I Think Knee-High Boots Are the Chicest—10 Outfits to Try Now

When it comes to It shoe silhouettes, ankle boots often reign supreme during fall. But there’s actually another classic shape that may just give your favorite booties a run for their money. Yes, I’m talking about knee-high boots. While they’ve been making the fashion rounds for seasons, this footwear pick is apparently one of the only styles that matter for fall.

Seriously. I haven’t been able to scroll through Instagram without spotting knee-high boots. And for good reason—they’re often the hero piece to the chicest fall looks thanks to their chic, statement-making nature. Basically, if you haven’t tested these shoes out yet, now is the time.

With that in mind, I curated a range of outfit inspiration highlighting the freshest knee-high boot silhouettes. Keep scrolling and get a leg-up in the autumn styling department.


(Image credit: @nlmarilyn)

Style Tip: Leggings and knee-high boots are a chic combo—especially with a gorgeous cream jacket.


(Image credit: @greceghanem)

Style Tip: Accent a monochromatic look with a contrasting pair of boots.


(Image credit: @camillecharriere)

Style Tip: Go all in with a trendy outfit featuring It boots and a miniskirt.


(Image credit: @gosiaboy)

Style Tip: Flat boots are not only comfortable but so sleek with a longer skirt and moto jacket.


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Style Tip: A leather skirt instantly enhances a look, including this knee-high boots outfit.


(Image credit: @symphonyofsilk)

Style Tip: As mentioned above, leggings and knee-high boots are a great choice. The double-breasted blazer adds polish to the silhouette.


(Image credit: @meccajw)

Style Tip: White boots are absolutely gorgeous with a colorful knee-length skirt.


(Image credit: @lindatol_)

Style Tip: Knee-high boots work flawlessly with a miniskirt. The turtleneck knit is also darling.


(Image credit: @slipintostyle)

Style Tip: Embrace the preppy vibes with a pleated skirt, sweater-vest, and those trusty knee-high boots.


(Image credit: @aida.bdji)

Style Tip: Bundle up in your favorite black coat, leggings, or skinny jeans, and classic knee-high boots.

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Market Director

Bobby Schuessler is a fashion editor with over a decade of editorial experience covering shopping, style, and beauty. He's spent over seven years at Who What Wear, currently leading the market team to deliver highly covetable and convertible content. He creates data-driven shopping guides featuring top retailers like Nordstrom, Shopbop, and Net-a-Porter and is at the forefront of Who What Wear's shopping tentpole strategies, including Amazon Prime Day. He also works on branded content initiatives and appears on camera in video and shopping livestream franchises. He has also worked across a variety of other media brands and fashion retailers like Refinery29, PureWow, Men's Health, and Gilt covering commerce, trend reporting, women's and men's fashion, home, and lifestyle.