Midi Skirts and Knee-High Boots Are the Ultimate Wear-Anywhere Fall Combo

Outfits of knee high boots and midi skirts.

I can feel the temperatures dropping—and with them, my hemlines. This season, I’m fully committing to the midi skirt, and not just as a lone hero piece. The real magic is in the power pairing: the skirt + boot combo. It’s a look that’s been championed by Anna Wintour, Gisele Bündchen, and Victoria Beckham—fashion royalty whose style instincts rarely miss. Consider it the holy trinity of fall dressing: chic, practical, and endlessly versatile.

On vacation in London heading for brunch, I reached for an Ulla Johnson skirt and paired it with boots and a cropped sweater from La Ligne—the inspiration for my midi skirt + boot epiphany. (Image credit: Brooke Ely Danielson)