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. Yo, unboxing this 'Shadow Grey' Jordan Air 1 felt like opening a piece of history. The materials — the smooth grey leather and black overlays — feel premium for the $170 price tag. Sliding my foot in, the fit is true to size with a snug, supportive wrap. It's not the most cushioned shoe ever, but for a lifestyle sneaker? It's totally fine. The classic Air 1 design just works. Let's talk about the Jordan Air 1 'Light Smoke Grey'. This is a perfect example of a non-OG colorway that just works. The materials feel premium, & the grey nubuck is buttery. On feet, they're surprisingly light! A major pro is how easy they are to style for a casual fit. A con? That outsole picks up dirt like crazy. If you want a low-maintenance shoe, maybe look elsewhere. Finally, the 'Heritage' colorway Jordan Air 1. Unboxing thoughts? The Chicago-inspired colors are fire, but the materials are just... fine. For $170, I wanted better leather. On feet, it's the same great Air 1 shape and fit we all know. The color pops on camera, no doubt. Advantage? It brings a classic color mix to a general release. Disadvantage? The quality doesn't match the price tag, in my opinion. Compared to a true 'Chicago' release, this is a compromise. I'd say buy these if you love the colors and can't get an OG. If you're picky about materials, wait for a better version.