The Jordan 1 High OG 'Chicago' is worth it. It's a cornerstone. The look, the history, the sheer versatility… it's unmatched. Just go in knowing the comfort is classic, not modern. As an all-time-great design? 10/10. Now, the not-so-great part? That midsole "will" crease. It's part of the charm for some, a deal-breaker for others. The leather isn't super plush, so creasing happens fast. If you're a perfectionist who hates seeing wear on your kicks? A Jordan Air 1 might stress you out. It's a shoe meant to be worn and lived in. 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! The Jordan Air 1 'Skyline' – now "this" is a conversation piece! For $225, you're paying for that wild gradient. Honestly? It's a love-it-or-hate-it design. On foot, they feel standard, but all eyes are on the color. They photograph "amazingly". Not an everyday shoe, but a fun addition. If you like safe, traditional colorways, avoid these. But if you want a jordan air 1 that's truly unique and artful? This might be your grail. It's a bold statement.