They're not "heavy", but you're aware you're wearing them. The real win? The compliments. No other shoe in the Jordan series gets recognized & respected like this one. It's a conversation starter – every single time. Let's be real about the cons. The main one? That flat, firm midsole. If you're on your feet all day, this isn't your go-to "comfort" shoe – you'd want something with more tech. Also, the toe box creases... it's gonna happen, it's part of the leather's charm (or annoyance, depending on your view). So, this specific Jordan Air 1 model isn't for the comfort-first crowd. Final verdict? For me, it's a yes. The Jordan 1 High OG 'Chicago' is worth it. It's a cornerstone. The look, the history, the sheer versatility… it's unmatched. Just go in knowing the comfort is classic, not modern. As an all-time-great design? 10/10. Who is this for? Honestly, for sneaker newcomers or collectors alike. It’s a must-have piece of history. Who is it "not" for? Performance athletes or comfort-first folks. It’s a lifestyle shoe, period. My final verdict? If you don't own a pair of Jordan Air 1s yet, it's a gap in your collection worth filling.