| # | Artist | Songs |
|---|---|---|
| 1 | Frank Sinatra | 612 |
| 2 | Michael Bublé | 303 |
| 3 | Postmodern Jukebox | 239 |
| 4 | Barbra Streisand | 226 |
| 5 | Dean Martin | 220 |
| 6 | Ella Fitzgerald | 195 |
| 7 | Madonna | 165 |
| 8 | Tony Bennett | 150 |
| 9 | Tom Waits | 140 |
| 10 | Nat King Cole | 139 |
| 11 | Adele | 134 |
| 12 | Christina Aguilera | 130 |
| 13 | George Michael | 124 |
| 14 | Prince | 123 |
| 15 | Stevie Wonder | 121 |
| 16 | Bette Midler | 121 |
| 17 | Bob Dylan | 119 |
| 18 | Andy Williams | 107 |
| 19 | Bobby Darin | 106 |
| 20 | Diana Krall | 105 |