| # | Artist | Songs |
|---|---|---|
| 1 | Frank Sinatra | 603 |
| 2 | Michael Bublé | 279 |
| 3 | Dean Martin | 219 |
| 4 | Cliff Richard | 207 |
| 5 | Ella Fitzgerald | 194 |
| 6 | Kelly Clarkson | 191 |
| 7 | Tony Bennett | 150 |
| 8 | Nat King Cole | 140 |
| 9 | Mariah Carey | 136 |
| 10 | Josh Groban | 114 |
| 11 | Andy Williams | 107 |
| 12 | Brenda Lee | 104 |
| 13 | Shakin' Stevens | 99 |
| 14 | The Carpenters | 95 |
| 15 | Bing Crosby | 92 |
| 16 | Amy Grant | 90 |
| 17 | Johnny Mathis | 85 |
| 18 | Perry Como | 76 |
| 19 | Harry Connick Jr. | 69 |
| 20 | The Pogues | 54 |