The main drawback? That break-in period. The leather can be stiff at first. Also, breathability is... not a thing. Your feet will get warm. If you prioritize supreme, all-day comfort above all else? This might not be your #1 pick. It's a style-first, comfort-second kind of shoe — always has been. My final take? At around $170-$200 for most retros, the value is in the design. You're buying into a legend. For a first Jordan? It's a perfect start. For a veteran? It's a necessary classic. Just go in knowing the feel is classic, not cloud-like. Would I recommend it? Absolutely – but with those caveats. Sliding these on... yeah, the fit is TTS for me. Initial comfort? Don't expect anything revolutionary – the Air Jordan 1 is famously firm underfoot. It's about support, not plushness. The ankle collar gives great lockdown, though. If you're coming from a modern runner or even an Air Jordan 4, the break-in period for this Jordan Air 1 might feel a bit... "stiff" at first. Alright, let's get into these Jordan Air 1 'Chicago' lows, priced at $150. First impressions? The box and presentation are classic. The color-blocking is just iconic — that white leather base with the red and black hits is instantly recognizable. On foot, it's a bit stiff initially, but that's normal for a Jordan Air 1. For me, the silhouette is the real star here — it just looks so clean from every angle.
