| # | Artist | Songs |
|---|---|---|
| 1 | Frank Sinatra | 677 |
| 2 | Michael Bublé | 313 |
| 3 | Alan Jackson | 265 |
| 4 | Postmodern Jukebox | 252 |
| 5 | Barbra Streisand | 240 |
| 6 | Dean Martin | 236 |
| 7 | Ella Fitzgerald | 208 |
| 8 | Madonna | 186 |
| 9 | Nat King Cole | 164 |
| 10 | Tony Bennett | 164 |
| 11 | Tom Waits | 159 |
| 12 | Adele | 137 |
| 13 | Bob Dylan | 137 |
| 14 | Christina Aguilera | 131 |
| 15 | George Michael | 130 |
| 16 | Stevie Wonder | 128 |
| 17 | Prince | 127 |
| 18 | Andy Williams | 122 |
| 19 | Bette Midler | 119 |
| 20 | Bobby Darin | 114 |