If you need all-day comfort, or have really wide feet, "seriously" consider trying them on first. The narrow fit and firm ride are deal-breakers for some. Also, if you prefer low-tops, the high-top collar might feel restrictive. It's a specific vibe. 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. Putting them on, the ankle collar is stiff at first — no lie. But after a few hours, it molds to you. The outsole grip is decent even for casual use. Comparing it to newer Jordan models, you miss the updated cushioning. But the "look"? Still reigns supreme. My final take? Worth it for the style, but manage your comfort expectations. Just got this pair in, the "Air Jordan 1 High" 'Bordeaux'. Wow, that deep purple and black is "really" elegant in-hand. A more mature colorway in the Jordan series, for sure. Putting them on, the construction feels sturdy. They have some weight to them, but not in a bad way—it feels substantial. The leather is decent. Pro: Unique color that stands out from the usual reds and blues. Con: Like all AJ1 Highs, they're not the most breathable. I'd say these are for collectors or style-minded folks wanting something different. Performance basketball players, look at newer models.
