First thing I noticed: the price is "friendlier" – around "$135" – but the materials feel a "step down" from the Highs. The shape is "slightly" different, a bit chunkier. On foot, the comfort level is "similar": firm. The "main benefit" here is accessibility; it's a more affordable way to get the iconic look. The "trade-off" is prestige and often material quality. Honestly, if you're on a budget or prefer a "slightly" less restrictive collar, the Mid is fine. Purists will always choose the High OG. So, I've got these Jordan Air 1 'Shadow' 2.0s on feet now. Immediate thoughts? The ankle collar is stiff, like... "really" stiff initially. You gotta break these in! Comfort isn't the game here — it's about style & that timeless look. Compared to a newer Jordan like the 5, the Air 1 feels much flatter, less cushioned. But for a clean, versatile sneaker at around $180? It's a staple. Honestly, the "Court Purple" Jordan Air 1 looks even better in person. The purple is deep and rich. Construction feels solid – no glue stains I can see. When I walk in them, you get that classic, slightly stiff Air 1 feel. It's part of the charm, honestly! They photograph amazingly well. Compared to a chunkier Jordan 3, these feel much more streamlined. The main advantage is the bold, yet wearable color. The drawback is the same old story: don't expect Boost-level softness. Perfect for the style-focused sneakerhead. Not ideal for someone whose main priority is all-day walking comfort. Alright, so let's get into these Jordan Air 1 'Chicago'! First off - that box? Classic. The "leather" here is solid for a GR release - not buttery-soft, but it's got that nice "sheen". The shape and those iconic red accents just pop. At ~$180 USD, you're paying for the heritage, 100%. It's a piece of sneaker history, right in your hands.