| # | Artist | Songs |
|---|---|---|
| 1 | George Strait | 372 |
| 2 | Willie Nelson | 259 |
| 3 | Merle Haggard | 216 |
| 4 | George Jones | 213 |
| 5 | Conway Twitty | 179 |
| 6 | Loretta Lynn | 168 |
| 7 | Don Williams | 143 |
| 8 | Waylon Jennings | 141 |
| 9 | Randy Travis | 130 |
| 10 | Charley Pride | 129 |
| 11 | Gene Watson | 129 |
| 12 | Ronnie Milsap | 125 |
| 13 | Vince Gill | 114 |
| 14 | Dwight Yoakam | 109 |
| 15 | Tammy Wynette | 107 |
| 16 | Patty Loveless | 95 |
| 17 | Ricky Van Shelton | 94 |
| 18 | Ray Price | 73 |
| 19 | Vern Gosdin | 70 |
| 20 | Mark Chesnutt | 69 |