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. Let's talk pros & cons. Major "pro": The style is 10/10 – it’s a legend. Build quality on this pair feels consistent. A possible con? That flat, firm footbed. If you're coming from React or Boost foam, the jordan air 1 will feel "firm". It's not for long walks, in my honest opinion. So, my final verdict? If you want a piece of history and a style chameleon, grab the jordan air 1. If your priority is all-day comfort or performance basketball, spend your money on a newer model. For me, it's a keeper – flaws and all. It's just that iconic. On feet, visually? "Chef's kiss". The "Jordan Air 1" has that timeless, elevated look that works with "so" many fits—jeans, joggers, shorts. The high-top design gives a clean, finished silhouette. This "Chicago" colorway, especially, pops without trying too hard. It's a shoe that looks "better" on-foot than in the box, in my opinion. The camera loves it.