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. Major "pros": Iconic style—versatile for countless outfits. Build quality is generally dependable for casual use. As a foundation of the "Jordan" series, it holds cultural weight. The "Air Jordan 1" is a legend. For $185-ish, you're buying into that legacy and a super-wearable sneaker. It's a closet staple, honestly. My final take? For the price— around $120-$130— the value is there if you love the look. You're buying a piece of history and a forever-stylish silhouette. Don't buy it for the "tech." Buy it because it makes your outfit look fire and connects you to sneaker culture's roots. As a style piece, it's absolutely worth it in my collection. Conversely — who should maybe skip it? Hardcore comfort seekers, for sure. Or performance-minded folks needing cushion for long days on feet. If you want the latest / greatest materials? Look elsewhere. The jordan air 1 is about celebrating the original blueprint — flaws (like firm ride) and all. It’s not trying to be something it's not.