2025 Jordan 1 Low 'Chicago' Review: Luxe Upgrade or Classic Comeback? (2025)

Get ready to lace up in style because the 2025 Jordan 1 Low “Chicago” is here, and it’s a luxurious twist on a timeless classic that’s bound to turn heads. But here’s where it gets controversial: Is this reissue a worthy upgrade, or just another cash grab? Let’s dive in.

As the Jordan Brand celebrates its 40th anniversary this year, it’s only fitting that one of the most iconic Air Jordan 1s makes a grand return. We’ve already seen the legendary “Bred” 1s make waves, and now Nike is bringing back the “Chicago” 1s—a move that’s got sneakerheads buzzing. Originally released in 2016, the Jordan 1 Low “Chicago” is making a comeback with a few subtle yet significant changes that set it apart from its predecessor.

And this is the part most people miss: The latest iteration isn’t just a rehash; it’s a refined version. Nike has upped the ante with premium materials, most notably high-quality leather uppers that give the sneakers a more luxurious feel. Plus, the new pairs are slightly wider, catering to those who crave a roomier fit without sacrificing the iconic design. It’s a small tweak, but one that could make a big difference for comfort-conscious collectors.

Of course, the classic colorway of Varsity Red, Black, and White remains untouched, staying true to the OG model that fans know and love. This low-top silhouette, inspired by the original, is a nod to the heritage of the Jordan Brand while offering a fresh take for modern wearers.

Mark your calendars: the Jordan 1 Low “Chicago” drops on November 15 via the SNKRS app, priced at $145. But it’s not just about this release—November is shaping up to be an epic month for Jordan fans, with classics like the “Black Cat” Jordan 4s and the “Taxi” Jordan 12s also hitting the shelves. It’s a sneakerhead’s dream come true.

Here’s the bold question: With so many reissues and anniversary drops, are brands like Nike and Jordan diluting their legacy, or are they simply giving fans what they want? Let us know in the comments—we’re eager to hear your take. And if you’re looking to snag these or other editor-approved kicks, check out the HS Style Guide for our top picks in fashion, footwear, and beauty. Happy shopping!

2025 Jordan 1 Low 'Chicago' Review: Luxe Upgrade or Classic Comeback? (2025)
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