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. 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. 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. The "Lost & Found" "Jordan Air 1" Chicago – this is the big one! Unboxing is an "experience", with the aged paper and everything. The "intentional" cracking and yellowing? "Genius". On feet, it's the "legendary" feel. This is "the" silhouette that started it all. The "obvious pro" is the history and storytelling. The "con" is the "premium price" – we're talking "$250+" resale. It's a "fantastic" reproduction for collectors and fans of the lore. For someone just wanting a red and white shoe, a regular "Jordan 1" High might be a more practical choice. For me? Worth every penny for the nostalgia.