| # | Artist | Songs |
|---|---|---|
| 1 | George Strait | 343 |
| 2 | Willie Nelson | 236 |
| 3 | Merle Haggard | 202 |
| 4 | George Jones | 182 |
| 5 | Conway Twitty | 169 |
| 6 | Waylon Jennings | 128 |
| 7 | Loretta Lynn | 124 |
| 8 | Gene Watson | 124 |
| 9 | Charley Pride | 123 |
| 10 | Randy Travis | 117 |
| 11 | Don Williams | 108 |
| 12 | Vince Gill | 106 |
| 13 | Tammy Wynette | 106 |
| 14 | Ronnie Milsap | 93 |
| 15 | Travis Tritt | 89 |
| 16 | Hank Williams, Sr. | 88 |
| 17 | Ricky Van Shelton | 85 |
| 18 | Mark Chesnutt | 70 |
| 19 | Ray Price | 66 |
| 20 | Marty Stuart | 63 |