| # | Artist | Songs |
|---|---|---|
| 1 | Frank Sinatra | 638 |
| 2 | Michael Bublé | 303 |
| 3 | Alan Jackson | 259 |
| 4 | Postmodern Jukebox | 242 |
| 5 | Barbra Streisand | 231 |
| 6 | Dean Martin | 224 |
| 7 | Ella Fitzgerald | 200 |
| 8 | Madonna | 176 |
| 9 | Tony Bennett | 158 |
| 10 | Nat King Cole | 152 |
| 11 | Tom Waits | 147 |
| 12 | Christina Aguilera | 133 |
| 13 | Adele | 129 |
| 14 | Prince | 126 |
| 15 | Stevie Wonder | 126 |
| 16 | Bob Dylan | 125 |
| 17 | George Michael | 124 |
| 18 | Bette Midler | 118 |
| 19 | Andy Williams | 109 |
| 20 | Bobby Darin | 108 |