23. Air Jordan 4 (1989)
There’s a lot of really great sneaker-head features to these shoes so we’ll just run through a few of them. The Jordan 4’s featured mesh, plastic wings, and nubuck leather all of the first time on a basketball shoe. Of course, Jordan would lead the way in style, but all three things on one shoe? That’s not fair.
Combine that with the plastic heel, visible Air cushion, and a 5/8 cut, and you have one of the greatest hoops’ sneakers of all time. These were great on the court, but perfect off it.