| # | Artist | Songs |
|---|---|---|
| 1 | Frank Sinatra | 658 |
| 2 | Michael Bublé | 306 |
| 3 | Dean Martin | 230 |
| 4 | Cliff Richard | 217 |
| 5 | Kelly Clarkson | 202 |
| 6 | Ella Fitzgerald | 201 |
| 7 | Tony Bennett | 161 |
| 8 | Nat King Cole | 154 |
| 9 | Mariah Carey | 149 |
| 10 | Josh Groban | 119 |
| 11 | Andy Williams | 110 |
| 12 | Brenda Lee | 110 |
| 13 | The Carpenters | 108 |
| 14 | Shakin' Stevens | 105 |
| 15 | Johnny Mathis | 96 |
| 16 | Bing Crosby | 93 |
| 17 | Amy Grant | 90 |
| 18 | Perry Como | 87 |
| 19 | Harry Connick Jr. | 68 |
| 20 | José Feliciano | 56 |