The toe box creases — and it creases "hard". If you're someone who hates that "worn" look, this will bother you. Also, the traction on wet surfaces? Not the best. It’s an 80s basketball shoe, remember? Manage your expectations. It's for dry-day styling, not performance ball. Comparing it to, say, an Air Jordan 4? Completely different. The AJ4 has that chunkier sole and more tech. This "air jordan 1 high" is all about the simple, timeless profile. It’s the foundation of the whole Jordan series. You buy the 1 for the history and the look, not for a plush, bouncy ride. The build quality on this specific ‘Jordan 1’ release is pretty good! Stitching is clean, the leather has a nice grain. For around $180, I’ve seen worse. Will it crease? Obviously. But it’s a durable shoe. I’ve had pairs last for "years" with casual wear. It’s an investment in your wardrobe, not just a fleeting trend. 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.