It's a fashion staple first, a sneaker second. If you're building a rotation of classics, this "needs" to be in it. Not for who? Serious runners or gym-goers. This isn't a performance shoe—it's a piece of history you walk in. Putting them on... okay. Let's be real: the "Jordan Air 1" is not a modern comfort shoe. The cushioning is firm—it's more about style and that ankle support. The fit is true to size for me, and the "Air" unit (while subtle) does its job for all-day wear. Don't expect Boost or Zoom Air softness here. It's a classic, sturdy feel, which I personally don't mind. Alright, so I just unboxed these Jordan Air 1 Retro Highs in the 'Black & White' colorway, priced around $180 USD. First off, the leather quality? Honestly, it's pretty standard for a GR—not super plush, but the construction is solid. The iconic silhouette, I mean, it just never gets old. It’s the definition of a clean, classic look that works with literally anything in your wardrobe. Final verdict? For me, it's a yes. 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.