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. Major pro? The "versatility". This $210 sneaker goes with almost anything. Its cultural impact is huge - that's a big part of what you're buying. The build quality on my pair is consistent, no glue stains or major flaws. For a classic, it's hard to beat. It just "works" for so many different looks and occasions. On-foot feel update after a full day: The Jordan Air 1 breaks in! That initial stiffness softens up around the ankle. They're not "heavy", but you're aware you're wearing them. The real win? The compliments. No other shoe in the Jordan series gets recognized & respected like this one. It's a conversation starter – every single time. 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.