| 1 |
Commentary: Herbie Hancock, Jimmy Heath |
| 2 |
Milestones (1958) |
| 3 |
Commentary: Greg Tate |
| 4 |
Donna Lee (Charlie Parker with Miles Davis) (1947) |
| 5 |
Commentary: Ashley Kahn, Symphony Sid Introduction |
| 6 |
Moon Dreams (1949) |
| 7 |
Commentary: George Wein |
| 8 |
'Round Midnight (1957) |
| 9 |
Commentary: Carlos Santana |
| 10 |
It Never Entered My Mind (1959) |
| 11 |
Commentary: Vincent Bessieres |
| 12 |
Generique (1958) |
| 13 |
Commentary: Jimmy Cobb |
| 14 |
So What (1959) |
| 15 |
Commentary: Gil Evans |
| 16 |
New Rhumba (1957) |
| 17 |
Commentary: Frances Taylor Davis |
| 18 |
The Pan Piper (Alborada de Vigo) (1960) |
| 19 |
Commentary: Jack Chambers |
| 20 |
Someday My Prince Will Come (1961) |
| 21 |
Commentary: Wayne Shorter |
| 22 |
Footprints (1967) |
| 23 |
Commentary: Carlos Santana, Quincy Troupe |
| 24 |
Miles Runs The Voodoo Down (45RPM Single Edit) (1970) |
| 25 |
Commentary: Marcus Miller |
| 26 |
Tutu (1986) |
| 27 |
Commentary: Erin Davis |
| 28 |
Hail To The Real Chief (Brand New Recording featuring unreleased Miles Davis performances; Produced by Lenny White & Vince Wilburn, Jr.) |