At this time of year, skirts are a hard-and-fast staple. Whether you lean towards the knitted, silky or mini variety, there’s no doubting that this chic choice of bottoms is endlessly versatile and cold-weather appropriate—particularly when worn with thick black tights.
Ankle boots sit right up there with skirts on the top tier of autumn essentials. So it makes sense that we would style these two hero items together. Certain outfit formulas work every time, but landing on the right combinations is often a process of trial and error. Luckily, we’ve consulted the It girls of Instagram to teach us a few lessons in pairing ankle boots with skirts so you can skip ahead to the good part: wearing your winning look.
Scroll on to find out which shape to team with that liquid-looking midi you’ve been reaching for or the silhouette that works best with a mini, aka the skirt of the moment. These five effortless outfits sure show us how it’s done.
:quality(85):upscale()/2023/10/02/885/n/1922564/5d9bbf29651b24ddce1be2.37841040_.jpg "Abercrombie Sloane Tailored Pants Review With Photos")
:quality(85):upscale()/2026/02/18/893/n/1922564/857ece5a69962087501ab8.98904531_.jpg "Everything to Know About the \"Love Is Blind\" Engagement Rings")
