
“There’s something inherently cool, nostalgic, and rebellious about Converse,” explains fashion illustrator Jenny Walton. Material: Canvas | Sizes: 5–15 with unisex sizing and wide options | Design: Converse red outlining, All Star “license plate” in back | Price: $Įqually iconic, Chuck Taylors are your best bet for low-tops. “A staple for sure.” A self-described “die-hard buyer” of AF1s, Gia Kuan, who runs a namesake consulting company, has gone through at least five pairs in her lifetime. “You can’t go wrong with Air Force 1s, and as a native New Yorker, I would feel embarrassed not to own a pair,” she says. They’re so good that stylist Christel Langué buys a new pair every year.

Leigh Plessner, creative director of fine jewelry label Catbird, brought hers when her daughter was born - and loved how cool the kicks looked with nightgowns when she started doing day care drop-off. Michelle Silva, co-founder of content creation agency Con.cept, calls AF1s her go-to. Their versatility is what makes them an essential for so many. These are also on Nike’s more affordable side, coming in at just a little more than $100.


There’s something undeniably timeless about them, from the white-sock–revealing low top to the Nike swoosh that complements the clean lines of the shoe. These not only top our list but take the superlative of “most mentioned,” an astounding feat when you consider that we heard about more than 40 pairs when doing the reporting for this guide. Unsurprisingly, the sneakerheads we talked to had much to say about the cult-favorite–to–classic Air Force 1. Material: Leather | Sizes: 5–13 with half-sizes | Design: High-foam midsole, toe perforations | Price: $$
