| # | Artist | Songs |
|---|---|---|
| 1 | Frank Sinatra | 604 |
| 2 | Engelbert Humperdinck | 225 |
| 3 | Dean Martin | 217 |
| 4 | Tony Bennett | 145 |
| 5 | Nat King Cole | 133 |
| 6 | Andy Williams | 107 |
| 7 | Bobby Darin | 102 |
| 8 | Brenda Lee | 101 |
| 9 | Bing Crosby | 92 |
| 10 | Johnny Mathis | 86 |
| 11 | Perry Como | 76 |
| 12 | Connie Francis | 72 |
| 13 | Shirley Bassey | 69 |
| 14 | Paul Anka | 68 |
| 15 | Matt Monro | 55 |
| 16 | Roger Whittaker | 54 |
| 17 | Doris Day | 49 |
| 18 | Neil Sedaka | 48 |
| 19 | Jerry Vale | 42 |
| 20 | Sammy Davis Jr. | 39 |