With the return of early aughts pencil skirts, skinny jeans, cigarette pants, and free-spirited maxi dresses, the knee-high boot has never felt like a better idea. It can go from Princess Diana off-duty to sleek equestrian with one well-appointed tailored blazer. While we’re on the subject of ’90s style icons, the knee-high boot also looks incredibly chic styled with a pencil skirt à la Carolyn Bessette-Kennedy. What we’re getting at here is that this style is incredibly versatile—especially once you consider its many iterations.
From leather to suede, kitten heels to flats, and details like hardware and croc-embossing, your boot options are nearly endless. And there’s always a great pair of biker boots to consider—they re-entered the style chat after Miu Miu’s Fall ’22 runway and have remained wonderfully relevant ever since. In the fall 2025 collections, we loved the croc-embossed takes at Patou, the second-skin knee-highs at Miu Miu, and Burberry’s city-friendly take on riding boots.
The Sumptuous Suede
J.Crew Stevie knee-high boots
The Sleek Glove Boot
ME+EM knee-high leather boot
The Edgy Biker
Coach harness boots
What other shoe can go from bohemian chic with long dresses to smart and tailored with suiting and casual and cool with a sweater and jeans? As far we’re concerned, the answer is below, with our guide to best knee-high boots.
It doesn’t get more classic than a pair of knee-high leather boots. Whether you embrace flats for stomping around the city with ease or a heel for an elegant take, these fall in the rare “forever” category.
Saint Laurent
Jill knee boots
Reformation
Claudette knee boot
Alaïa
square toe tall boot
Khaite
Davis boot
Aeyde
Henry leather knee boots
The Row
western knee-high boots
Suede is the perfect counterpart for all of your floral dresses and autumnal denim—in any shade of brown or burgundy, it adds warmth and softness, though, you can never go wrong with black.
Neous
suede knee boots
Black Suede Studio
Ashley suede boot
Staud
Wally tall boots
J.Crew
Stevie knee-high boots
Stuart Weitzman
Stassi boot 50
Herbert Levine
silhouette 80 suede boot
It’s a simple fact, if you want a little height, but you still want to be able to walk miles in your boots, a stacked heel is the only way to go. Beyond comfort, this streamlined style offers all of the ’70s cool icons like Bianca Jagger and Jerry Hall embodied.
Loeffler Randall
Goldy leather knee boots
Tory Burch
cap toe knee high boot
Paris Texas
Anja leather knee boots
Gianvito Rossi
Glen knee-high boots
Valentino Garavani
Pattie suede knee boots
Larroudé
Ricky Boot
While a kitten heel sling-back pump is often reserved for a certain type of lady, a kitten heel boot appeals to a much more diverse set. Namely: anyone who prefers a more graceful heel on their knee-high boot, and never anything too high.
Staud
Wally tall boots
Loulou de Saison
Joan leather knee boots
Madewell
Emilie tall boot
Jimmy Choo
Maxima leather knee boots
Zara
kitten heel boots
Neil J. Rodgers
Eva Slouch Boot
Sometimes a girl just need a little gloss in her life. Even the staunchest minimalists can’t deny the appeal of embossed leather. Nothing looks more luxe than all-black with a pair of statement croc (faux, of course) boots.
Toteme
croc-effect leather knee boots
Paris Texas
Bettina tall boots
Schutz
maryana block boots
Larroudé
Alexis flat boot
H&M
knee high boot
Veronica Beard
Lisa tall boot
A little hardware and a stacked heel lend just the right edge to anything you pair them with. These are styled on the streets with everything from miniskirts to Bermuda shorts and cotton poplin midis.
Miista
Kristel tall boot
Coach
harness boots
Miu Miu
leather boots
Gucci
mid-heel boot
Chloé
buckled suede boots
Frye
harness 12R Boot
Miu Miu, Toteme, and Chloé gave us an array of second-skin boots for fall. Think of these as your base layer to pair with midi skirts and dresses!
ME+EM
knee-high leather boot
Acne Studios
leather knee high boots
Chloé
Janis knee-high boots
Miu Miu
Nappa leather boots
Toteme
satin knee-high boots milk
Courrèges
re-edition vinyl boot
As part of a greater yearning for the outdoors, brands from Gucci to Hermès to Ralph Lauren are leaning into their heritage and showcasing what they do best.
Toteme
the riding boot
Burberry
leather cavalier boots
Gucci
slim horsebit
Massimo Dutti
suede riding boots
Scarosso
Lauren boot
Valentino Garavani
vLogo leather knee boots