| # | Artist | Songs |
|---|---|---|
| 1 | Frank Sinatra | 638 |
| 2 | Michael Bublé | 303 |
| 3 | Dean Martin | 224 |
| 4 | Cliff Richard | 213 |
| 5 | Ella Fitzgerald | 200 |
| 6 | Kelly Clarkson | 197 |
| 7 | Tony Bennett | 158 |
| 8 | Nat King Cole | 152 |
| 9 | Mariah Carey | 148 |
| 10 | Josh Groban | 119 |
| 11 | Brenda Lee | 110 |
| 12 | Andy Williams | 109 |
| 13 | The Carpenters | 107 |
| 14 | Shakin' Stevens | 103 |
| 15 | Johnny Mathis | 94 |
| 16 | Bing Crosby | 92 |
| 17 | Amy Grant | 90 |
| 18 | Perry Como | 87 |
| 19 | Harry Connick Jr. | 68 |
| 20 | John Lennon | 56 |