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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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Carreta men's high-shine black leather Western ankle boot featuring elastic side gore panels, pointed toe, and underslung Cuban heel.
Carreta Boots
Men's Leather Pointed Toe Ankle Boots Sale price$ 129.99
Ariat Men’s Booker Chelsea boot in Brown Oiled Rowdy pebbled leather featuring elastic side panels, front and rear pull tabs, and a square toe profile.
Ariat
Ariat Men's Booker Brown Oiled Rowdy Square Toe Chelsea Boot Sale price$ 149.99
Ariat men’s Booker Chelsea square toe boots in gray hippopotamus print leather featuring elastic side gores, a double-stitched welt, and a stockman heel.
Ariat
Ariat Men's Booker Hippopotamus Print Chelsea Boots Sale price$ 149.99
Los Altos men's brown full quill ostrich leather Chelsea boot.
Los Altos Boots
Los Altos Men's Faded Brown Ostrich Chelsea Boots R-Toe Sale price$ 399.99
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Los Altos men's brown caiman belly leather Chelsea boot.
Los Altos Boots
Los Altos Men's Caiman Belly Faded Brown Chelsea Boot R-Toe Sale price$ 399.99
Black leather short ankle boot with a zipper on a light gray background.
Besserro
El Besserro Men's Black Leather Ankle Boot with Side Zipper Sale price$ 159.99
Hooch Alazán Men's Brown Chelsea Square Toe Western Boots
Hooch Boots
Hooch Alazán Men's Brown Chelsea Square Toe Western Boots Sale price$ 169.99
Cuadra men's brown deer leather Chelsea boot on a beige background.
Cuadra
Cuadra Men's Honey Brown Deer Chelsea Boot Sale price$ 299.99
Wild West men's black nubuck leather square toe Chelsea western boot.
Wild West Boots
Wild West Men's Nubuck Black Short Cowboy Boots Square Toe Sale price$ 169.99
Wild West Men's Nubuck Brown Square Toe Chelsea Western Boot
Wild West Boots
Wild West Men's Nubuck Shedron Brown Chelsea Western Boots Square Toe Sale price$ 169.99
Wild West Men's Nubuck Tobacco Brown Square Toe Chelsea Western Boot
Wild West Boots
Wild West Men's Nubuck Tobacco Brown Chelsea Western Boots Square Toe Sale price$ 169.99
Wild West Men's Nubuck Black Square Toe Chelsea Cowboy Boot
Wild West Boots
Wild West Men's Nubuck Black Chelsea Cowboy Boots Square Toe Sale price$ 169.99
Wild West Men's Brandy Ostrich Square Toe Chelsea Western Boot
Wild West Boots
Wild West Men's Brandy Ostrich Chelsea Western Boots Square Toe Sale price$ 539.99
Wild West Men's Brown Ostrich Square Toe Chelsea Western Boot
Wild West Boots
Wild West Men's Brown Ostrich Chelsea Western Boots Square Toe Sale price$ 539.99
Wild West Men's Black Ostrich Square Toe Chelsea Western Boot
Wild West Boots
Wild West Men's Black Ostrich Chelsea Western Boots Square Toe Sale price$ 539.99
Wild West Men's Walnut Brown Square Toe Chelsea Western Boot
Wild West Boots
Wild West Men's Walnut Brown Chelsea Western Boots Square Toe Sale price$ 169.99
Wild West Men's Nubuck Taupe Square Toe Chelsea Western Boot
Wild West Boots
Men's Nubuck Taupe Chelsea Western Boots Square Toe Sale price$ 169.99
Wild West Men's Nubuck Black Square Toe Chelsea Western Boot
Wild West Boots
Wild West Men's Nubuck Black Chelsea Western Boots Square Toe Sale price$ 169.99
Wild West Men's Black Belmont Square Toe Chelsea Boot
Wild West Boots
Wild West Belmont Men's Black Chelsea Western Boots Square Toe Sale price$ 169.99
Wild West Men's Brown Square Toe Chelsea Western Boot
Wild West Boots
Wild West Men's Brown Chelsea Western Boots Square Toe Sale price$ 169.99
Wild West Men's Black Square Toe Chelsea Western Boot
Wild West Boots
Wild West Men's Black Chelsea Western Boots Square Toe Sale price$ 169.99
Ariat Men’s Booker Round Toe Ankle Boot in distressed brown full-grain leather featuring elastic side panels, a 1.5-inch stockman heel, and a single-stitched welt.
Ariat
Ariat Men's Booker Distressed Brown Round Toe Western Boot Sale price$ 149.99
Black Bull Shoulder Chelsea Square Toe Cowboy Boot
Quincy Boots
Men's Black Bull Shoulder Chelsea Cowboy Boots Square Toe Sale price$ 169.99
Quincy Men's Nubuck Brown Square Toe Chelsea Boot.
