0'. The grey/black is a forever classic—so clean. Immediately on feet, you feel that secure, locked-in fit. Compared to brighter pairs, these look "sharp" in real life, on camera, everywhere. The major advantage? Timeless versatility. The downside? Like all 1s, the break-in period isn't the most plush. For $170 USD, they're a wardrobe staple. Perfect for anyone wanting a premium, goes-with-anything sneaker. Not ideal for comfort-first runners. Putting them on... okay, immediate thoughts. The comfort is... fine? It's a retro. You're not getting modern cushioning here – the Air unit is minimal. But the fit is snug (true to size for me), and they feel surprisingly light on foot. That classic, flat feel is part of the Jordan Air 1 charm, honestly. Just don't expect plushness. 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. So, is it worth it? If you're new to Jordans or want a cornerstone sneaker, absolutely. The "jordan air 1" 'Black Toe' is a legend. You're paying for the history and the look. But if you prioritize max comfort above all else, or are on a tight budget, you might want to wait for a sale or explore other options.