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Chunky sneakers had their moment, didn’t they? In fact, there’s a strong argument for chunky sneakers still being at the forefront of the footwear zeitgeist. But what we’re really leaning into this season are chunky boots.

The rugged outsole is what makes chunky sneakers a versatile, year-round selection, but with a harder-wearing, high-collar upper to boot (sorry), chunky boots should be the foundation of your seasonal rotation.

Better still, SSENSE’s boots category puts most others to shame and our selection looks to prove that.

Ranging from sleek luxury editions from Raf Simons to out-there workwear and hiking silhouettes by Baffin and Canada Goose, we’ve put together 10 pairs of chunky boots with the aim of converting you from sneakers to a big-boot winter.

Shop 10 of the best chunky boots for winter 2022 below.

Dr. Martens x Rick Owens Pony Hair Boots

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Dr. MartensRick Owens Pony Hair Boots
$750
Buy at ssense

Fall/Winter 2022 isn't the first time that Rick Owens has partnered with Dr. Martens. The two labels are seasoned collaborators now and it really shows. Owens looks to an out-there pony hair upper and a platform sole unit to give the iconic Dr. Martens boot new personality.

KENZO Kenzoyama Boots

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KENZOKenzoyama Boots
$980
Buy at ssense

NIGO's debut show for KENZO was punctuated by a pair of boots that set the internet talking. We waited patiently for the Kenzoyama Boots to drop after seeing several wearers at the KENZO show and we're not disappointed. These might be the boots of the season.

Baffin Selkirk Boots

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BaffinSelkirk Boots
$260
Buy at ssense

Baffin's outdoor pedigree is unchallenged. Since 1979, the brand has been producing super-rugged kicks for hiking and work. The Selkirk Boots are one of the more robust silhouettes in the Baffin books, offering full waterproofing as well as a Polar Proven® calf-high insulated nylon ripstop upper.

Canada Goose Journey Boots

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Canada GooseJourney Boots
$750
Buy at ssense

Canada Goose is as at home in an extreme Arctic blizzard as it is on city streets. This has been proven by its outerwear. Now, the label's boots are taking the spotlight thanks to the Journey Boots in a dreamy moss-green colorway.

Eckhaus Latta Mike Chelsea Boots

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Eckhaus LattaMike Chelsea Boots
$495
Buy at ssense

Moving away from the technical side of things, this pair of bold, style-forward boots by Eckhaus Latta represents the brighter side of chunky boots. Still featuring a substantial sole unit, they're not all for show.

Dr. Martens Jadon Hi Boots

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Dr. MartensJadon Hi Boots
$210
Buy at ssense

If you love Dr. Martens' signature silhouettes but don't back your wardrobe to pull off the pony hair edition by Rick Owens, then keep it classic with the Jadon Hi Boots. A true OG in the chunky boots game, this platform boot balances understated style with bold proportions and hard-wearing materials.

Eytys Tribeca Boots

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EytysTribeca Boots
$400
Buy at ssense

We love the contrasts to be found in Eytys' Tribeca Boots. Most notably, the fact that this chunky, heavy-duty design is dressed in a soft, baby-blue suede outfit.

MISBHV 'The 2000' Chelsea Boots

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MISBHV'The 2000' Chelsea Boots
$580
Buy at ssense

MISBHV's Chelsea Boots feature a striking chunk of a sole unit. The stepped design instantly marks this pair out as a highlight, with smaller details like a riveted silver-tone badge to the toes doing the rest of the work.

AMBUSH Chelsea Boots

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AMBUSHChelsea Boots
$435
Buy at ssense

AMBUSH got in on the rubber boot trend last season with these Chelsea Boots. They're up there with the most utilitarian rubber boots on the market thanks to a neoprene sock liner.

Raf Simons Boots

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Raf SimonsBoots
$1855
Buy at ssense

Raf's classic cocktail of refinement and grittiness shines with this pair. A sleek, black leather upper contrasts with a mudguarded sole unit you'd expect to find on a pair designed for outdoor work.

Want to keep browsing? Head to the Highsnobiety Shop for more products that we love. Highsnobiety has affiliate marketing partnerships, which means we may receive a commission from your purchase.

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