It's history, it's style. But I gotta say, if you prioritize supreme comfort above all else? This might feel like a step back. It's a lifestyle icon first, a "comfort shoe" second. Just keep that in mind. Is it comfortable? It’s a "supportive" comfort, not a "squishy" one. The "Air Jordan 1 High" keeps your foot stable. After a few wears, the insole packs down a bit and it gets better. But if you have wide feet, that narrow toe box can be a real issue — consider going up a half-size. My genuine advice? Try it on first if you can. Who should buy this? If you're building a sneaker collection and want the cornerstone—get an "Air Jordan 1 High". It's a must-have. Also great for anyone who loves classic '80s basketball styling. At around $180, it's an investment in a style icon. Not just a shoe, it's a piece of the culture. My advice? Find a colorway that speaks to you. 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.