When it comes to the top shoe silhouettes that It girls wear, it's flats, loafers, and sneakers that usually reign supreme in the fall. And while there are plenty of cool outfits featuring them this season, there's actually one shoe that's even more classic, chic, and timely that is already eclipsing the others. I'm talking about knee-high boots. They’ve been making the fashion rounds for seasons, but for fall 2025, they're becoming one of the only styles that matter.
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.
How Fashion People Are Wearing Knee-High Boots
Style Tip: Embrace the '90s vibes with a leather pencil skirt, sleeveless turtleneck, and trusted point-toe knee-high boots.
Style Tip: As mentioned above, the boots work flawlessly with a knee-length skirt. The funnel-neck jacket also adds a forward, of-the-moment feel.
Style Tip: Go all in with a trendy outfit featuring It boots and a lace-trimmed skirt.
Style Tip: Leggings and knee-high boots are a chic combo—especially with a gorgeous cream jacket.
Style Tip: Ground a delicate slip dress with a pair of sleek flat boots. A leather bomber jacket adds to the vibe.
Style Tip: Use a pair of tall boots as your statement piece. A striking animal-print pair creates loads of nostalgia with a fur-trimmed coat and slouchy handbag.
Style Tip: Flat boots are not only comfortable but also fall-ready with a barn jacket and a pair of jeans tucked in.
Style Tip: Camel boots are absolutely gorgeous with an ivory look and seamlessly bridge the gap between your summer wardrobe and fall outfits.
Style Tip: A long denim skirt is so elevated with sleek knee-high boots. The button-down shirt and leather belt ensure it's a classic fall uniform worth repeating throughout the season.
Style Tip: A sheer skirt instantly enhances a look, including in this knee-high-boots outfit.
More Knee-High Boots We Love
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Irina Shayk and I Agree: Leggings Look Chicest With This Specific Boot Style and ColorTrust me.
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We Did the Research: These Are the 25 Best Pairs of Chelsea Boots, Hands DownThey're so back.
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The Diary of a Miu Miu Boy: 5 Outfits That Guarantee the Famous Nerdy-But-Chic AestheticBrace yourself for the ultimate wish list.
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Chicer Than Jeans and a T-Shirt—Everyone With Rich Taste Will Wear These Denim Outfits This FallYour new uniform to elevate your style.
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Not Skinny Jeans, Not Leggings—Everyone With Good Taste Is Wearing Boots With This Fall Staple InsteadThe chicest outfit formula of the season.
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Meghan Markle and Kate Middleton Agree: This Boot Trend Is Made for Skinny JeansAre you on the same page?
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Thanks, It's Madewell—32 Fall Finds I Almost Gatekept Just for MyselfA shopper's paradise.
