(*): W=Win, N=Nomination
| Year | * | Category | Works | Shared |
|---|---|---|---|---|
| 2011 | N | Top Female Vocalist of the Year | - | - |
| 2010 | N | Top Female Vocalist of the Year | - | - |
| 2009 | N | Top Female Vocalist | - | - |
| 2006 | N | Video of the Year | "I May Hate Myself in the Morning" | - |
| 2006 | N | Album of the Year | "There's More Where That Came From" | - |
| 2006 | N | Top Female Vocalist | - | - |
| 2005 | N | Top Female Vocalist | - | - |
| 2005 | N | Single Record of the Year | "I May Hate Myself in the Morning" | - |
| 2003 | W | Vocal Event of the Year | "Mendocino County Line" | Willie Nelson |
| 2003 | N | Top Female Vocalist | - | - |
| 2002 | N | Top Female Vocalist | - | - |
| 2001 | W | Vocal Event of the Year | "I Hope You Dance" | Sons of the Desert |
| 2001 | N | Top Female Vocalist | - | - |
| 1998 | W | Top New Female Vocalist | - | - |
| Year | * | Category | Works | Shared |
|---|---|---|---|---|
| 2003 | N | Favorite Country Female Artist | - | - |
| 1998 | W | Favorite Country New Artist | - | - |
| Year | * | Category | Works | Shared |
|---|---|---|---|---|
| 2018 | N | Song of the Year | "All the Trouble" | - |
| 2015 | N | Album of the Year | "The Way I'm Livin'" | - |
| 2015 | N | Artist of the Year | - | - |
| Year | * | Category | Works | Shared |
|---|---|---|---|---|
| 2001 | W | Adult Contemporary Single of the Year | "I Hope You Dance" | - |
| Year | * | Category | Works | Shared |
|---|---|---|---|---|
| 2015 | N | Female Video of the Year | "The Way I'm Livin' " | - |
| 2015 | N | CMT Performance of the Year | "You & I (Nobody in the World)" from CMT Crossroads | John Legend |
| Year | * | Category | Works | Shared |
|---|---|---|---|---|
| 2015 | N | Female Vocalist of the Year | - | - |
| 2010 | N | Musical Event of the Year | "Till the End" | Alan Jackson |
| 2009 | N | Musical Event of the Year | "Everything But Quits" | George Strait |
| 2005 | W | Musical Event of the Year | "Good News, Bad News" | George Strait |
| 2005 | W | Album of the Year | "There's More Where That Came From" | - |
| 2005 | W | Single of the Year | "I May Hate Myself in the Morning" | - |
| 2005 | N | Female Vocalist of the Year | - | - |
| 2005 | N | Musical Event of the Year | "I'll Never Be Free" | Willie Nelson |
| 2005 | N | Music Video of the Year | "I May Hate Myself in the Morning" | - |
| 2002 | W | Vocal Event of the Year | "Mendocino County Line" | Willie Nelson |
| 2002 | N | Female Vocalist of the Year | - | - |
| 2001 | W | Female Vocalist of the Year | - | - |
| 2001 | N | Music Video of the Year | "Ashes By Now" | - |
| 2000 | W | Single of the Year | "I Hope You Dance" | - |
| 2000 | N | Music Video of the Year | "I Hope You Dance" | - |
| 2000 | N | Female Vocalist of the Year | - | - |
| 2000 | N | Vocal Event of the Year | "I Hope You Dance" | Sons of the Desert |
| 1998 | N | Female Vocalist of the Year | - | - |
| 1998 | N | - | - | - |
| 1997 | N | - | - | - |
| Year | * | Category | Works | Shared |
|---|---|---|---|---|
| 2019 | N | Best Americana Album | "The Lonely, the Lonesome & the Gone" | - |
| 2019 | N | Best American Roots Song | "All the Trouble" | Waylon Payne, Adam Wright |
| 2016 | N | Best Country Solo Performance | "Chances Are" | - |
| 2015 | N | Best Engineered Album, Non-Classical | "The Way I'm Livin'" | - |
| 2015 | N | Best Country Album | "The Way I'm Livin'" | - |
| 2010 | N | Best Country Album | "Call Me Crazy" | - |
| 2010 | N | Best Country Collaboration with Vocals | "Everything But Quits" | George Strait |
| 2010 | N | Best Female Country Vocal Performance | "Solitary Thinkin'" | - |
| 2009 | N | Best Female Country Vocal Performance | "Last Call" | - |
| 2006 | N | Best Female Country Vocal Performance | "I May Hate Myself In The Morning" | - |
| 2003 | W | Best Country Collaboration with Vocals | "Mendocino County Line" | Willie Nelson |
| 2003 | N | Best Country Vocal Performance - Female | "Something Worth Leaving Behind" | - |
| 2001 | N | Best Country Album | "I Hope You Dance" | - |
| 2001 | N | Best Country Vocal Performance - Female | "I Hope You Dance" | - |
| Year | * | Category | Works | Shared |
|---|---|---|---|---|
| 2018 | N | Best Country/Americana Album | "The Lonely, the Lonesome & the Gone" | - |
| Year | * | Category | Works | Shared |
|---|---|---|---|---|
| 2001 | N | Female Artist of the Year | - | - |
| 2001 | N | Collaborative Event of the Year | " I Hope You Dance" | Sons of the Desert |
| 2001 | N | Album of the Year | "I Hope You Dance" | - |
| 2001 | N | Single of the Year | "I Hope You Dance" | - |
| 2001 | N | CMT Music Video of the Year | "I Hope You Dance" | - |
| 2001 | N | Song of the Year | "I Hope You Dance" | Mark D. Sanders, Tia Sillers (writers) |
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