Men's Boots

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183 Results
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Timberland Men's Waterproof 6 Inch Lace Up Boot

$199.96
★★★★★ ★★★★★
(633)
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Elements Men's Waterproof Double Strap Winter Boot

$109.99
★★★★★ ★★★★★
(310)
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Dr. Martens Unisex Embury Chelsea Boot

$184.99
★★★★★ ★★★★★
(23)
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Bogs Men's Waterproof Classic ll Mid Winter Boot

$154.96
★★★★★ ★★★★★
(106)
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Timberland Men's Waterproof 6 Inch Lace Up Boot

$199.96
★★★★★ ★★★★★
(132)
Available in Wide!
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Elements Men's Jay Waterproof Winter Boot

$109.99
★★★★★ ★★★★★
(162)
Available in Wide!
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Columbia Men's Transverse Wide Width Hiking Boot

$129.99
★★★★★ ★★★★★
(18)
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Elements Men's James Waterproof Boot

$119.99
★★★★★ ★★★★★
(8)
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Elements Men's Waterproof Lace-Up Ice Grip Clip Winter Boot

$129.99
★★★★★ ★★★★★
(461)
Available in Wide!
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Columbia Men's Waterproof Firecamp Wide Width Winter Boot

$149.99
★★★★★ ★★★★★
(592)
New Arrivals
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Skechers Men's Ridley Chukka Boot

$139.99
★★★★★ ★★★★★
(55)
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Dr. Martens Unisex Combs Combat Boot

$184.99
★★★★★ ★★★★★
(326)
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Elements Men's Pac Waterproof Ice Grip Clip Winter Boot

$129.99
★★★★★ ★★★★★
(435)
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Dr. Martens Men's Bonny Hiking Boot

$174.99
★★★★★ ★★★★★
(86)
Online Only
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Kamik Men's Waterproof Tundra Insulated Winter Boot

$129.94
★★★★★ ★★★★★
(66)
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Bogs Men's Waterproof Classic ll Winter Boot

$164.96
★★★★★ ★★★★★
(77)
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SOREL Men's 1964 PAC Nylon Waterpoof Boot

$169.96
★★★★★ ★★★★★
(53)
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Elements Men's Waterproof Sneaker Winter Boot

$71.95
★★★★★ ★★★★★
(129)
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Elements Men's Waterproof Lace-Up Winter Boot

$129.99
★★★★★ ★★★★★
(241)
Online Only
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Kamik Men's Waterproof Tundra Waterproof Winter Boot

$99.96
★★★★★ ★★★★★
(73)
Online Only
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Kamik Men's Iceland Winter Boot

$159.94
★★★★★ ★★★★★
(7)
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UGG Men's Neumel Chelsea Boot

$174.96
★★★★★ ★★★★★
(10)
Online Only
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Kamik Men's Waterproof Tundra Insulated Winter Boot

$129.94
★★★★★ ★★★★★
(66)
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Elements Men's Combat Lace Up Inzip Water Proof Boot

$119.99
★★★★★ ★★★★★
(1)
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Elements Men's Waterproof Mid Lace Winter Commuter Boot

$109.99
★★★★★ ★★★★★
(126)
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Elements Men's Evan Waterproof Pac Winter Boot

$119.99
★★★★★ ★★★★★
(73)
Online Only
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XTRATUF Men's 6 Ankle Deck Boot

$139.94
★★★★★ ★★★★★
(265)
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Elements Men's James Waterproof Boot

$119.99
★★★★★ ★★★★★
(22)
Available in Wide!
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Merrell Men's Thermo Akita Mid Winter Boot

$179.96
★★★★★ ★★★★★
(79)

Men's Boots: Built for Real Canadian Winters and Everything Between

Men's boots at The Shoe Company range from insulated winter styles rated for sub-zero temperatures to work-ready leather boots and casual chukkas for daily wear. This page organizes the full lineup by silhouette and function, so a waterproof pair for February sits next to a clean chelsea boot for the office. Compare chelsea boots, chukkas, combat boots, and lace-up work boots side by side before you buy.

Silhouettes and Construction That Hold Up

Chelsea boots, chukkas, combat boots, and lace-up work boots make up the core of this category. Look for full-grain or nubuck leather uppers, which resist salt stains better than suede during Canadian winters. Rubber lug outsoles matter here too, because they grip on ice and packed snow where flat leather soles slide. Men shopping for cold-weather wear should check the insulation rating and waterproof membrane before adding to cart.

Sizing runs true in most styles carried here, but boots with heavier socks or thermal linings often fit best a half size up. Width options, where available, are noted on each product page.

Choosing the Right Boot for Winter Conditions

Winter in most of Canada means slush, road salt, and temperature swings that punish the wrong footwear. A boot rated for -20°C won't breathe well on a mild November day, so match the insulation to the season. Men who split time between office and outdoor work often keep two pairs in rotation: a lighter leather boot for daily wear and a heavier winter boot for storm days. Treat new leather boots with a waterproofing spray at the start of the season to fight salt stains, and check theshoecompany.ca for current markdowns on winter styles.

The Shoe Company VIP members earn points on every boot purchase. Use our store locator to find a store near you.

FAQs

What kind of boots should I wear for a Canadian winter? 

Choose a waterproof or water-resistant leather boot with a rubber lug outsole rated for ice traction. Insulated linings add warmth once temperatures drop below freezing.

Do men's boots run true to size? 

Most run true to size, but boots meant for thermal socks or winter wear often fit better a half size larger. Check the fit notes on each product page.

Are these boots good for both work and casual wear? 

Chelsea boots and chukkas work for office days and weekend errands without a shoe change. Lace-up work boots suit outdoor labour and rougher conditions.