| # | Artist | Songs |
|---|---|---|
| 1 | Frank Sinatra | 678 |
| 2 | Michael Bublé | 313 |
| 3 | Dean Martin | 238 |
| 4 | Cliff Richard | 229 |
| 5 | Kelly Clarkson | 212 |
| 6 | Ella Fitzgerald | 207 |
| 7 | Nat King Cole | 165 |
| 8 | Mariah Carey | 164 |
| 9 | Tony Bennett | 164 |
| 10 | Josh Groban | 126 |
| 11 | Andy Williams | 122 |
| 12 | Brenda Lee | 114 |
| 13 | Shakin' Stevens | 114 |
| 14 | The Carpenters | 113 |
| 15 | Johnny Mathis | 99 |
| 16 | Bing Crosby | 98 |
| 17 | Amy Grant | 91 |
| 18 | Perry Como | 90 |
| 19 | Harry Connick Jr. | 68 |
| 20 | José Feliciano | 58 |