First look at this Air Jordan 1 'Chicago'... "damn", that color-blocking is just iconic. The leather feels premium straight out the box. Slapping these on, the ankle support is insane, but that forefoot? A "bit" stiff, honestly. For $190, you're paying for the history & the style—not cloud-like comfort. If you want a piece of sneaker history that goes with "everything", this is it. If you need all-day cushion, look elsewhere. So, I finally got my hands on this new 'Obsidian' Air Jordan 1... and wow, the colors are even better in person. That mix of university blue and obsidian? It's "super" versatile. On foot, the fit is true to size — nice and snug, especially in the heel. The ankle support is exactly what you expect from this model... which is to say, pretty good! It’s a bit stiff out of the box, but it breaks in. Comparing it to a newer Jordan model like the 5? The Jordan 1 is definitely lighter and more streamlined. Honestly, for style points and a classic look, it's unbeatable. Just don't expect a cloud-like ride. Initial on-foot thoughts: the "Nike Air Jordan 1" sits you a bit higher off the ground than I remembered. It gives a confident stance. The toe box has decent room, which is great for wider feet. This "Bred Patent" version was about $200 USD. It's a loud, shiny statement. I love it for a night out. However, that patent leather doesn't breathe well at all—your feet will get warm. So, not my pick for summer all-dayers. On feet, walking around? You feel the history. Compared to a modern Jordan like the 36, it's night and day – the AJ1 is heavier, more rigid. But that's not a bad thing! It's a stable, grounded feel. The leather will crease, that's just part of the story. For $180? You're buying a piece of sneaker culture, not a performance beast. It's a trade-off.