I've Worked It Out: Knee-High Boots Look Especially Chic Styled With These Skirt Trends

For me, there's no better time of year than the autumn-to-winter transition. Between the crisp mornings, bright afternoons and the return of layering, there's no part I don't adore.
What's more, in my book, this period is the best time to wear my favourite outfit combination: a skirt with knee-high boots. Chic and elegant, this timeless outfit pairing imparts a sophisticated silhouette that I can't get enough of. From floor-sweeping maxi skirts to ultra-mini styles, I always find that a knee-high boot is the perfect accompaniment to any skirt I pull from my wardrobe. Inspired to make the most of the not-too-hot but not-too-cold climate we're experiencing right now, and with so many excellent skirt trends having a moment, below, I've done the research and tracked down the exact skirt-and-knee-high boots outfits fashion people are wearing right now. Read on to see what I found.
7 SKIRT-AND-KNEE-HIGH BOOTS OUTFITS I'M COPYING THIS WINTER
1. DENIM SKIRT + WOOL COAT + KNEE-HIGH BOOTS
Style Notes: Denim skirts can sometimes look a little casual, but a sleek knee-high boot entirely transforms the energy. To lift your look even more, style it with a chic wool layer and select your boots in a pointed-toe style.
Shop the Look:
Style with black tailored trousers or wear with a sleek denim column skirt.
The wide leg gives these a modern, minimalist edge.
2. PLEATED SKIRT + ROOMY KNIT + KNEE-HIGH BOOTS
Style Notes: Contrast the tough energy of a tall knee-high boot by pairing it with a lightweight pleated skirt. To give your look a wintery feel, add a V-neck knit and style with a spattering of accessories.
Shop the Look:
Style this over a roll neck or wear on its own.
3. SUEDE SKIRT + BURGUNDY KNEE-HIGH BOOTS
Style Notes: In my opinion, suede skirts are a surefire way to ensure your outfit looks elevated and expensive. Lean into the luxurious energy of supple suede and style a chic knee-grazing skirt with a pair of boots in the colour of the season—burgundy—for an elevated 'fit you'll reach for all winter long.
Shop the Look:
Soft Goat's cashmere is some of the cosiest I've ever tried.
4. TAILORED SKIRT + TRENCH COAT + KNEE-HIGH BOOTS
Style Notes: The runways have spoken, and sleek, office-inspired style is trending hard this winter. One of the easiest routes to a polished look is to style a neatly tailored skirt with knee-high boots and a wool coat for an elegant ensemble any editor would happily wear.
Shop the Look:
Style with knee-high boots or pointed-toe slingbacks.
These will be so versatile in a winter capsule wardrobe.
5. MINISKIRT SET + KNEE-HIGH BOOTS
Style Notes: Make your miniskirt feel all the more elevated by shopping a style that corresponds with a matching top or jacket. In a fresh cream shade, Magdalena Maria Gontarz's outfit (above) is easy to style with a wide range of shoe colours, but I prefer a light brown suede pair to lean into the fresh palette.
Shop the Look:
Suede boots will be everywhere this winter.
6. MAXI SKIRT + CARDIGAN + KNEE-HIGH BOOTS
Style Notes: In my opinion, there are few items that can compete with the chicness of a floor-grazing maxi skirt. Whilst the weather remains chilly, style with knee-high boots and layer over a woolly cardigan for a cosy ensemble you'll still feel great in.
Shop the Look:
The chocolate-brown colour trend is taking off this winter.
Biker boots are back.
7. SILK SKIRT + SUEDE KNEE-HIGH BOOTS
Style Notes: Any fashion person knows that a pretty silk skirt is worth its weight in gold. Whilst it's versatile enough to wear with trainers and heels, I think this chic skirt looks best when worn with a pair of classic knee-high boots in the fabric of the season—suede.
Shop the Look:
Style with a boat-neck top for a chic evening-ready look.
In my opinion, these are amongst the best pairs of boots on the high street right now.
Natalie Munro is Who What Wear UK’s news writer and has worked in the fashion industry since she graduated with a degree in Journalism from the University of the Arts London. Natalie’s experience in the industry spans journalistic and styling roles that have seen her work for publications including British Vogue, Conde Nast Traveller, Vogue Ukraine, AnOther Magazine and Elle UK.
With an interest in uncovering the latest fashion trends, Natalie takes a leading role in identifying news for Who What Wear UK. Reporting on a daily basis, Natalie focuses on trends on and off the runway, as well as street style and celebrity fashion. Natalie also creates content for Who What Wear’s social channels including TikTok and Instagram on a weekly basis.
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