This 'University Blue' pair looks incredible on foot. However, the toe box creases... and it creases "fast". If that's something that bothers you, you might wanna consider another model. For me, it adds character. It's a shoe that tells a story with every wear, and at around $170, it's a staple. Let's talk looks. On camera and in-person, this silhouette is "unbeatable" for style. The "Air Jordan 1 High" just makes any outfit look instantly cooler — it's a fact. The color blocking on this specific pair pops. The downside? That stiff leather needs a break-in period; your first few wears might feel a bit rigid around the crease points. Conversely, who should "avoid" it? If you’re on your feet all day and need cloud-like comfort — look elsewhere (maybe a Jordan 13). 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.