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. Comparing it to other Jordans? Big difference. My Jordan 3s or 4s are way more comfortable. The "jordan air 1" is the foundation, the blueprint. It's lighter than a lot of newer models, which is nice for all-day wear. But if you want that plush, sunk-in feel? Look at later models. This one’s for the history books and your closet. Walking around in them... yeah, you feel every bit of that 1985 DNA. The sole is firm, the ankle support is high – it's a very "grounded" feel. I love the elevated look it gives me, style-wise. But compared to a Jordan 3 or 4? It's less forgiving on the foot, for sure. That's the trade-off for that sleek, low-profile silhouette. If you prioritize looks – win. If you prioritize plush comfort – maybe look elsewhere.
