Not All Skirt-and-Boot Pairings Work, But These 5 Definitely Do

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Not All Skirt-and-Boot Pairings Work, But These 5 Definitely Do

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.

Style Notes: How to update that pleated midi skirt you 100% have lurking in your closet? Simply add a slick pair of Western boots.

This particular knit design looks very expensive.

A simple piece you’ll keep coming back to.

Also very cool with jeans, leggings, dresses… the lot.

A classic black handbag goes with almost everything you already own.

Style Notes: Girls about town, take notes. While this outfit is polished, you won’t feel restricted as you work your way through your to-do list. Sounds like the best of both worlds to me.

No autumn/winter wardrobe is complete without a quilted jacket.

Charles & Keith’s bags always look so premium.

This skirt would work all year round—just add sandals in the summer months.

M&S is really killing it this season.

Style Notes: A longer-line tube skirt can work with all sorts of boots, but try picking out a colour to go for a subtly matched look. You can go for heels (low or high) or flats—choice is yours.

Loewe’s shearling jackets are among the very finest.

Very cool in the summer with an open shirt and crop top.

Sleek and sophisticated.

Topping off every look very nicely.

Style Notes: To counterbalance the sassiness of a miniskirt, it’s always a solid option to go for chunky-soled bovver boots.

Switch up a summer blouse for a statement knit.

Abercrombie is a secret source for great vegan-leather pieces.

DMs last forever.

I’m feeling berets again.

Style Notes: Cowboy boots and silky fabrics are a match made in fashion heaven. There’s something about the rawness of a Western style that contrasts dreamily with a fluid, feminine skirt.

Wear this fringed cardigan with a floral dress for a distinctly boho look.

The final flourish to elevate your outfit.

I bet this satin skirt moves beautifully.

Cowboy boots are everywhere right now, and I love this elegant pair.

Next Up, 7 Boot Trends the High Street Has Downright Nailed for Autumn

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