Anna Wintour's Airport Outfit Includes the Shoe Trend I'd Never Travel In

Anna Wintour is nothing if not consistent. Of course, you already know that she's worn the same sunglasses and bob haircut for as long as she's been EIC of Vogue—which is to say, a very long time. She also never wavers from her signature outfit formula: a printed midi or maxi dress with knee-high heeled boots. And as it turns out, this is true even when she's traveling through JFK Airport in New York. 

I've never worn heeled knee-high boots while traveling because I can imagine that taking them on and off at security would be quite a hassle—would the chic yet cumbersome shoes even fit properly in a bin? And you certainly won't catch me wearing heels of any sort while traveling, as schlepping through airports is already an exhausting experience that would only be made worse by wearing anything remotely uncomfortable. Anna Wintour definitely looks just as chic as ever, but I personally would think twice before wearing her shoes at the airport. Scroll down to see her airport outfit and shop for more comfortable boot alternatives. 

anna-wintour-airport-outfit-302998-1665611235406-image

(Image credit: Backgrid)

Shop My Favorite Flat Ankle Boots for Traveling

Next, A Viral TikTok Just Confirmed Everyone in France Is Wearing This One Sweater

This post was previously published and has since been updated.

Explore More:
Associate Director, Fashion News

Erin got her start as aBest Knockoff Luxury Clothing intern over 13 years ago—back when the site only published a single story per day. (Who What Wear has since increased that number twentyfold.) She graduated magna cum laude from USC, which is how she ended up moving to Los Angeles from her hometown of San Diego. In college, she also interned at Refinery29, where she was promoted to editorial assistant and then assistant editor. After nearly three years at R29, she came back to WWW in 2016, where she currently holds the title of Associate Director of Fashion News (as well as the unofficial title of resident royal expert—in case you haven't noticed her numerous Meghan Markle and Kate Middleton stories). She spends her days trying to incorporate her idols, Anna Wintour and Roger Federer, into as many stories as possible. Outside of work, she loves tennis, classic rock, traveling, and smothering her dog with affection.