The 18 Best Pairs of High-Street Chunky Knee-High Boots

last updated 8 September 2021

Though boots are widely considered a year-round staple, they come into their own in the autumn months, helping to ease the pain of packing our sandals away until next spring. And now, as we find ourselves on the cusp of the season, new-in sections are filled to the brim with boots—specifically chunky knee-high boots.

Track-sole boots began trending a couple of seasons back, with ankle-grazing styles becoming permanent fixtures on the feet of those in the know. Worn with everything from jeans and jumpers to midi dresses and tights, chunky boots have the ability to make every outfit you wear look cooler and directional, so it's easy to see their appeal.

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Chunky knee-high boots are a big deal on the high-street fashion circuit this autumn.

For 2021, chunky boots have been given an elongated upgrade, now stretching up to the knee to create an even more covetable silhouette and shape. Ganni first put them on the map with its rubberised pair, which the brand keeps reissuing to keep up with demand. Still, you needn't put your name on a waiting list to secure a set. Instead, you need only look to the high street, which currently has a plethora of chunky knee-high boots to choose from.

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Amaka Hamelijnck wears a pair of chunky knee-high boots from Zara.

With everyone from Marks and Spencer and Next to Zara and H&M getting in on the chunky-knee-high-boot action, you're sure to find a style to suit you, whatever your aesthetic or budget. With the most frugal pair on our list coming in at a mere £40, there's no excuse for not giving the trend a whirl, particularly if you've been on the fence about it up till now.

So scroll on to see the 18 best pairs of high-street chunky knee-high boots, and prepare to have a very stylish autumn with them in tow.

SHOP THE BEST CHUNKY KNEE-HIGH BOOTS ON THE HIGH STREET

H&M

Chunky Knee Boots

Marks and Spencer

Chunky Cleated Knee High Boots

Zara

Contrast Flat Boots

& Other Stories

Chunky Sole Tall Leather Boots

Marks and Spencer

Leather Chunky Chelsea Knee High Boots

Zara

Rubberised Flat Boots

Monki

Vegan Leather Boots

Arket

Chunky Over-the-Knee Boots

Khaki Forever Comfort Chunky Rubberised Knee High Boots

DuoBoots

Mabel Boots in Black

Mango

Lace-Up Knee Boots

Karen Millen

Knee High Leather Flat Boot

Russell & Bromley

Everglade Boots

Marks and Spencer

Chunky Cleated Knee High Boots

Mango

Tall Leather Boots

Vagabond

Cosmo 2.0 Stretch Boots

Zara

Flat Leather Boots

Carvela

Shy High Leather Boots

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Maxine Eggenberger is Who What Wear UK’s deputy editor and has over thirteen years of experience in fashion journalism. She been creating engaging and elevated style content specifically for Who What Wear UK since 2018, covering runway reports, emerging trends, long-form features, self-styled shopping stories and columns, including her edit of the best new-in buys. She ensures the highest editorial standards are met across the site, leads the editorial team in their SEO strategy and keyword planning, works closely with the beauty team on content initiatives, represents the brand at industry events, and regularly contributes to social media, including her own Who What Wear UK TikTok franchise, French Style Fridays. Previously, Maxine appeared on ITV's This Morning in her own fashion segment and has interviewed countless celebrities—everyone from Victoria Beckham to Oscar winner Lupita Nyong’o.

Prior to Who What Wear UK, Maxine’s career began when, after completing her first-ever internship at Look magazine, she was offered a position on the brand's fashion desk. She accepted, leaving university a year early in the process. Her passion and natural talent for writing and styling meant she swiftly rose through the ranks to become the title's fashion news and commercial content editor, with a stint as InStyle.co.uk’s fashion and beauty writer along the way. She later served as Look’s acting Editor in Chief, overseeing both print and digital, before embarking on a successful freelance career, working with Grazia, The Pool, and Marie Claire amongst others.

Maxine is based remotely from her countryside home near Edinburgh where she spends her downtime renovating her house, walking her dogs, hosting friends and trying to master the art of making Old Fashioned cocktails.