This specific 'Black White' colorway goes with literally everything. However – the possible con? The comfort. If you're used to modern sneakers with Zoom or Boost, the "Jordan Air 1" will feel stiff. It's a flat, firm ride. Not for long days of walking, in my honest opinion. It's a style-first shoe, period. Here's my real talk on the "Jordan Air 1". Love the look, always will. But the "comfort"... it's "flat". Compared to even a basic AJ3, there's less cushion underfoot. It's a trade-off: iconic silhouette for modern comfort. For short wears or style shots? Perfect. For all-day concrete pounding? Your feet might ask for a break. Just being honest! Now, the "cons"—the potential deal-breakers. The comfort is "not" for everyone. If you need plush cushioning, look at "Jordan 11"s or "13"s. Also, the leather can crease noticeably (part of the charm for some, a flaw for others). And that high-top can feel restrictive if you're used to lows. It's a style-over-maximum-comfort pick, period. The "Lost & Found" "Jordan Air 1" Chicago – this is the big one! Unboxing is an "experience", with the aged paper and everything. The "intentional" cracking and yellowing? "Genius". On feet, it's the "legendary" feel. This is "the" silhouette that started it all. The "obvious pro" is the history and storytelling. The "con" is the "premium price" – we're talking "$250+" resale. It's a "fantastic" reproduction for collectors and fans of the lore. For someone just wanting a red and white shoe, a regular "Jordan 1" High might be a more practical choice. For me? Worth every penny for the nostalgia.