Air Jordan 1 Low Black Toe vs. Chicago: Which One’s Right for You?

The Air Jordan 1 Low line-up has seen some iconic colourways over the years, but two stand out as timeless classics: the Air Jordan 1 Low Black Toe and the Air Jordan 1 Low Chicago.

Whether you’re a sneaker enthusiast, fashion-forward dresser, or investor looking for the best Air Jordan 1 Low for resale, choosing between these two can be tough.

Let’s break down the key differences in design, styling options, and investment potential to help you make the best choice.

Design & Colorway Comparison

Both sneakers pay homage to Michael Jordan’s early Chicago Bulls days, but they have distinct visual identities:

✅ Air Jordan 1 Low Black Toe

• Features the iconic black toe box combined with black overlays on the forefoot.
• Red accents on the heel and outsole create a bold contrast.
• The white mid-panel and black Nike Swoosh complete the sleek design.

✅ Air Jordan 1 Low Chicago

• Inspired by the classic Chicago Bulls team colors.
• Features a white toe box, red overlays, and black accents.
• Offers a cleaner, bolder take on the Chicago Bulls theme.

Key Difference: The air jordan 1 low black toe has a sharper, more defined contrast with its black forefoot, while the air jordan 1 low chicago boasts a brighter, more vibrant color-blocking pattern.

Outfit Styling Tips

Both pairs are highly versatile, but they shine in different ways when styled:

✅ Styling the Air Jordan 1 Low Black Toe

• Pairs well with dark denim, cargo pants, or black joggers for a sleek streetwear vibe.
• Ideal for outfits that feature monochrome tones or minimalistic styles.
• Complements neutral and earth-tone palettes perfectly.

✅ Styling the Air Jordan 1 Low Chicago

• Best paired with light-wash jeans, white shorts, or color-blocked outfits that match its bold red, black, and white accents.
• Ideal for more vibrant, standout fits.
• Perfect for creating eye-catching streetwear looks.

Pro Tip: For both pairs, adding a white tee or graphic hoodie can elevate the look while keeping the sneakers as the centrepiece.

Resale Market Value & Investment Potential

 

If you’re thinking about sneakers as an investment, here’s how they stack up:

✅ Air Jordan 1 Low Black Toe

• Known for holding steady value in the resale market.
• Offers strong demand due to its timeless design.
• Generally resells in the $250-$400 range depending on size and condition.

✅ Air Jordan 1 Low Chicago

• With a closer resemblance to the iconic Air Jordan 1 High Chicago, this pair holds immense nostalgic appeal.
• Often fetches higher resale prices due to its significance in sneaker culture.
• Average resale price ranges between $300-$500 with rare sizes commanding more.

Investment Insight: For long-term value, the air jordan 1 low chicago holds stronger potential, but the air jordan 1 low black toe remains a solid, reliable choice for both style and resale.

Chicago vs. Black Toe Jordan 1: Which One Should You Buy?

• For Everyday Wear: The Air Jordan 1 Low Black Toe offers a cleaner, more adaptable look for versatile styling.
• For Making a Statement: The Air Jordan 1 Low Chicago commands attention with its bold color blocking.
• For Investment: The Air Jordan 1 Low Chicago generally has higher resale value and demand.

If you’re a sneakerhead building a collection, adding both pairs covers your bases for both subtle and standout looks.