CMT Flameworthy Video Music Awards - Hottest Video of the Year for "The Cowboy In Me"
American Music Awards - Best Country Album (Set This Circus Down), Favorite Male Country Artist
Radio & Records Country Radio Readers Poll - Album (Set This Circus Down) & Performer of the Year

  
2001

American Music Awards - Favorite Male Country Artist
Grammy - Vocal Collaboration w/Faith Hill ("Lets Make Love")
Radio and Records Country Radio Readers Poll - Best Male Vocalist
Blockbuster Award - Favorite Male Artist- Country
Playboy Magazines Top Male Performer
Radio Music Awards - Country Artist of the Year, Single of the year - Grown Men Don't Cry
Country Music Association - Entertainer of the Year
Billboard Awards - Country Artist, Male Country Artist, Country Albums Artist, Country Album (Greatest Hits), Country Single Artist

  
2000

Country Music Association - Male Vocalist
Father of the Year - National Fatherhood Initiative
Academy of Country Music Awards - Male Vocalist
American Songwriter Magazine - Favorite Artist of the Year
Radio and Records Country Radio Readers Poll - Best Male Vocalist and Album (A Place in the Sun)
Billboard Magazines Male Artist of the Year

  
1999

Academy of Country Music Awards - Male Vocalist and Vocal Collaboration ("Just To Hear You Say That You Love Me" w/Faith Hill)
American Songwriter Magazine - Favorite Artist of the Year
Country Music Association Awards - Male Vocalist and Album of The Year (A Place in The Sun)
Music City News/TNN Awards - Male Vocalist, Vocal Collaboration ("Just To Hear You Say That You Love Me") and Song of the Year ("Just To Hear You Say That You Love Me")
Radio and Records Country Radio Readers Poll - Best Male Vocalist, Best Album (Everywhere)

   
1998

Billboard Awards - Country Single of the Year ("Just To See You Smile")
Country Music Association Awards - Album of The Year (Everywhere)
Country Radio Music Awards - Best Male Artist
Academy of Country Music Awards - Single of the Year, Song of the Year, Video of the Year and Top Vocal Event ("Its Your Love" w/Faith Hill)
Radio and Records Country Radio Readers Poll - Best Album (Everywhere)

  
1997

Billboard Magazine Single of the Year ("Its Your Love")
Billboard Monitor Single of the Year ("Its Your Love")
Radio and Records Single of the Year ("Its Your Love")
Gavin Single of the Year ("Its Your Love")
Country Music Television - Male Artist of the Year
Country Music Television - Video of the Year ("Its Your Love")
Country Music Television - Top Video of All Time ("Its Your Love")
Playgirl Magazine Sexiest Men of the Year, Top Ten
Country Music Association Awards - Vocal Event ("Its Your Love")1996

  
1996

Country Music Association SRO Awards - Best Tour Package (Spontaneous Combustion Tour)

  
1995

Country Music Association SRO Awards - Best New Touring Artist
Country Dance Music Awards - Best Dance Album (Not A Moment Too Soon)
American Music Awards - Favorite New Country Artist
TNN/Music City News Awards - Male Star of Tomorrow

  
1994

Blockbuster Entertainment Awards - Favorite CD (Not A Moment Too Soon)
Country Music Television Awards - Male Video Artist of the Year
Academy of Country Music - Album of the Year (Not A Moment Too Soon)
Academy of Country Music - Top New Male Vocalist
American Jukebox Awards - Best New Artist
Country Radio Awards - Best New Artist
Billboard Awards - Top New Country Artist
Billboard Magazine - Top New Country Album (Not A Moment Too Soon)