lonesome Sound" (with Alison Krauss & Union Station)
|
Won
|
Best Male Country Vocal Performance
|
"Worlds Apart"
|
Won
|
Best Country Album
|
High Lonesome Sound
|
Nominated
|
Best Country Song
|
"High Lonesome Sound"
|
Nominated
|
Best Country Collaboration with Vocals
|
"Hope: Country Music's Quest for a Cure" (among various artists)
|
Nominated
|
1998
|
Academy of Country Music
|
Top Male Vocalist
|
—
|
Nominated
|
Vocal Event of the Year
|
"No Place That Far" (with Sara Evans)
|
Nominated
|
Country Music Association
|
Entertainer of the Year
|
—
|
Nominated
|
Male Vocalist of the Year
|
—
|
Nominated
|
Grammy Awards
|
Best Male Country Vocal Performance
|
"Pretty Little Adriana"
|
Won
|
1999
|
Academy of Country Music
|
Guitarist of the Year
|
—
|
Nominated
|
Vocal Event of the Year
|
"My Kind of Woman/My Kind of Man" (with Patty Loveless)
|
Nominated
|
Country Music Association
|
Won
|
"No Place That Far" (with Sara Evans)
|
Nominated
|
Album of the Year
|
The Key
|
Nominated
|
Male Vocalist of the Year
|
—
|
Nominated
|
Song of the Year
|
"If You Ever Have Forever in Mind"
|
Nominated
|
Grammy Awards
|
Best Country Instrumental Performance
|
"A Soldier's Joy" (with Randy Scruggs)
|
Won
|
Best Male Country Vocal Performance
|
"If You Ever Have Forever in Mind"
|
Won
|
Best Country Song
|
Nominated
|
Best Country Collaboration with Vocals
|
"My Kind of Woman/My Kind of Man" (with Patty Loveless)
|
Nominated
|
2000
|
Country Music Association
|
Male Vocalist of the Year
|
—
|
Nominated
|
Grammy Awards
|
Best Country Instrumental Performance
|
"Bob's Breakdowns" (among Asleep at the Wheel, Tommy Allsup, Floyd Domino, Larry Franklin, and Steve Wariner)
|
Won
|
Best Male Country Vocal Performance
|
"Don't Come Cryin' to Me"
|
Nominated
|
2001
|
Best Country Album
|
Let's Make Sure We Kiss Goodbye
|
Nominated
|
Best Country Song
|
"Feels Like Love"
|
Nominated
|
Best Male Country Vocal Performance
|
Nominated
|
Best Country Collaboration with Vocals
|
"When I Look into Your Heart" (with Amy Grant)
|
Nominated
|
2002
|
Best Country Instrumental Performance
|
"Foggy Mountain Breakdown" (among Glen Duncan, Earl Scruggs, Albert Lee, Steve Martin, Gary Scruggs, Randy Scruggs, and Marty Stuart)
|
Won
|
2003
|
Academy of Country Music
|
Vocal Event of the Year
|
"Young Man's Town" (with Emmylou Harris)
|
Nominated
|
2004
|
Grammy Awards
|
Best Male Country Vocal Performance
|
"Next Big Thing"
|
Won
|
2005
|
Academy of Country Music
|
The Home Depot Humanitarian Award
|
—
|
Won
|
Grammy Awards
|
Best Country Song
|
"It's Hard to Kiss the Lips at Night That Chew Your Ass Out All Day Long" (among The Notorious Cherry Bombs)
|
Nominated
|
Best Country Performance by a Duo or Group with Vocal
|
Nominated
|
Best Country Instrumental Performance
|
"Luxury Liner" (with Albert Lee and Brad Paisley)
|
Nominated
|
2006
|
Academy of Country Music
|
Album of the Year
|
These Days
|
Nominated
|
Vocal Event of the Year
|
"Building Bridges" (with Brooks & Dunn and Sheryl Crow)
|
Won
|
Country Music Association
|
Musical Event of the Year
|
Nominated
|
Grammy Awards
|
Best Southern, Country, or Bluegrass Gospel Album
|
Rock of Ages... Hymns and Faith (with Amy Grant)
|
Won
|
Best Country Collaboration with Vocals
|
"Building Bridges" (with Brooks & Dunn and Sheryl Crow)
|
Nominated
|
2007
|
Academy of Country Music
|
Vocal Event of the Year
|
"What You Give Away" (with Sheryl Crow)
|
Nominated
|
Country Music Association
|
Album of the Year
|
These Days
|
Nominated
|
Musical Event of the Year
|
"The Reason Why" (with Alison Krauss)
|
Nominated
|
Grammy Awards
|
Best Male Country Vocal Performance
|
"The Reason Why"
|
Won
|
2008
|
Best Country Album
|
These Days
|
Won
|
Album of the Year
|
Nominated
|
2009
|
Best Country Instrumental Performance
|
"Cluster Pluck" (among Brad Paisley, James Burton, Albert Lee, John Jorgenson, Brent Mason, Redd Volkaert, and Steve Wariner)
|
Won
|
2011
|
Academy of Country Music
|
Song of the Year
|
"Threaten Me with Heaven"
|
Nominated
|
Career Achievement Award
|
—
|
Won
|
2012
|
Vocal Event of the Year
|
"Don't Rush" (with Kelly Clarkson)
|
Nominated
|
Grammy Awards
|
Best Country Song
|
"Threaten Me with Heaven"
|
Won
|
2013
|
Country Music Association
|
Musical Event of the Year
|
"Don't Rush" (with Kelly Clarkson)
|
Nominated
|
2014
|
Country Music Association
|
Musical Event of the Year
|
Bakersfield (with Paul Franklin)
|
Nominated
|
Grammy Awards
|
Best Country Duo/Group Performance
|
"Don't Rush" (with Kelly Clarkson)
|
Nominated
|
2016
|
Academy of Country Music
|
Video of the Year
|
"Forever Country" (among Artists of Then, Now, and Forever)
|
Won
|
Vocal Event of the Year
|
Nominated
|
2017
|
"Dear Hate" (with Maren Morris)
|
Nominated
|
Grammy Awards
|
Best American Roots Song
|
"Kid Sister" (among The Time Jumpers)
|
Won
|
Best Americana Album
|
Kid Sister (among The Time Jumpers)
|
Nominated
|
2018
|
Country Music Association
|
Musical Event of the Year
|
"Dear Hate" (with Maren Morris)
|
Nominated
|
2019
|
Grammy Awards
|
Best Country Duo/Group Performance
|
Nominated
|
2020
|
Best American Roots Song
|
"I Don't Wanna Ride the Rails No More"
|
Won
|
2021
|
Best Country Solo Performance
|
"When My Amy Prays"
|
Won
|
2024
|
Best Country Duo/Group Performance
|
"Kissing Your Picture (Is So Cold)" (with Paul Franklin)
|
Nominated
|