Next to an AJ11 or an AJ4, it feels more "basic" in construction, but also more iconic. The ankle collar is stiff initially. That's the trade-off for that classic look. The upside? Its legendary status in the Jordan series. The downside? That break-in can be tough if you're not used to it. It's a true OG experience. Is the "Air Jordan 1 Chicago" worth the $180 price tag? For me, yes—if you value history. The pros? Timeless design, incredible versatility for outfits, and that legendary status. The con? The tech is "old". Don't expect Boost or Zoom Air comfort here. It's a lifestyle sneaker first, performance shoe second. So, final verdict? If you can get it for retail or a decent resale price, I say go for it. Holding this shoe, you feel the heritage of the entire "Jordan series". It's not the comfiest, but the look, the history, the sheer versatility... it's a 10/10 for me. A must-have, honestly. 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.