In late December of 1965, Miles and his second great quintet, assembled around 1960 and consisting of Wayne Shorter on tenor sax, Herbie Hancock on piano, Ron Carter on bass, and the amazing and young Tony Williams on the drum kit, played two nights at Chicago's Plugged Nickel club. The set list was a bit surprising in that it consisted of tunes that Miles had recorded with his previous quintets from the 50's at the heart of the bebop movement, typically with John Coltrane on tenor sax, Red Garland or Horace Silver on piano.
At their core, the Plugged Nickel recordings represent Miles and his then-current band revisiting and more to the point - REINTERPRETING - a handful of great bebop tunes over two late December nights in Chicago: "Milestones (one of two versions)," "Yesterdays (only version)," "So What (only version)," "Stella By Starlight (one of three versions)" "Walkin' (one of two versions)" and "Round Midnight (only version)."The complete recordings (8 Disc's) are often cited by the "real" critics as highly important in the evolution of Miles Davis, if not simulataneously the jazz movement in general in the sixties and it is hard to argue that point. Highlights on this record are "Stella By Starlight", followed by "Walkin'" and then "Round About Midnight."