Unboxing, the black/red trim on white gives serious 'Chicago' vibes, but with a "twist". The red stitch detailing is a cool touch. Fit is standard—a bit narrow for me initially. The advantage here is the classic look with subtle unique details. Disadvantage? Like most OGs, it's not a comfort shoe. At around $170, it sits in the middle. I'd recommend these Air 1s to someone who wants an OG-style pair without paying resell for an actual 'Chicago'. 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. So I finally got my hands on this pair of "jordan air 1" mids, in this cool grey colorway. Out of the box, I was impressed by the clean color blocking. On foot, the support is good, but—and this is a big "but"—they're a bit stiff initially. At $180, they're not cheap. If you want a versatile, "go-with-everything" sneaker that screams Jordan heritage, this is it. If you prioritize a super-soft, cloud-like ride, look elsewhere. It’s all about that classic style for me. Here’s a real downside: that classic toe box creases... "fast". If you’re someone who hates that look, this might bug you. Also, the ankle collar can rub a bit at first until it breaks in. It’s not for folks seeking ultimate comfort or a pristine, uncreased look long-term. You have to embrace the wear.
