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Top 5 Best Air Jordan 14s of All-Time

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The Air Jordan 14 was the last signature sneaker Michael Jordan wore as a Chicago Bull, making it one of the most iconic models in Jordan Brand history. Inspired by MJ’s love for Italian sports cars—specifically his Ferrari—the AJ14 blended performance and luxury, featuring sleek lines, ventilation pods, and a signature Ferrari-style Jumpman badge. For this list, we’re only considering mid-top pairs that were officially released to the public—so no low-tops, player exclusives, or unreleased samples made the cut!

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Here are the Top 5 Best Air Jordan 14s of All-Time, ranked by legacy, design, and cultural significance.

1. Air Jordan 14 ‘Last Shot’

Release Date: 1998 (Retro versions in 2005, 2011, 2018)
Why It’s Iconic: This is the shoe Michael Jordan wore while sinking his final shot as a Chicago Bull in Game 6 of the 1998 NBA Finals. The black leather upper with Varsity Red accents gives it a stealthy, game-ready feel, while the historic moment it represents makes the ‘Last Shot’ AJ14 a certified classic.

2. Air Jordan 14 ‘Black Toe’

Release Date: 1998 (Retro versions in 2006, 2014, 2024)
Why It’s Iconic: A clean and versatile OG colorway, the ‘Black Toe’ AJ14 features a white leather upper, black suede toe box, and subtle red accents. Its sleek simplicity and on-court history make it one of the most wearable and timeless Jordan 14s ever.

3. Air Jordan 14 ‘Candy Cane’ (White/Red)

Release Date: 1999 (Retro versions in 2006, 2012, 2019)
Why It’s Iconic: The ‘Candy Cane’ AJ14, officially known as the white/varsity red colorway, was another standout from MJ’s final season with the Bulls. Its bold red overlays and clean white upper give it a sharp and sporty look that continues to resonate with fans today.

4. Air Jordan 14 ‘Ferrari’

Release Date: 2014 (Retro versions 2025)
Why It’s Iconic: The ‘Ferrari’ AJ14 fully embraced the silhouette’s motorsport inspiration, wrapping the upper in red suede with carbon fiber detailing and a black midsole. It’s one of the most luxurious and daring AJ14s ever released, and a modern-day favorite among collectors.

5. Air Jordan 14 ‘Chartreuse’

Release Date: 2005
Why It’s Iconic: The Air Jordan 14 ‘Chartreuse’ is a hidden gem in the AJ14 lineup. It was the first-ever Air Jordan 14 Retro and the first to feature a full nubuck upper. Dressed in Light Graphite, the bold Chartreuse accents and sleek silver midsole give it a fresh, modern edge. This unique colorway marked a turning point, showing how retros could evolve beyond OG designs. A standout in Jordan history, it helped redefine what a retro release could be.

HONORABLE MENTIONS:

Air Jordan 14 ‘Forest’

A lifestyle take with earthy green tones and premium suede.

Air Jordan 14 ‘Indiglo’

An OG colorway with bold green accents and sleek black leather.

Air Jordan 14 ‘Thunder’

A black and yellow standout with serious visual punch.

Air Jordan 14 ‘University Blue’

A clean nod to MJ’s UNC roots, featuring Carolina Blue details.

The Air Jordan 14 continues to stand out for its aggressive design, performance heritage, and connection to MJ’s final championship moment. From the court to the streets, these five pairs represent the pinnacle of the AJ14’s legacy.

Michael Jordan wearing the Air Jordan 14 “Last Shot” during an NBA Finals game, holding the basketball in his right hand while facing a defender in a Chicago Bulls uniform. The crowd watches intently from the background.

Mario Briguglio
Mario Briguglio
Founder and Editor in Chief. My passion for sneakers started at age 6 and now I've turned my passion into a profession. Favorite Kicks - Air Jordan 3 "Black Cement"

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