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.