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Men's Ankle Boots

In the world of men’s footwear, the right pair of boots does more than complete a look - it defines it. At END., our curated collection of men’s ankle boots, casual designer boots and heritage silhouettes blends timeless design with modern sensibility.

Shop men’s chukka boots from Astorflex and Visvim - effortlessly balancing rugged charm and artisanal finesse. For cooler months, lean into comfort with men’s winter boots, including men’s UGG boots in plush sheepskin and hybrid styles made for city wear.

Looking for classics with an edge? The men’s Chelsea boots in our collection deliver sharp structure with slim silhouettes, pointed toes, and elasticated side panels. Explore premium smooth leather and block heels, which join an enduring lineup of men’s black boots perfect for workdays and weekends alike.

For the outdoor-minded, our selection of men’s hiking boots brings Italian craftsmanship to the forefront. With over 150 years of know-how under their belt, Fracap’s handcrafted boots - like the iconic M120 - show that tough, functional footwear can still bring plenty of style to the table. Complemented by equally durable options from Diemme and Danner, these men’s leather boots are built for both trail and town.

No roundup would be complete without Dr. Martens men’s boots - a symbol of rebellion turned icon. From their yellow-stitched welt to the AirWair sole, they’re a staple in any boot rotation. Add in cult favorites like Clarks Originals Wallabee boots, and the result is a lineup that covers every step.

Explore END.’s latest arrivals in men’s casual boots, and find the pair that moves with you.

59 products
Latest
Clarks Originals Wallabee GTXBlack Suede
CA$315
UGG Classic Micro BootChestnut
CA$215
Our Legacy Camion BootOliver
CA$859
Studio Nicholson Square Leather BootBlack
CA$785
Cole Buxton Moccasin BootBlack
CA$539
Red Wing 8-Inch Roughneck BootBlack Oil Slick
CA$529
Junya Watanabe MAN x Paraboot Avoriaz BootBlack
CA$1,669
Red Wing 1907 Heritage Work 6" Moc Toe BootCopper Rough & Tough
CA$560
Red Wing 2955 Heritage Work 6" Blacksmith BootCopper Rough & Tough
CA$560
Red Wing 8146 Roughneck Work BootBriar Oil Slick
CA$529
Red Wing Classic 6" Moc Toe BootHawthorne Abilene - Preorder Only
CA$510
Red Wing Classic 6" Moc Toe BootChocolate Muleskinner
CA$510
Red Wing Classic 6" Moc BootBlack Prairie
CA$510
Red Wing 8138 Heritage Work 6" Moc Toe BootBriar Oil Slick
CA$510
Dr. Martens 939 Sub Explorer BootBlack
CA$345
Red Wing Irish Setter 6" Moc Toe BootOro Russet Portage
CA$510
Visvim Beuys Trekker-Folk Boot Black
CA$1,535
Paraboot Yosemite BootBlack
CA$490
Paraboot Yosemite BootLisse America
CA$429
Danner Mountain Light BootBrown
CA$745
Astorflex Deukeflex Suede BootsDark Chestnut
CA$329
Clarks Originals Wallabee Gore-TexMaple Suede
CA$315
Visvim Nakoda Folk BootsBlack
CA$1,779
Visvim Nakoda Folk BootsBrown
CA$1,779
Our Legacy Camion BootBlack
CA$859
Red Wing Iron Ranger Traction Tred BootAmber Harness
CA$545
Red Wing Iron Ranger Traction Tred BootOro Legacy
CA$545
Red Wing 8085 Heritage 6" Iron Ranger BootCopper Rough & Tough
CA$545
Red Wing 3322 Weekender ChukkaCopper Rough & Tough
CA$415
Clarks Originals x Invincible Wallabee BootBlack Combi
CA$299CA$194
35% off
Timberland Waterproof Heritage ChukkaBlack Grain Leather
CA$299CA$194
35% off
MM6 Maison Margiela Seam Stitch Leather Ankle BootBlack
CA$1,305CA$848
35% off
UGG Ultra Mini Weather Hybrid BootBlack / Black
CA$325CA$244
25% off
UGG Tasman Weather HybridBlack / Black
CA$299CA$164
45% off
Clarks Originals Desert BootBrn Scotch Grain
CA$265CA$172
35% off
MM6 Maison Margiela x Dr Martens 1460 8-Eye BootWhite
CA$579CA$376
35% off
Astorflex Rockflex Leather BootsMoro
CA$560CA$364
35% off
Astorflex Deukeflex Suede BootsStone
CA$329CA$214
35% off
Clarks Originals WallabeeBrown Interest
CA$275CA$165
40% off
Clarks Originals Wallabee RBOlive Suede
CA$225CA$158
30% off
Clarks Originals WallabeeBrown Cow Print
CA$259CA$155
40% off
Clarks Originals Wallabee ScoutOakmoss Nubuck
CA$395CA$237
40% off
Drake's Clifford Desert BootSand Suede
CA$489CA$318
35% off
Drake's Crosby Moc Toe BootDark Brown Suede
CA$539CA$270
50% off
Clarks Originals Desert BootBlack Suede
CA$215CA$140
35% off
Clarks Originals Desert TrekBlack Suede
CA$209CA$136
35% off
Clarks Originals Desert BootCola Suede
CA$215CA$129
40% off
Clarks Originals Wallabee ScoutBrown Scotch Grain
CA$365CA$274
25% off
END. Collaborations
END. x and wander x Crocs TrailbreakBlack
CA$199CA$119
40% off
Comme des Garçons Homme Cordura Slip On BootBlack
CA$735CA$294
60% off
Dr. Martens 1460 Vintage Boot - Made in EnglandVintage Oxblood Quilon
CA$389CA$195
50% off
Clarks Originals Wallabee BootGolden Tan Suede
CA$245CA$159
35% off
Clarks Originals Desert Trek GTXBlack Suede
CA$299CA$194
35% off
DAIWA Pier39 x Clarks Originals Wallabee AnglerBlack
CA$795CA$239
70% off
Bass Weejuns Camp Moc III Ranger BootDark Brown Leather
CA$355CA$160
55% off
Paul Smith Tobruk BootsBlack
CA$415CA$125
55% off
Valentino Combat BootBlack
CA$1,439CA$432
70% off
Clarks Originals Wallabee BootMaple Suede
CA$245CA$110
55% off
Clarks Originals Wallabee BootBlack Suede
CA$230CA$104
45% off