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. Final verdict on the Jordan Air 1 series? It's a legend for a reason. If you value iconic style, history, & a shoe that goes with everything, it's a must-have. At ~$180, it's an investment in your rotation. However, if you prioritize modern comfort, tech, or have serious foot issues, you might be disappointed. For me? It's a permanent fixture in the collection. Alright, let's get into these Jordan Air 1 'Heritage' colorways. Unboxing—"wow"—the white, black, and red combo is just "iconic". The leather feels decent for a $180 retail pair. My first impression? It's the classic, clean silhouette we all know. On foot, it's "true" to size, but let's be real—the comfort is "not" modern. It's a flat, firm ride. The design, though? Timeless. It's a must for collectors or your first Jordan, but not for folks seeking tech or all-day cushion. 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.