The leather on these 'Heritage' Air Jordan 1 Highs will soften up. Initially, it's all about that snug, supportive fit – not plush. For $170 USD, you're paying for the iconic design, not innovation. If you need a performance shoe? This isn't it. But for a style staple? Unbeatable. Here's my quick take on the "Air Jordan 1 High" 'Heritage' with that classic Chicago color blocking. Unboxing it is like seeing a piece of history. At "$180 USD", it's an investment in a timeless design. On foot, they're "stiff", period. The comfort comes from the fit, not the cushioning. The red and white just "works" with so many fits. Compared to a mid-top version, you get that iconic high-top look and feel. Perfect for your first AJ1 or a staple in any rotation. Not perfect if you're used to modern, engineered sneaker comfort. It's a style-first shoe. On camera and in person, the design just works. The "Air Jordan 1 High" has this chunky, perfect profile that goes with almost anything. It's a style staple. The creasing? It's part of the deal - the leather will break in and show wear. But that's what gives it character, in my opinion. It ages like a well-worn jacket. So I'm lacing up the classic Air Jordan 1 High 'Chicago' (2022 version). The red just pops on camera, it's unreal. First impression? It's "the" blueprint. On foot, it's exactly what you expect: iconic, but not what I'd call comfortable for long walks. The pro is its timeless status in the Jordan series. The con is the price—resale is steep. If this is your grail, go for it. If you just want a comfortable red shoe? There are better, cheaper options. It's a heritage piece, first and foremost.