The fit is "true" to size for me. The ankle collar is stiff, like every other AJ1 – it’s gonna need a break-in period, no doubt. You’re not buying the "air jordan 1 chicago" for cloud-like comfort, let's be real. It's about that supportive, locked-down feel. Compared to a newer Jordan model, like a 3 or a 5? The "cushioning is way firmer". It’s a classic basketball shoe feel, for better or worse. Who is this for? Honestly, it's for anyone building a serious sneaker rotation. The air jordan 1 chicago is a must-have foundation piece. It's for people who appreciate design history. Who is it NOT for? Folks seeking max comfort or cutting-edge tech—look at the Jordan 38 for that. This is about style and legacy. My final verdict? If you can get them for a reasonable price, they're a worthy addition. No regrets here. Who should get these? If you're building a core sneaker collection—or just love iconic design—the "Air Jordan 1 Chicago" is a must. It's a piece of the "Jordan series" foundation. Who should skip it? Folks who need arch support, or who purely judge shoes by comfort metrics. This is about style and legacy. For that, it delivers 100%. Just manage your comfort expectations. Value-wise... at $180 USD, it's a justifiable price for an icon. You're paying for the design and legacy, not groundbreaking materials. Compared to resale on older releases, this is the best chance to get this colorway. For a mainline "Jordan series" retro, they did it right. It's simple: if you love sneaker culture, you'll love having these.