| # | Artist | Songs |
|---|---|---|
| 1 | Frank Sinatra | 608 |
| 2 | Michael Bublé | 280 |
| 3 | Dean Martin | 220 |
| 4 | Cliff Richard | 211 |
| 5 | Ella Fitzgerald | 195 |
| 6 | Kelly Clarkson | 192 |
| 7 | Tony Bennett | 147 |
| 8 | Mariah Carey | 145 |
| 9 | Nat King Cole | 141 |
| 10 | Josh Groban | 118 |
| 11 | The Carpenters | 108 |
| 12 | Andy Williams | 107 |
| 13 | Brenda Lee | 105 |
| 14 | Shakin' Stevens | 99 |
| 15 | Bing Crosby | 92 |
| 16 | Amy Grant | 90 |
| 17 | Johnny Mathis | 85 |
| 18 | Perry Como | 79 |
| 19 | Harry Connick Jr. | 69 |
| 20 | John Lennon | 57 |