Go for a Jordan 38 or a LeBron model. Also, if you need maximum comfort for all-day wear, look at something with newer tech. And, if you're on a tight budget — the resale on these can be high. There are other great AJ1 colorways for less. Final thoughts? I love it. The connection to MJ's early career, the bold design – it's all there. Will your feet ache after a long day? Possibly. But you'll look incredible. For me, the pros of owning this Air Jordan 1 far outweigh the cons. It's a foundational piece. Just maybe don't plan a long walking tour in them! Alright, let's get into this. Just unboxed the Air Jordan 1 Chicago, and man... that color-blocking is "iconic". The classic white, black, and "Varsity Red" combo just pops. First impressions? The leather quality on this 2022 version feels pretty solid - not the absolute best ever, but "definitely" good for a retro release. You're paying that ~$180 USD for the history, and it shows right out of the box. Let's talk about wearing these — the "Air Jordan 1 Chicago" is an outfit "killer". It goes with literally almost anything: jeans, shorts, joggers. The colorway is just so versatile. On camera, that bright 'Chicago' red really pops. It's one of those sneakers that always gets a second look on the street, you know?