The ankle support is excellent, a signature of the high-top "Jordan 1 Retro". They do have some weight to them, though; they're not ultra-light. If you're used to flyknit or mesh sneakers, you'll definitely notice the heft. It's part of the classic feel, for better or worse. Alright, so first impressions on this 'Chicago' colorway? Wow. Unboxing this "air jordan 1 retro"... the leather quality is actually pretty solid for a GR release. That classic silhouette – it’s just "iconic". Price point is around $180 USD, which is standard for the Jordan series. On foot? Honestly, it’s not the most comfortable shoe ever – you feel that flat, firm midsole. But the look? Timeless. Great for collectors or style-first people. If you need cushioning, maybe look elsewhere. Here's the latest pickup: the "Air Jordan 1 Retro" High '85 'Georgetown'. This is a more premium release, closer to $200. Unboxing it, you notice the higher cut and the slightly different shape—it's more faithful to the '85 original. The materials feel a step up. On feet, it's the same story: incredible presence, but a stiff, unforgiving ride. The padding is a bit thinner, so it feels more minimal. It's a shoe you wear for the statement, not for cloud-like comfort. Pro? Ultimate heritage style and superior construction. Con? The price and the dated feel underfoot. This is for the purist, the "Jordan" historian. For a casual wearer wanting comfort, it's a tough sell at this price. Final thoughts: This "Air Jordan 1 Retro" is a solid 8/10 for me. The good? Timeless design, durable build, endless outfit options. The not-so-good? Arch support is minimal, and break-in time is real. I'd recommend it to casual wearers and fans of classic sneaker design, period.