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Country Radio Top 20 | |||
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12/17/1999 | |||
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| 1 | 3 | Breathe Faith Hill | 8 |
| 2 | 2 | He Didn't Have To Be Brad Paisley | 11 |
| 3 | 1 | When I Said I Do Clint Black w/ Lisa Hartman-Black | 12 |
| 4 | 5 | What Do You Say Reba McEntire | 9 |
| 5 | 9 | Cowboy Take Me Away Dixie Chicks | 5 |
| 6 | 7 | Pop A Top Alan Jackson | 7 |
| 7 | 11 | My Best Friend Tim McGraw | 5 |
| 8 | 8 | All Things Considered Yankee Grey | 10 |
| 9 | 12 | Big Deal LeAnn Rimes | 7 |
| 10 | 4 | Home To You John Michael Montgomery | 14 |
| 11 | 6 | I Love You Martina McBride | 19 |
| 12 | 13 | Something Like That Tim McGraw | 20 |
| 13 | 14 | She Thinks My Tractor's Sexy Kenny Chesney | 6 |
| 14 | 15 | Smile Lonestar | 3 |
| 15 | 10 | Come On Over Shania Twain | 11 |
| 16 | 17 | Live, Laugh, Love Clay Walker | 4 |
| 17 | 19 | Put Your Hand In Mine Tracy Byrd | 3 |
| 18 | - | Smoke Rings In The Dark Gary Allan | 1 |
| 19 | 18 | Steam Ty Herndon | 4 |
| 20 | - | Back At One Mark Wills | 1 |