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| Rank | Song Title | Weeks @ No. 1 | Artist | Songwriter |
|---|---|---|---|---|
| 1 | I'm Moving On | 21 |
Hank Snow | Hank Snow |
| 2 | I'll Hold You In My Heart | 21 |
Eddy Arnold | Eddy Arnold |
| 3 | In the Jailhouse Now | 21 |
Webb Pierce | Jimmie Rodgers |
| 4 | Crazy Arms | 20 |
Ray Price | Seals/Mooney |
| 5 | I Don't Hurt Anymore | 20 |
Hank Snow | Don Robertson |
| 6 | Bouquet of Roses | 19 |
Eddy Arnold | Nelson/Hilliard |
| 7 | Walk On By | 19 |
Leroy Van Dyke | Kendall Hayes |
| 8 | Slowly | 17 |
Webb Pierce | Webb Pierce/Tiny Hill |
| 9 | Slipping Around | 17 |
Whiting/Wakely | Floyd Tillman |
| 10 | Heartbreak Hotel | 17 |
Elvis Presley | Mae Axton |
| 11 | Lovesick Blues | 16 |
Hank Williams | C. Friend/Irving Mills |
| 12 | Guitar Polka | 16 |
Al Dexter | J. B. Paris/Al Dexter |
| 13 | Love's Gonna Live Here | 16 |
Buck Owens | Avis E. Owens |
| 14 | New Spanish Two Step | 16 |
Bob Wills | Tommy Duncan/Bob Wills |
| 15 | Smoke! Smoke! Smoke (That Cigarette) | 16 |
Tex Williams | Merle Travis/Tex Williams |
| 16 | Slow Poke | 15 |
Pee Wee King | Pee Wee King/Redd Stewart |
| 17 | The Wild Side of Life | 15 |
Hank Thompson | Carter/Warren |
| 18 | Please Help Me, I'm Falling | 14 |
Hank Locklin | Don Robertson/Blair |
| 19 | He'll Have to Go | 14 |
Jim Reeves | J. Allison/A. Allison |
| 20 | Jambalaya | 14 |
Hank Williams | Hank Williams |
| 21 | The Shot Gun Boogie | 14 |
Tennessee Ernie Ford | Tennessee Ernie Ford |
| 22 | Divorce Me C.O.D. | 14 |
Merle Travis | Merle Travis/Cliffie Stone |
| 23 | So Round, So Firm, So Fully Packed | 14 |
Merle Travis | Travis/Kirk/Stone |
| 24 | So Long Pal | 13 |
Al Dexter | Al Dexter |
| 25 | Love, Love, Love | 13 |
Webb Pierce | Ted JarrettFord |
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Revised: 10/11/1999
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