Union LA x Air Jordan 1 “Chicago”: A Modern Grail Reimagined

The Union LA x Air Jordan 1 “Chicago” is more than just a sneaker—it’s a cultural milestone. Originally released in 2018, this legendary collab between Union Los Angeles and Jordan Brand brought vintage vibes to a classic silhouette. With its deconstructed look and timeless “Chicago” colorway, it’s become one of the most coveted Air Jordan 1 releases of all time.

A Vintage Take on a Classic

Union LA, led by Chris Gibbs, reimagined the Air Jordan 1 through the lens of ‘80s thrifting and DIY fashion. The Chicago version of the collab features the iconic red, white, and black color scheme, but with a twist—yellowed midsoles, exposed stitching, and a mix-and-match design that gives off a worn-in, vintage feel.

The upper is constructed from premium leather and suede, with a mix of textures that tell a story. The top half of the sneaker borrows elements from the “Black Toe” Jordan 1, creating a stitched-together, Frankenstein-esque aesthetic. The result? A sneaker that looks like it’s been pieced together from multiple OG colorways—because that was exactly the point.

Limited Drop, Major Hype

Released on November 17, 2018, the Union LA x Air Jordan 1 “Chicago” dropped exclusively through Union’s website and pop-up stores. With limited quantities and extremely high demand, the sneakers sold out instantly. Today, pairs resell for over $2,000 depending on size and condition, making them a grail in the resale market.

Collectors and sneakerheads alike appreciate not just the design, but the storytelling behind the collab. Union didn’t just slap their name on a Jordan—they reinvented it while still paying homage to its heritage.

Styling the Union LA Jordan 1 “Chicago”

This sneaker is bold, so it shines best with minimal fits. Think black jeans, cargos, or vintage washed denim, paired with neutral tones or graphic tees that echo the retro vibe. For those who like to make a statement, the Union LA Jordan 1 “Chicago” is a conversation starter on foot.

Its versatility also makes it a favorite among sneaker stylists and influencers. Whether you’re hitting the streets or shooting content, the Union LA 1s bring heat and history.

Why It’s Still Relevant in 2025

Years after its release, the Union LA Jordan 1 “Chicago” still ranks high on “Top 10 Air Jordan 1s of All Time” lists. With the ongoing popularity of vintage aesthetics and the surge in sneaker culture, this collab remains a standout.

Search volume for the “Union Jordan 1 Chicago”, “Union LA Jordan resale value”, and “best Jordan 1 collabs” continues to rise. For resellers, this pair represents long-term value. For collectors, it’s an essential addition to any serious rotation.

The Union LA x Air Jordan 1 “Chicago” is a perfect blend of heritage, hype, and high fashion. Whether you’re a reseller, collector, or just a fan of great design, this sneaker is a certified classic that continues to make waves in 2025.