| # | Artist | Songs |
|---|---|---|
| 1 | Frank Sinatra | 617 |
| 2 | Michael Bublé | 286 |
| 3 | Alan Jackson | 258 |
| 4 | Postmodern Jukebox | 240 |
| 5 | Barbra Streisand | 228 |
| 6 | Dean Martin | 220 |
| 7 | Ella Fitzgerald | 198 |
| 8 | Madonna | 175 |
| 9 | Tony Bennett | 150 |
| 10 | Tom Waits | 145 |
| 11 | Nat King Cole | 141 |
| 12 | Adele | 130 |
| 13 | Christina Aguilera | 128 |
| 14 | Prince | 126 |
| 15 | Bob Dylan | 125 |
| 16 | Stevie Wonder | 124 |
| 17 | George Michael | 119 |
| 18 | Bette Midler | 118 |
| 19 | Bobby Darin | 110 |
| 20 | Andy Williams | 107 |