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Experience the perfect balance of western tradition and modern convenience with our premium leather Chelsea boots and botines. Crafted with signature elastic side panels for an effortless slip-on fit, these ankle boots provide superior comfort from the ranch to the city. Explore our collection of classic silhouettes designed for daily versatility and a timeless style that never goes out of fashion.

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Black Square Toe Chelsea Boot
El Canelo
Black Chelsea Boot Square Toe Sale price$ 199.99
Brown Snakeskin Print Chelsea Square Toe Boots
La Sierra Boots
Snakeskin Print Chelsea Boots Square Toe Sale price$ 169.99
(5.0)
Tang Chelsea Square Toe Petatillo Boots
La Sierra Boots
Chelsea Petatillo Boots Square Toe Sale price$ 169.99
Stingray Print Short Cowboy Boots
Hooch Boots
Stingray Print Short Cowboy Boots Square Toe Sale price$ 169.99
Black Snakeskin Print Chelsea square toe boots
Carreta Boots
Short Western Boots Python Print Square Toe Sale price$ 169.99
Black Square Toe Crocodile Print Boots
Carreta Boots
Crocodile Print Boots Square Toe Sale price$ 169.99
Quincy Men's Nubuck Black Square Toe Chelsea Boot
Quincy Boots
Men's Nubuck Black Chelsea Boots Square Toe Sale price$ 169.99
Quincy Men's Black Petatillo Hand-Braided Square Toe Boot
Quincy Boots
Men's Petatillo Boots Square Toe Sale price$ 169.99
Quincy Men's Brown Bull Shoulder Short Cowboy Boot
Quincy Boots
Men's Brown Bull Shoulder Short Cowboy Boots Square Toe Sale price$ 169.99
Quincy Men's Alligator Print Square Toe Western Boot
Quincy Boots
Men's Alligator Print Western Boots Square Toe Sale price$ 169.99
Blue Chelsea Square Toe Boot
Los Altos Boots
Dark Blue Chelsea Boots Square Toe Sale price$ 169.99
Grey Chelsea Square Toe Boot
Los Altos Boots
Grey Chelsea Boots Square Toe Sale price$ 169.99
Brown Chelsea Square Toe Boot
Los Altos Boots
Brown Chelsea Boots Square Toe Sale price$ 169.99
Shedron Square Toe Chelsea Boot
Los Altos Boots
Shedron Chelsea Boots Square Toe Sale price$ 169.99
Short Ostrich Square Toe Boots
Los Altos Boots
Short Ostrich Boots Mocha Square Toe Sale price$ 399.99
Short Ostrich Square Toe Boots
Los Altos Boots
Short Ostrich Boots Square Toe Sale price$ 399.99
Pair view of Laser Engraved Ankle Square Toe Boot
Hooch Boots
Ankle Laser Engraved Boots Square Toe Sale price$ 179.99
(5.0)
Brown Python Print Short Cowboy Boots
Hooch Boots
Rustic Brown Python Print Short Cowboy Boots Square Toe Sale price$ 169.99
Brown Square Toe Ankle Boot
El Canelo
Brown Ankle Boots Square Toe Sale price$ 199.99
Mens Short Black Western Boots by Hooch
Hooch Boots
Men's Short Black Western Boots Square Toe Sale price$ 169.99
Mens Cowhide Short Cowboy Boots by Hooch
Hooch Boots
Cowhide Short Cowboy Boots Square Toe Sale price$ 169.99
(5.0)
Brown Python Print Short Cowboy Boots
Hooch Boots
Brown Python Print Short Cowboy Boots Square Toe Sale price$ 169.99
Short Black Cowboy Boots
Hooch Boots
Short Black Cowboy Boots Square Toe Sale price$ 169.99
Python Print Ankle Cowboy Boots by Hooch Boots
Hooch Boots
Ankle Cowboy Boots Python Print Square Toe Sale price$ 169.99
(5.0)
Mens Short Western Boots
Hooch Boots
Men's Short Western Boots Square Toe Sale price$ 169.99
Hooch men's black python snake print Chelsea boot square toe profile.
Hooch Boots
Black Python Print Short Cowboy Boots Square Toe Sale price$ 169.99
(5.0)
Pair of men's gray square toe Chelsea boots with brown soles by Quincy on a light gray background.
Quincy Boots
Grey Short Cowboy Boots Square Toe Sale price$ 169.99
Hooch men's light brown Pirarucu fish print square toe Chelsea boot.
Hooch Boots
Men's Brown Pirarucu Fish Print Western Chelsea Boots Square Toe Sale price$ 169.99
(5.0)
Quincy Men's Brown Square Toe Ankle Boot
Quincy Boots
Men's Brown Ankle Boots Square Toe Sale price$ 169.99
(4.0)
Dark Brown Square Toe Ankle Boots - Los Altos Boots
Los Altos Boots
Dark Brown Ankle Boots Square Toe Sale price$ 169.99
Honey Brown Square Toe Ankle Boots - Los Altos Boots
Los Altos Boots
Belmont Honey Brown Ankle Boots Square Toe Sale price$ 169.99
Black Square Toe Ankle Boots - Los Altos Boots
Los Altos Boots
Belmont Black Ankle Boots Square Toe Sale price$ 169.99
Men's Black Ostrich Print Chelsea Square Toe Western Boot
Quincy Boots
Men's Black Ostrich Print Chelsea Western Boots Square Toe Sale price$ 169.99
Black Square Toe Ankle Boots - Quincy Boots
Quincy Boots
Black Ankle Boots Square Toe Sale price$ 169.99
Quincy Mens Short Caiman Print Boots
Quincy Boots
Mens Short Caiman Print Boots Square Toe Sale price$ 169.99
(4.0)
Brown Petatillo Boot
Hooch Boots
Ankle Braided Boots Square Toe Sale price$ 169.99
Tan Square Toe Ankle Boots - El Canelo
El Canelo
Tan Ankle Boots Square Toe Sale price$ 199.99
Black Square Toe Ankle Boots - El Canelo
El Canelo
Black Ankle Boots Square Toe Sale price$ 199.99
Men's Black Python Print Short Cowboy Boot Square Toe
Quincy Boots
Men's Black Python Print Short Cowboy Boots Square Toe Sale price$ 169.99
(5.0)
Mens Black Suede Boots by Quincy Boots
Quincy Boots
Mens Black Suede Boots Square Toe Sale price$ 169.99
(4.0)
Men's black Petatillo braided short Chelsea square toe boot.
Besserro
Besserro Men's Black Petatillo Ankle Western Boots Square Toe Sale price$ 169.99
Mens Petatillo Ankle Boot - Besserro
Besserro
Petatillo Ankle Boot Square Toe Sale price$ 169.99
Tan Square Toe Ankle Boots - Quincy Boots
Quincy Boots
Ankle Boots Tan Brown Square Toe Sale price$ 169.99
Quincy Men's Black Suede Chelsea Square Toe Boot
Quincy Boots
Men's Black Suede Chelsea Western Boots Square Toe Sale price$ 169.99
Men's Midtown Rambler Ariat Boot
Ariat
Men's Midtown Rambler Boot Square Toe Sale priceFrom $ 159.99
Short Square Toe Caiman Boots Brown - Los Altos Boots
Los Altos Boots
Short Caiman Boots Brown Square Toe Sale price$ 399.99
Short Square Toe Caiman Boot Black Cherry
Los Altos Boots
Short Caiman Boots Black Cherry Square Toe Sale price$ 399.99
(5.0)
Black Caiman Short Square Toe Western Boots
Los Altos Boots
Black Caiman Short Western Boots Square Toe Sale price$ 399.99