Air Jordan III
These shoes were some of the earliers Air Jordans to garner interest in the sneaker community. Jordan wore these during the early prime of his career, as he dominated the league and his rivals before finally reaching the pinnacle of his profession. There have been several re-issues of the Air Jordan IIIs, but the earliest models are the ones that are worth the most. Expect a price in the $4,500 range for a pair of these time-tested classics.