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Country: 1999

Artist Song
Faith Hill  Breathe  
Lonestar  Amazed  
Kenny Chesney  How Forever Feels  
Tim McGraw  Please Remember Me  
Dixie Chicks  Ready to Run  
George Strait  Write This Down  
Chely Wright  Single White Female  
Sara Evans  No Place That Far  
Shania Twain  Man! I Feel Like a Woman!  
Jo Dee Messina  Stand Beside Me  
Brad Paisley  He Didn't Have to Be  
Tim McGraw  Something Like That  
Martina McBride  I Love You  
Martina McBride  Wrong Again  
Dixie Chicks  You Were Mine  
Clint Black & Lisa Hartman Black  When I Said I Do  
Kenny Chesney  You Had Me from Hello  
Mark Chesnutt  I Don't Want to Miss a Thing  
Alan Jackson  Right On the Money  
Lee Ann Womack  I'll Think of a Reason Later  
Steve Wariner  I'm Already Taken  
Shania Twain  Come On Over  
SHeDAISY  Little Good-Byes  
Alan Jackson  Gone Crazy  
Tim McGraw  For a Little While  
Trisha Yearwood  Powerful Thing  
Alabama featuring 'N Sync  God Must Have Spent a Little More Time On You  
Billy Ray Cyrus  Busy Man  
George Strait  Meanwhile  
Diamond Rio  Unbelievable  
Alan Jackson  Little Man  
Jo Dee Messina  Lesson In Leavin'  
Dixie Chicks  Tonight The Heartache's On Me  
John Michael Montgomery  Hold On to Me  
Sawyer Brown  Drive Me Wild  
Aaron Tippin  For You I Will  
George Strait  What Do You Say to That  
Brooks & Dunn  I Can't Get Over You  
Ty Herndon  Hands of a Working Man  
John Michael Montgomery  Home to You  
Andy Griggs  You Won't Ever Be Lonely  
Faith Hill  The Secret of Life  
Alan Jackson  Pop a Top  
Montgomery Gentry  Lonely and Gone  
Shania Twain  You've Got a Way  
Joe Diffie  A Night to Remember  
Reba McEntire  One Honest Heart  
Chad Brock  Ordinary Life  
Yankee Grey  All Things Considered  
Mark Wills  She's In Love  
Randy Travis  Spirit of a Boy, Wisdom of a Man  
BlackHawk  There You Have It  
Steve Wariner  Two Teardrops  
Martina McBride  Whatever You Say  
Reba McEntire  Wrong Night  
Lila McCann  With You  
Clay Walker  You're Beginning to Get to Me  
The Wilkinsons  Fly (The Angel Song)  
Montgomery Gentry  Hillbilly Shoes  
Trisha Yearwood  I'll Still Love You More  
Alabama  Keepin' Up  
Andy Griggs  I'll Go Crazy  
Dwight Yoakam  Crazy Little Thing Called Love  
Aaron Tippin  I'm Leaving  
Faith Hill  Love Ain't Like That  
Clay Walker  Live, Laugh, Love  
Brooks & Dunn  Missing You  
Lee Ann Womack  (Now You See Me) Now You Don't  
Clay Walker  She's Always Right  
John Michael Montgomery  Hello L-O-V-E  
Mark Chesnutt  This Heartache Never Sleeps  
Brad Paisley  Who Needs Pictures  
Randy Travis  Stranger In My Mirror  

Comment:

As the decade (and millennium) drew to a close, the country world partied like it was 1999 . . . because it was 1999. Faith Hill's "Breathe" rocketed her to the top of not only the Country charts, but also into the upper stratosphere of the Pop world as well. The Academy of Country Music and the Country Music Association agreed that Shania Twain was the Entertainer of the Year and that the Dixie Chicks were the year's best band, even if they were feuding like the Hatfields and McCoys. And from breakout stars like the Wilkinsons, Jo Dee Messina, and Montgomery Gentry to superstars like George Strait, Alan Jackson, and Trisha Yearwood, we've got the year in country covered like a big, black Stetson.
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