The "Chicago" 1s look even better in person. The leather has a nice sheen. On foot, they're snug (I went TTS) and the toe box will soften. Styling? Unmatched. They're the centerpiece of any fit. A key advantage is durability—these aren't flimsy. A possible downside? The high-top can feel restrictive if you're used to lows. It's a $180 USD purchase that's more about "emotion" and style than cutting-edge performance. Ideal for enthusiasts; casual buyers might not "get" the hype. Who is this for? Honestly, it’s for collectors and anyone who appreciates sneaker history. If you want the story, the look, the hype — this Jordan 1 delivers. If you prioritize pillowy-soft comfort above all else? Maybe look elsewhere. For me, it’s a must-have, despite the $180 price tag. So, who should get it? New collectors building a foundation, or veterans completing their set. Who should pass? People needing arch support or maximum cushion – try a Jordan 13 instead. The Air Jordan 1 Chicago is about look and legacy. It's a solid release, true to the '85 spirit. Just manage your comfort expectations, and you'll love it. Thanks for watching! Getting these on my feet... yep, it's the classic AJ1 feel. It's not a modern, cushiony shoe — the midsole is firm. The ankle collar gives great support, though. The fit is true to size for me. Walking around, you really feel connected to the ground. It's a retro basketball shoe, through and through.