1998

 

Country Music Association: Group of the Year
Country Music Association: Horizon Award
Pollstar's Concert Industry Award for Best New Artist Tour
Billboard: Best New Country Artist Clip of The Year - "Wide Open Spaces"
Billboard: Maximum Vision Clip of The Year - "Wide Open Spaces"
National Association of Record Merchandisers Best Selling Recording by a New Artist/Group

1999

 

American Music Award: Favorite New Country Artist
Grammy: Best Country Album - Wide Open Spaces
Grammy: Best Country Vocal Performance by a Duo or Group - "There's Your Trouble"
Academy of Country Music: Album of the Year - Wide Open Spaces
Academy of Country Music: Top New Duo/Group
Academy of Country Music: Top Duo/Group
TNN Music City News - Vocal Band of The Year
TNN Music City News - Female Star Of Tomorrow
Country Music Association: Single of the Year - "Wide Open Spaces"
Country Music Association: Music Video of the Year "Wide Open Spaces"
Country Music Association: Vocal Group of the Year
Billboard: Country Artist of the Year
Billboard: Country Artist Duo/Group of the Year
Billboard: Country Album Artist of the Year
Billboard: Best New Country Artist Clip of the Year - "Ready to Run"
WB Radio Music Awards: Country Song of the Year - "Wide Open Spaces"
WB Radio Music Awards: Country Artist of the Year
British Country Music Award: International Rising Star
Canadian Country Music Award: Best Selling Album - Wide Open Spaces

2000

Grammy: Best Country Album- Fly
Grammy: Best Country Vocal Performance by a Duo or Group - "Ready to Run"
Academy of Country Music: Album of the Year - Fly
Academy of Country Music: Vocal Duo/Group of the Year
TNN Music Award: Group/Duo of the Year
Country Music Association: Album of the Year - Fly
Country Music Association: Entertainer of the Year
Country Music Association: Video of the Year - "Goodbye Earl"
Country Music Association: Vocal Group of the Year
Billboard: Country Artist of the Year
Billboard: Country Album Artist of the Year
Billboard: Country Artist Duo/Group of the Year
Billboard: Album of the Year - Fly
Blockbuster Music Award: Favorite Country Duo/Group
British Country Music Award: International Album - Fly
British Country Music Award: International Group/Duo
Canadian Country Music Award: Best Selling Album - Fly

2001

American Music Award: Favorite Country Band/Duo/Group
Academy of Country Music: Entertainer of the Year
Academy of Country Music: Vocal Group of the Year
Academy of Country Music: Video of the Year - "Goodbye Earl"
TNN/CMT: Favorite Group/Duo

2002

CMT's Flameworthy Video Visionary Award
Country Music Association: Vocal Group of the Year
Billboard: Country Artist Duo/Group of the Year

2003

People's Choice: Favorite Musical Group or Band
American Music Award: Favorite Country Album - Home
American Music Award: Favorite Country Band, Duo or Group
Grammy: Best Country Performance By Duo/Group with Vocal - "Long Time Gone"
Grammy: Best Country Album - Home
Grammy: Best Country Instrumental - "Lil' Jack Slade"
Country Music Association: International Artist Achievement Award
Billboard: Country Artist Duo/Group of the Year

2005

Grammy: Best Country Performance By Duo/Group with Vocal - "Top Of The World"

2007

Grammy: Best Country Album - Taking The Long Way
Grammy: Best Country Vocal Performance by a Duo or Group - "Not Ready To Make Nice"
Grammy: Album Of The Year - Taking The Long Way
Grammy: Song Of The Year "Not Ready To Make Nice"
Grammy: Record Of The Year "Not Ready To Make Nice"