Unboxing, the black/red trim on white gives serious 'Chicago' vibes, but with a "twist". The red stitch detailing is a cool touch. Fit is standard—a bit narrow for me initially. The advantage here is the classic look with subtle unique details. Disadvantage? Like most OGs, it's not a comfort shoe. At around $170, it sits in the middle. I'd recommend these Air 1s to someone who wants an OG-style pair without paying resell for an actual 'Chicago'. The major "pro"? Versatility. This 'Black Toe' colorway goes with literally everything—cargos, jeans, shorts. It’s a wardrobe staple. The cons? That leather creases—and it shows. If you're super precious about keeping your kicks mint, a Jordan Air 1 might stress you out. For me, they look better with wear. Biggest pro of this "Jordan Air 1 Mid"? Durability and style, hands down. The materials— especially on the toe box— can take a beating. You can wear these frequently, clean 'em up, and they still look great. For a sneaker you plan to actually "wear" and not just stock on a shelf? That's a massive win in my book. It's a practical piece of sneaker history. 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.