| 1 | –Barbra Streisand | People |
| 2 | –Céline Dion | My Heart Will Go On |
| 3 | –Bob Dylan | Like A Rolling Stone |
| 4 | –Mahalia Jackson | I Will Move On Up A Little Higher |
| 5 | –Wynton Marsalis | Freedom Is In The Trying |
| 6 | –Will Smith | Gettin' Jiggy Wit It |
| 7 | –Simon & Garfunkel | The Sound Of Silence |
| 8 | –Stevie Ray Vaughan | Pride And Joy |
| 9 | –Billie Holiday | God Bless The Child |
| 10 | –Gene Autry | Rudolph, The Red-Nosed Reindeer |
| 11 | –Glenn Gould | Bach's Goldberg Variations : Quad Libet/Aria Da Capo |
| 12 | –Johnny Cash | Ring Of Fire |
| 13 | –Johnny Mathis | Chances Are |
| 14 | –Bill Monroe | Blue Moon Of Kentucky |
| 15 | –Frank Sinatra | One For My Baby |
| 16 | –The Clash | London Calling |
| 17 | –Dixie Chicks | Wide Open Spaces |
| 18 | –Bessie Smith | Careless Love Blues |
| 19 | –Larry Kert & Carol Lawrence | Tonight (From West Side Story) |
| 20 | –Duke Ellington | It Don't Mean A Thing If It Ain't Got That Swing |
| 21 | –Babyface | For The Cool In You |
| 22 | –Aretha Franklin | This Bitter Earth |
| 23 | –Lauryn Hill | Doo Wop (That Thing) |
| 24 | –Louis Armstrong | West End Blues |
| 25 | –Benny Goodman | Flying Home |
| 26 | –Sly & The Family Stone | I Want To Take You Higher |
| 27 | –Michael Jackson | Billie Jean |
| 28 | –Mary Martin & Patricia Neway | My Favorite Things (From The Sound Of Music) |
| 29 | –Fred Astaire | The Way You Look Tonight |
| 30 | –Ricky Martin | Maria |
| 31 | –Bruce Springsteen | Born To Run |
| 32 | –John Philip Sousa | The Washington Post March |
| 33 | –Earth, Wind & Fire | Shining Star |
| 34 | –Gloria Estefan & The Miami Sound Machine | Anything For You |
| 35 | –Tony Bennett | I Left My Heart In San Francisco |
| 36 | –Pearl Jam | Black |
| 37 | –Miles Davis | So What ? |
| 38 | –Yo-Yo Ma With Mark O'Connor, Edgar Meyer | Appalachia Waltz |
| 39 | –Aerosmith | Walk This Way |
| 40 | –Leonard Bernstein | Copland's Rodeo : Hoedown |
| 41 | –Mariah Carey | Fantasy |
| 42 | –Robert Johnson | Cross Road Blues |