Any trouser-phobe will tell you that skirts aren't only for summer; they open up a world of styling opportunities come winter, too. All you need are the perfect boots to pair with them.
This season, however, it seems there are more boot options to choose from than ever before—hiker, thigh-high, combat, lace-up, Western, to name but a few—which in turn makes deciphering which styles look best with which outfits all the more difficult. So shifting our focus back to the aforementioned skirt, we decided to uncover the best boots to wear with skirts, with a little help from some of our fashion friends.
Keep scrolling to see eight flawless boot-and-skirt pairings. Then, proceed to shop everything you need to re-create the look for yourself.
Style Notes: While leather boot styles work just as well with skirts, there's no denying that the softer finish of suede loans itself to floatier skirting. Monikh Dale's knitted midi looks the retro part with her tan numbers.
Style Notes: Slouchy, knee-high boots look excellent with just about every skirt length, but they look their best with a miniskirt, as evidenced by Ada Oguntodu. Add sheer tights if you prefer more coverage.
Style Notes: Key details, such as lace-up fronts, are too pretty to be covered up by long trousers. Instead, pair them with a split-front or wrap skirt like Katherine Ormerod did to show them off to great avail.
Style Notes: Much like suede, white and ecru tones offer a softer boot alternative to that of the often-favoured black-leather styles. We love how Marissa Cox wears her white ankle boots with black opaque tights.
Style Notes: Combat boots are a wonted staple, and lately, fashion types have been wearing the grunge footwear with their more summery pieces to pull them into the right season. Case in point: Tamara Mory’s slip-skirt-and-chunky-boot pairing.
Style Notes: For some skirts, structured boots can look too chunky. In this instance, turn your attention to sock-style boots that fit tightly around the ankle to create a streamlined leg silhouette. Case in point: Ellie Delphine's neoprene pair.
Style Notes: Western boots look cool with just about anything you throw at them, though miniskirts, much like Imani Randolph's, offer an unexpected and modern alternative to prairie dresses and blue denim.
Style Notes: It would be remiss not to mention 2021’s It boots, chunky track-soles. Although they look great with everything from jeans to dresses, we think skirts balance out their cumbersome proportions perfectly—as does Sya.