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. Comparing it to other Jordan 1s I own – like, say, a "Dark Mocha" – the materials feel pretty similar. The star here is 100% the color story. Wearing the air jordan 1 chicago just feels different. It carries that heritage. If you're a new collector, this is a perfect first "grail." If you need plush comfort for all-day wear, though, this might not be your go-to. Putting these on, the fit is true to size for me. They're definitely a "stiff" shoe at first—you gotta break 'em in. The cushioning is what it is: basic. But, hey, that's the classic "Air Jordan 1" experience. The ankle collar offers good support, though, and they feel secure on foot. Not a "comfort" shoe, but not unbearable. Alright, so the moment I opened the box, man... that classic ""Chicago"" colorway just hits different. The "Air Jordan 1 Chicago"'s red is so vibrant against the white and black. The leather on this 2022 version feels "solid"—not super plush, but it has a nice, classic grain. Holding it in hand, you just feel the history of the whole "Jordan series". Honestly, for around $180, the presentation alone is a win.
