The leather has a nice texture to it. Sliding my foot in, the break-in is noticeable; they're not pillows. But the iconic Jordan Air 1 profile is worth a little stiffness. On camera, the green pops against the black perfectly. Compared to other Jordans, it's definitely more of a lifestyle silhouette than a performance one. Pro: Unmatched style. Con: Not for people who hate breaking in shoes. If you're patient and love classic kicks, go for it. If you want instant comfort, skip. Who should "skip" it? People seeking max comfort or performance basketball shoes. The fit can be narrow, and the cushioning is basic. If tech is your main priority in 2024, this retro Jordan Air 1 isn't for you. It’s about form over cutting-edge function. If you're new to sneakers, the Jordan Air 1 is a must-understand piece of history. This 'Bred' (Black/Red) version is arguably the most important. At ~$170 USD, you're buying into a story. Pros: Unmatched versatility and iconic status. Cons? The leather creases easily (it's part of the character!), and the traction on wet surfaces can be... sketchy. Just being honest! Alright, so let's get into these Jordan Air 1 'Chicago'! First off - that box? Classic. The "leather" here is solid for a GR release - not buttery-soft, but it's got that nice "sheen". The shape and those iconic red accents just pop. At ~$180 USD, you're paying for the heritage, 100%. It's a piece of sneaker history, right in your hands.