Also, if you value style over supreme comfort. Who should skip it? If you're on your feet 12 hours a day and need cloud-like comfort, look at a different model. This is a fashion & culture staple, first and foremost. Final take: I love having a pair of Jordan 1s in my closet. They're reliable. But be real with your expectations: they're not the comfiest. The break-in is real, but once they mold to your foot? You've got a classic. I'd recommend them – but with that caveat upfront. Finally, my thoughts on the Jordan 1 Low 'Black Toe'. This is the low-top version of a legendary colorway. Unboxing it feels like a no-brainer. On foot? Super lightweight and honestly more comfy than the Highs for walking all day. The pro here is bringing that iconic look into a low-profile, summer-friendly package. The con? Some will always prefer the High's stature. At $110 USD, it’s a fantastic option. I'd recommend these to anyone who loves the 'Black Toe' but wants a low-top. Purists, you know what you want. 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.
