| # | Artist | Songs |
|---|---|---|
| 1 | Frank Sinatra | 605 |
| 2 | Michael Bublé | 279 |
| 3 | Alan Jackson | 257 |
| 4 | Postmodern Jukebox | 236 |
| 5 | Barbra Streisand | 225 |
| 6 | Dean Martin | 220 |
| 7 | Ella Fitzgerald | 194 |
| 8 | Madonna | 165 |
| 9 | Tony Bennett | 147 |
| 10 | Tom Waits | 142 |
| 11 | Nat King Cole | 140 |
| 12 | Christina Aguilera | 122 |
| 13 | Bob Dylan | 122 |
| 14 | Prince | 120 |
| 15 | Stevie Wonder | 117 |
| 16 | Bette Midler | 116 |
| 17 | George Michael | 116 |
| 18 | Adele | 112 |
| 19 | Andy Williams | 107 |
| 20 | Bobby Darin | 107 |