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. 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. Biggest pro? The absolute timeless style of this jordan air 1. This 'Bred' colorway, especially — it's a legend. The construction feels durable, and that high-top profile gives great ankle "presence". For $200, you're investing in a piece of sneaker history that (likely) won't go out of fashion. That’s a solid win in my book. Final verdict? The Jordan Air 1 is a must-have for any sneaker enthusiast. It works with almost any fit. But be honest about your needs. If you prioritize ultimate comfort above all, this isn't your shoe. You're buying the look, the legacy. For me, having at least one pair — like these 'Royals' — is essential. Just know what you're getting into: a firm, iconic experience, not a cloud-like ride.