Nike Air Flight Lite 

Worn by: Scottie Pippen

Year: 1991 

Although Pippen later received his own signature series through Nike, some of his most memorable sneaker moments came in general releases during Chicago's first string of title runs. During the ’91 season Pip took to the Flight Lite Highs as his sneaker of choice. The durable and secure high-top was decades ahead of sneakers like the KD Vs in terms of a shoe light enough to play the wing but tough enough to handle the post when needed. Yo, the Knicks remember — Scottie was not about to be punked.