Air Jordan 1 "Chicago"

The original Air Jordan 1 Chicago colorway from 1985 is the most iconic sneaker ever produced. Designed by Peter Moore, the shoe was banned by the NBA for violating uniform color rules — Nike paid Michael Jordan's $5,000 fine per game, generating priceless publicity. The "Wings" logo on the ankle was the first iteration of what became the Jumpman. Original 1985 examples in wearable condition sell for $8,000–$20,000, while deadstock pairs have exceeded $50,000 at auction.