For this $180 price point, the leather is okay – it's not premium, but it's not plastic-y either. It'll crease, but hey, that's part of the look with the "air jordan 1 chicago". The build quality feels sturdy, no glue stains on my pair. The advantage is durability. The disadvantage? You might wish for softer leather at this cost, but it's a mass-release, so expectations need to be managed. Now, a potential con: the comfort, or lack thereof. If you're used to modern, plush sneakers, the "Air Jordan 1" might feel like a brick. Also, the leather can crease pretty noticeably—that bothers some people. It’s a trade-off for that classic look. Sliding into the "Air Jordan 1 Chicago"—instant classic vibe. The fit is TTS, offering a locked-in feel. They have substance, they don't feel cheap. Visually, they're flawless. This isn't just another retro; it's "the" retro. For $180, it's a cornerstone for any Jordan Series collection. The advantage is its unmatched heritage and style. The drawback? The leather can be stiff initially, and the cushioning is minimal. If you're a purist or a fashion-minded wearer, this is a 10/10. If you're after modern performance features, you might be disappointed. Know what you're buying. Putting them on my feet... immediate thoughts? They feel classic, which means firm. The insole isn't modern-cushiony. But the "ankle support" and overall shape are fantastic. Honestly, wearing the Air Jordan 1 Chicago just makes you stand differently. If you need cloud-like comfort, look elsewhere—this is about style & history.