You lose some of that ankle presence, but you gain a lot in versatility. For $130 (depending on the colorway), it's a great entry point into the "Jordan" series if the highs feel like too much of a statement for you. Got this pair of "air jordan 1 low" in a crazy colorway, and the first thing I said was "whoa". The color blocking is just fun. Trying them on, the lockdown is good, but let's be real – the cushioning is basic. The advantage here is purely style and heritage. If you're comparing it to a modern Jordan like a 3 or a 4, it's a completely different comfort experience. Great for looking good and short walks, not so great if comfort is your #1 priority. I'd recommend these to a sneakerhead who values the look over plush feel. Got my hands on the classic Air Jordan 1 Low 'Chicago'. The red just hits different, honestly. Unboxing it feels nostalgic. On foot, it’s the same familiar, flat-footed Jordan 1 experience – not plush, but supportive. The biggest advantage is the iconic look. The potential downside is that everyone has a version of this. But if you want "the" original colorway in a low, here it is for $110. On the flip side, who should "maybe" skip? If you need ultimate comfort for standing all day – like, you're a server or a nurse – there are better, more cushioned options. Also, hardcore ballers looking for a performance low-top: this isn't it. The traction and support are fine for casual use, but for serious hoops? Look at more modern Jordan lows built for that.