Michael Jordan’s Nike Air Ships

Surprisingly, the third-most-expensive Air Jordans are those worn by Jordan himself. Jordan's Nike Air Ships from a 1984 Bulls game were auctioned off for $1.472 million in October 2021. They are now the most valuable sneakers ever sold at auction.

Because Jordon originally signed with Nike in 1984 to launch the Air Jordans shoe brand, these Jordans are not only the most expensive but also the most "vintage" on the list.

People today forget how unusual it was for a sports star to negotiate a full-time brand contract with a sneaker line because Jordan sold Nikes. Nike was a small-time firm at the time of the $250,000 investment — Jordan was the face of the contract. They made $126 million the first year the Air Jordans were available as a result of their brilliant invention. The Air Jordan brand was worth $3 billion in 2019.

Price: $1,472,000