That smell of new leather… gets me every time. The shape is just perfect—sharp and timeless. Wearing them, you feel connected to the ground; it's a stable, supportive base. Compared to modern basketball shoes, tech is minimal. Pro? You're wearing a piece of history. Con? Not the most innovative comfort. At this price, you're buying legacy and looks. Ideal for fashion-minded folks. Terrible for actual balling in 2024. Final verdict from me? For the price, it's a staple. It’s not the comfiest shoe I own, but it’s one of the most worn. The 'Court Purple' colorway here is just so easy to style. You're investing in a look that never goes out of style. If you find it on sale? Even better. A solid cop for your rotation. Alright, let's get this "unboxed". 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. Who should skip it? If comfort is your #1 priority — look elsewhere. If you need performance basketball tech, get a newer Jordan. Also, the high-top isn't for everyone's style. Try a Jordan 1 Low if that's you. But for pure, unadulterated sneaker culture? This is it.