| # | Artist | Songs |
|---|---|---|
| 1 | Frank Sinatra | 678 |
| 2 | Michael Bublé | 314 |
| 3 | Alan Jackson | 264 |
| 4 | Postmodern Jukebox | 254 |
| 5 | Barbra Streisand | 241 |
| 6 | Dean Martin | 239 |
| 7 | Ella Fitzgerald | 207 |
| 8 | Madonna | 196 |
| 9 | Nat King Cole | 167 |
| 10 | Tony Bennett | 165 |
| 11 | Tom Waits | 159 |
| 12 | Bob Dylan | 138 |
| 13 | Adele | 136 |
| 14 | Christina Aguilera | 131 |
| 15 | George Michael | 130 |
| 16 | Prince | 130 |
| 17 | Stevie Wonder | 126 |
| 18 | Andy Williams | 122 |
| 19 | Bette Midler | 120 |
| 20 | Bobby Darin | 116 |