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.

Brand

Department

Colour

Clothing size

Footwear size

Price

32 products available
CA$
CA$
32 products
Acne Studios Bebe Leather BootBlack
CA$1,320
Visvim Folk BootBlack
CA$1,339
Visvim Folk BootSand
CA$1,339
Timberland x Beams 6 Inch Mid Buckle GTX BootBrown
CA$355
Acne Studios Bebe Suede BootSand Beige
CA$1,320
20% Off
Drake's Crosby Moc Toe BootSand Suede
CA$539
Drake's Crosby Moc Toe Chukka BootsBrown Suede
CA$539
20% Off
New Brand
Eytys Piston Black Leather BootsBlack
CA$605
20% Off
Clarks Originals Wallabee BootLeopard Print
CA$235
20% Off
Dr. Martens Lowell Chukka BootOlive Milled Nubuck
CA$315
20% Off
Clarks Originals Wallabee GTXBlack Suede
CA$315
20% Off
UGG Classic Micro BootChestnut
CA$215
Our Legacy Camion BootOliver
CA$859
20% Off
Studio Nicholson Square Leather BootBlack
CA$785
Red Wing 8-Inch Roughneck BootBlack Oil Slick
CA$529
20% Off
Junya Watanabe MAN x Paraboot Avoriaz BootBlack
CA$1,669
Red Wing 2955 Heritage Work 6" Blacksmith BootCopper Rough & Tough
CA$560
Red Wing 1907 Heritage Work 6" Moc Toe BootCopper Rough & Tough
CA$560
Red Wing 8146 Roughneck Work BootBriar Oil Slick
CA$529
Red Wing Classic 6" Moc BootBlack Prairie
CA$510
Red Wing Classic 6" Moc Toe BootChocolate Muleskinner
CA$510
Red Wing Classic 6" Moc Toe BootHawthorne Abilene - Preorder Only
CA$510
Red Wing 8138 Heritage Work 6" Moc Toe BootBriar Oil Slick
CA$510
Red Wing Irish Setter 6" Moc Toe BootOro Russet Portage
CA$510
20% Off
Timberland 6" Premium BootWheat Nubuck
CA$315
20% Off
Paraboot Yosemite BootBlack
CA$490
20% Off
Paraboot Yosemite BootLisse America
CA$429
20% Off
Danner Mountain Light BootBrown
CA$745
20% Off
Astorflex Deukeflex Suede BootsDark Chestnut
CA$329
20% Off
Clarks Originals Wallabee Gore-TexMaple Suede
CA$315
20% Off
Our Legacy Camion BootBlack
CA$859
Red Wing 3322 Weekender ChukkaCopper Rough & Tough
CA$415