The solid rubber outsole, the sturdy build... these will last years. The creasing becomes part of the character. A potential downside for some? The high-top can feel restrictive if you're not used to it. But for ankle support and that iconic look, it's a worthy trade-off. Just got the Jordan Air 1 'Stage Haze'. ~$170 for this black/white/blue mix. Super clean box presentation! Sliding them on... the leather is stiff at first, needs a break-in. The fit is TTS for me. I love how the blue hits add personality – not too loud, not too plain. Great summer sneaker. Compared to all-white Air 1s, these have more character. Downside? The white panels will get dirty fast. If you're a perfectionist about cleanliness, maybe think twice. Otherwise, a great pick. Conversely, who should "skip" it? If you have serious foot issues, need arch support, or are buying sneakers purely for athletic performance or all-day walking comfort—this isn’t it. Look at the React or Zoom lines instead. The Jordan Air 1 prioritizes form... over function, in the modern sense. 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.