Boots to Wear With Skirts? We've Decoded 8 Specific Styles That Work Best

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. 

1. BIKER KNEE HIGH

Style Notes: While leather boot styles work just as well with short skirts, there's no denying that the proportions of a maxi skirt can add the cool factor. 

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2. SLOUCHY

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. 

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3. LACE-UP

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. 

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4. WHITE

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. 

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5. COMBAT

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. 

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6. SOCK

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. 

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7. WESTERN

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.

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8. lug soled boots

Style Notes: It would be remiss not to mention this year's It boots, chunky lug-soled boots. Although they look great with everything from jeans to dresses, we think slip skirts balance out their cumbersome proportions perfectly—as does Francesca. 

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Next Up: Spring/Summer 2023 Fashion Trends: The 21 Looks You Need to Know About

This story was originally published at an earlier date and has since been updated.