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Radio & Records Country | |
| 1999 Year-End Chart | |
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| 1 | Lonestar Amazed |
| 2 | Kenny Chesney How Forever Feels |
| 3 | George Strait Write This Down |
| 4 | Dixie Chicks You Were Mine |
| 5 | Tim McGraw Please Remember Me |
| 6 | Jo Dee Messina Lesson In Leavin' |
| 7 | Andy Griggs You Won't Ever Be Lonely |
| 8 | Mark Chesnutt I Don't Want To Miss A Thing |
| 9 | Jo Dee Messina Stand Beside Me |
| 10 | Mark Wills Wish You Were Here |
| 11 | Diamond Rio Unbelievable |
| 12 | Lee Ann Womack I'll Think Of A Reason Later |
| 13 | Collin Raye Anyone Else |
| 14 | Billy Ray Cyrus Busy Man |
| 15 | Martina McBride Whatever You Say |
| 16 | Steve Wariner Two Teardrops |
| 17 | Alabama (God...) A Little More Time... |
| 18 | Chad Brock Ordinary Life |
| 19 | Kenny Chesney You Had Me From Hello |
| 20 | SheDaisy Little Good-byes |
| 21 | Joe Diffie A Night To Remember |
| 22 | Chely Wright Single White Female |
| 23 | Sara Evans No Place That Far |
| 24 | Shania Twain Man! I Feel Like A Woman! |
| 25 | Ty Herndon Hands Of A Working Man |
| 26 | Sawyer Brown Drive Me Wild |
| 27 | Tim McGraw Something Like That |
| 28 | Alan Jackson Gone Crazy |
| 29 | John Michael Montgomery Hold On To Me |
| 30 | Faith Hill The Secret Of Life |
| 31 | Martina McBride I Love You |
| 32 | Dixie Chicks Ready To Run |
| 33 | Lila McCann With You |
| 34 | Alan Jackson Little Man |
| 35 | Trisha Yearwood Powerful Thing |
| 36 | Dixie Chicks Tonight The Heartache's On Me |
| 37 | Tim McGraw For A Little While |
| 38 | Martine McBride Wrong Again |
| 39 | Blackhawk There You Have It |
| 40 | Brooks & Dunn I Can't Get Over You |
| 41 | Randy Travis Spirit Of A Boy... |
| 42 | Reba McEntire One Honest Heart |
| 43 | Brad Paisley Who Needs Pictures |
| 44 | Steve Wariner I'm Already Taken |
| 45 | Trisha Yearwood I Still Love You More |
| 46 | George Strait What Do You Say To That |
| 47 | Montgomery Gentry Lonely And Gone |
| 48 | John Michael Montgomery Home To You |
| 49 | Shania Twain That Don't Impress Me Much |
| 50 | George Strait Meanwhile |
| 51 | Aaron Tippin For You I Will |
| 52 | Terri Clark You're Easy On The Eyes |
| 53 | Terri Clark Everytime I Cry |
| 54 | Mark Wills She's In Love |
| 55 | Clay Walker You're Beginning To Get To Me |
| 56 | Faith Hill Love Ain't Like That |
| 57 | Andy Griggs I'll Go Crazy |
| 58 | Clay Walker She's Always Right |
| 59 | Alabama Keepin' Up |
| 60 | Montgomery Gentry Hillbilly Shoes |
| 61 | Clint Black When I Said I Do |
| 62 | Alan Jackson Right On The Money |
| 63 | Reba McEntire Wrong Night |
| 64 | Faith Hill Let Me Let Go |
| 65 | Lee Ann Womack (Now You See Me) Now You Don't |
| 66 | Dwight Yoakam Crazy Little Thing Called Love |
| 67 | Yankee Grey All Things Considered |
| 68 | Doug Stone Make Up In Love |
| 69 | Mark Chesnutt This Heartache Never Sleeps |
| 70 | Aaron Tippin I'm Leaving |
| 71 | Patty Loveless Can't Get Enough |
| 72 | Wilkinsons Fly (The Angel Song) |
| 73 | Chad Brock Lightning Does The Work |
| 74 | Ty Herndon It Must Be Love |
| 75 | Brad Paisley He Didn't Have To Be |
| 76 | Shane Minor Slave To The Habit |
| 77 | Collin Raye Someone You Used To Know |
| 78 | John Michael Montgomery Hello L.O.V.E. |
| 79 | Shania Twain You've Got A Way |
| 80 | Shania Twain Come On Over |
| 81 | Randy Travis Stranger In My Mirror |
| 82 | Kinleys Somebody's Out There Watching |
| 83 | Sammy Kershaw & Lorrie Morgan Maybe Not Tonight |
| 84 | Kenny Rogers The Greatest |
| 85 | Randy Travis A Man Ain't Made Of Stone |
| 86 | Brooks & Dunn Missing You |
| 87 | LeAnn Rimes Big Deal |
| 88 | Reba McEntire What Do You Say |
| 89 | Faith Hill Breathe |
| 90 | Brooks & Dunn Husbands And Wives |
| 91 | Mary Chapin Carpenter Almost Home |
| 92 | Jessica Andrews I Will Be There For You |
| 93 | Blackhawk Your Own Little Corner Of... |
| 94 | Michael Peterson By The Book |
| 95 | Shane Minor Ordinary Love |
| 96 | Clay Walker Live, Laugh, Love |
| 97 | Alan Jackson Pop A Top |
| 98 | Ty Herndon Steam |
| 99 | Deryl Dodd A Bitter End |