| # | Artist | Songs |
|---|---|---|
| 1 | Frank Sinatra | 617 |
| 2 | Michael Bublé | 286 |
| 3 | Dean Martin | 220 |
| 4 | Cliff Richard | 211 |
| 5 | Ella Fitzgerald | 198 |
| 6 | Kelly Clarkson | 196 |
| 7 | Tony Bennett | 150 |
| 8 | Mariah Carey | 148 |
| 9 | Nat King Cole | 141 |
| 10 | Josh Groban | 119 |
| 11 | The Carpenters | 109 |
| 12 | Brenda Lee | 108 |
| 13 | Andy Williams | 107 |
| 14 | Shakin' Stevens | 103 |
| 15 | Bing Crosby | 92 |
| 16 | Amy Grant | 90 |
| 17 | Johnny Mathis | 88 |
| 18 | Perry Como | 79 |
| 19 | Harry Connick Jr. | 69 |
| 20 | John Lennon | 57 |