| # | Artist | Songs |
|---|---|---|
| 1 | Linda Ronstadt | 149 |
| 2 | Elvis Costello | 143 |
| 3 | Tom Waits | 139 |
| 4 | Bob Dylan | 119 |
| 5 | Simon and Garfunkel | 107 |
| 6 | John Denver | 92 |
| 7 | Van Morrison | 91 |
| 8 | Glen Campbell | 84 |
| 9 | The Moody Blues | 83 |
| 10 | Bonnie Raitt | 70 |
| 11 | Emmylou Harris | 68 |
| 12 | Alison Krauss | 67 |
| 13 | Eva Cassidy | 66 |
| 14 | James Taylor | 66 |
| 15 | John Prine | 60 |
| 16 | Leonard Cohen | 58 |
| 17 | Jackson Browne | 54 |
| 18 | Carly Simon | 53 |
| 19 | Joni Mitchell | 51 |
| 20 | k.d. lang | 50 |