Honestly? The materials feel a step down from some OG Highs, but for $135 USD, you get that iconic look. Sliding them on, the fit is true to size with good ankle "support!" Compared to a Jordan 3 or 4, the Air 1 is much lighter and less bulky. Major advantage? Pure style and street cred. The disadvantage? That flat, basic footbed -seriously-, don't expect cloud-like comfort. I'd recommend these for casual wear and collectors. Not for long days on your feet or performance ball. Who should "avoid" it? Performance basketball players—this is not a modern hoop shoe. People with wide feet might find the fit snug. If all-day, cloud-like comfort is your #1 priority, there are better (but often less cool) options. The "Air Jordan 1" demands a slight comfort sacrifice for style. That's the trade-off. Now, the "cons"—the potential deal-breakers. The comfort is "not" for everyone. If you need plush cushioning, look at "Jordan 11"s or "13"s. Also, the leather can crease noticeably (part of the charm for some, a flaw for others). And that high-top can feel restrictive if you're used to lows. It's a style-over-maximum-comfort pick, period. 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.
