Why is the Air Jordan 1 Chicago so expensive in Canada?

Retail releases sell out almost immediately, so most availability comes from resale markets, which carry a significant markup over the original MSRP.

Does the Air Jordan 1 High run true to size?

It varies by production year. Many buyers find recent releases run slightly large and size down half a size.

Is it worth buying the Jordan 1 Chicago as an investment?

Historically this colourway has held or increased in resale value, but pricing depends on condition and market demand at the time of purchase.

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JordanDZ5485-612mens

Air Jordan 1 Retro High OG Chicago

Name: Air Jordan 1 Retro High OG Chicago
Brand: Jordan
SKU: DZ5485-612
Price: 219.99 CAD
Availability: OutOfStock

Varsity Red/Black/White

Resale from

$490.00CAD

Retail out of stock

← All Sneakers

The iconic Air Jordan 1 Retro High OG in Chicago colourway.

COMPARE PRICES✦IN CAD✦CHECKED REGULARLY✦JORDAN✦RETAIL VS RESALE✦COMPARE PRICES✦IN CAD✦CHECKED REGULARLY✦JORDAN✦RETAIL VS RESALE✦

Compare prices

RetailerRegularSaleStockSizesBuy

Foot Locker CA$219.99-Out8, 9, 10, 11, 12N/A

JD Sports CA$214.99-Out7, 8, 9, 10N/A

ℹ️Prices verified regularly. Retailer links may contain affiliate tracking - we may earn a small commission at no extra cost to you. Learn more

Prices last verified: June 26, 2026

Foot Locker CA

$219.99

Out

Out of stock

JD Sports CA

$214.99

Out

Out of stock

Retail vs resale

Best retail (CAD)

$0.00

No retail stock

StockX lowest ask

$490.00

Last sale $475.00

GOAT lowest ask

$510.00

Last sale $488.00

✓Retail is $490.00 cheaper than resale - buy direct.

Price history

Tracking started

History chart appears after 30 days of data collection.

About the Air Jordan 1 Retro High OG Chicago

The Air Jordan 1 Retro High OG Chicago is one of the most iconic sneaker colourways ever made. In Canada this shoe sells out quickly at Foot Locker Canada and JD Sports Canada. The Chicago colourway features the classic red black and white combination that made Michael Jordan famous. Compare Canadian retail prices before buying to ensure you get the best deal in CAD.

Pros & Cons

Pros

✓One of the most recognizable colourways in sneaker history
✓High-top design offers ankle support and a bold look
✓Premium leather build with attention to detail on stitching
✓Strong resale value if you land it near retail price

Cons

✕Significant markup over retail on the resale market
✕Leather toe box is prone to creasing quickly
✕Sizing can run slightly large depending on the production year
✕Limited retail availability makes it hard to find at MSRP in Canada

Who is it for?

Best For

→ Collectors and sneakerheads
→ Buyers wanting a statement high-top for streetwear outfits
→ Long-term resale value seekers

Not Ideal For

– Budget-conscious buyers, given the resale premium
– Athletic or running use
– Buyers who prefer low-top silhouettes