| # | Artist | Songs |
|---|---|---|
| 1 | Frank Sinatra | 655 |
| 2 | Michael Bublé | 308 |
| 3 | Alan Jackson | 261 |
| 4 | Postmodern Jukebox | 245 |
| 5 | Barbra Streisand | 230 |
| 6 | Dean Martin | 230 |
| 7 | Ella Fitzgerald | 201 |
| 8 | Madonna | 180 |
| 9 | Tony Bennett | 164 |
| 10 | Nat King Cole | 157 |
| 11 | Tom Waits | 156 |
| 12 | Christina Aguilera | 131 |
| 13 | Adele | 131 |
| 14 | George Michael | 129 |
| 15 | Bob Dylan | 128 |
| 16 | Stevie Wonder | 127 |
| 17 | Prince | 125 |
| 18 | Bette Midler | 118 |
| 19 | Andy Williams | 114 |
| 20 | Bobby Darin | 111 |