If you have very wide feet, the narrow fit can be "truly" uncomfortable. This shoe demands a bit of a sacrifice for the sake of style. Be honest with your needs. So I'm lacing up the classic Air Jordan 1 High 'Chicago' (2022 version). The red just pops on camera, it's unreal. First impression? It's "the" blueprint. On foot, it's exactly what you expect: iconic, but not what I'd call comfortable for long walks. The pro is its timeless status in the Jordan series. The con is the price—resale is steep. If this is your grail, go for it. If you just want a comfortable red shoe? There are better, cheaper options. It's a heritage piece, first and foremost. So, how do these actually "feel" on foot? Honestly, the "Air Jordan 1 High" is firm. If you're used to modern, bouncy sneakers, the cushioning will feel basic - it's just not that kind of shoe. The ankle support and wrap are fantastic, though. It's a structured, secure fit that makes you feel... planted. A very different experience from a Jordan 13, for sure. Who is this for? Honestly, almost anyone into sneaker culture. It's a must-have. Who isn't it for? People with really wide feet might find the toe box tight. Also, if you hate creasing... well, maybe look at a different model. These "will" crease, and that's part of the charm.