Quincy Boots
Men's Nubuck Brown Chelsea Boots Square Toe Sale price$ 169.99
Quincy Men's Light Brown Elephant Print Chelsea Square Toe Western Boot
Quincy Boots
Men's Light Brown Elephant Print Chelsea Western Boots Square Toe Sale price$ 169.99
Quincy Men's Black Python Print Chelsea Square Toe Western Boot
Quincy Boots
Men's Black Python Print Chelsea Western Boots Square Toe Sale price$ 169.99
Quincy Men's Honey Brown Elephant Print Chelsea Square Toe Western Boot
Quincy Boots
Men's Brown Elephant Print Chelsea Western Boots Square Toe Sale price$ 169.99
Quincy Men's Brown Python Print Chelsea Square Toe Western Boot
Quincy Boots
Men's Brown Python Print Chelsea Western Boots Square Toe Sale price$ 169.99
Original Michel Men's Boston Black Square Toe Chelsea Boot H-82BM
Original Michel
Men's Boston Black Chelsea Boots H-82BM Square Toe Sale price$ 169.99
Original Michel Men's Nubuck Black Square Toe Chelsea Boot
Original Michel
Men's Nubuck Black Chelsea Boots H-82BM Square Toe Sale price$ 169.99
Suede Winter-White Botines Charros
Original Michel
Winter-White Nubuck Suede Botines Charros H61 R Toe Sale price$ 139.99
Matte Brown Python Print Chelsea Cowboy Boots
El General
Brown Python Print Chelsea Cowboy Boots Square Toe Sale price$ 169.99
El Canelo Grey Square Toe Chelsea Boot
El Canelo
Grey Chelsea Boots Square Toe Sale price$ 199.99
Hooch Mate Tan Brown Python Print Square Toe Boots
Hooch Boots
Matte Tan Python Print Boots Square Toe Sale price$ 169.99
Hooch Chocolate Brown Python Print Square Toe Boots
Hooch Boots
Matte Chocolate Python Print Boots Square Toe Sale price$ 169.99
Vestigium Milan Brown Caiman Chelsea Boots
Vestigium
Milan Brown Caiman Chelsea Boots R Toe Sale price$ 399.99
Hooch Matte Black Python Print Square Toe Boots
Hooch Boots
Matte Black Python Print Boots Square Toe Sale price$ 169.99
Vestigium Milan Black Ostrich Chelsea Boots
Vestigium
Milan Black Ostrich Chelsea Boot R Toe Sale price$ 399.99
Vestigium Black Caiman Short Square Toe Boot
Vestigium
Black Caiman Chelsea Boots Square Toe Sale price$ 399.99
Besserro men's tan Chelsea square toe western boot.
Besserro
Besserro Men's Tan Chelsea Boots Square Toe Sale price$ 169.99
Besserro men's brown Chelsea square toe western boot Nubuck leather.
Besserro
Besserro Men's Brown Chelsea Western Boots Square Toe Sale price$ 169.99
Vestigium men's black caiman belly leather Chelsea boot, featuring a black elastic side panel and pull tab, set against a light gray background.
Vestigium
Milan Men's Black Caiman Belly Chelsea Boots R-Toe Sale price$ 399.99
Milan Brown Ostrich Chelsea Boot
Vestigium
Milan Brown Ostrich Chelsea Boot R Toe Sale price$ 399.99
Los Altos Black Square Toe Chelsea Boot
Los Altos Boots
Black Chelsea Boots Square Toe Sale price$ 169.99
Los Altos men's brown genuine ostrich leg leather Chelsea ankle western boot featuring a distinct scaled texture, a square toe, and brown elastic side panels.
Los Altos Boots
Los Altos Men's Brown Ostrich Leg Chelsea Boot Square Toe Sale price$ 359.99
Los Altos men's black genuine ostrich leg leather Chelsea ankle boot featuring a distinct scaled texture, a square toe, and black elastic side panels.
Los Altos Boots
Los Altos Men's Black Ostrich Leg Chelsea Boot Square Toe Sale price$ 359.99
Los Altos men's honey tan genuine caiman belly leather Chelsea ankle boots featuring a tiled tile scale pattern, brown elastic side goring, and a square toe.
Los Altos Boots
Los Altos Men's Grasso Honey Caiman Belly Chelsea Boot Square Toe Sale price$ 399.99
A pair of Los Altos men's sahara stone tan genuine caiman belly leather Chelsea ankle boot featuring a tiled tile scale pattern, brown elastic side goring, and a square toe.
Los Altos Boots
Los Altos Men's Sahara Stone Caiman Belly Chelsea Boot Square Toe Sale price$ 399.99