It's not perfect by today's comfort standards, but few shoes have this level of impact. If you can get a pair — and you value design over squishy foam — you won't regret it. Just know what you're getting into! So, would I recommend them? Yes – but with context. If this is your first "air jordan 1 chicago", go for it! The design is timeless. Just know what you're getting: a firm, stylish shoe with immense cultural weight. It's not for performance. It's for expression. For ~$180, you're buying a legend, and sometimes, that's more than enough. Who should maybe pass? If comfort is your #1 priority, look elsewhere within the Jordan series. Also, if you're on a tight budget—$180 plus potential resale is a real investment. There are more comfy or affordable daily drivers out there. My final take? If you love the culture, this is a must. The Air Jordan 1 Chicago is "the" definitive colorway. You feel connected to that legacy when you wear them. Are they the most comfortable Jordan 1? No. But the look, the prestige... it's worth it for the right person. Just know what you're getting into.

  • Shown: Unc
  • Style: CT8532-105

Available

Product reviews

Rating 4.5 out of 5. 8,008 reviews.

Characteristics assessment

Cost-benefit

Rating 4.5 out of 10 5

Comfortable

Rating 4.3 out of 5

It's light

Rating 4.3 out of 5

Quality of materials

Rating 4.1 of 5

popular

Assessment 4 of 5