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Chelsea Boots

VAQUERO BOOTS · WESTERN ANKLE FOOTWEAR

Western Chelsea Boots & Short Cowboy Boots

Discover our collection of men's Western Chelsea boots and short cowboy boots, combining traditional Western character with versatile ankle-height designs. Explore genuine leather, suede-inspired nubuck finishes, exotic leathers, and distinctive embossed patterns. From elastic-sided Chelsea styles to convenient zipper boots, find refined Western footwear for everyday wear, casual outfits, and special occasions.

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Men's Brown Square Toe Boot
Los Altos Boots
Rage Walnut Brown Boots Square Toe Sale price$ 169.99
Los Altos black Chelsea square toe boot.
Los Altos Boots
Nubuck Black Chelsea Boots Square Toe Sale price$ 169.99
Los Altos Men's black nubuck leather Western ankle boots featuring a wide square toe, corded vamp stitching, double welt stitch, and elastic side gores.
Los Altos Boots
Los Altos Men's Black Nubuck Square Toe Chelsea Boots Sale price$ 169.99
Pair of Los Altos black genuine caiman belly leather dress boots on a white background.
Los Altos Boots
Los Altos Men's Short Caiman Boots R Toe Sale price$ 599.99
Mens Stingray Cuban Heel Ankle Boot
Los Altos Boots
Men's Stingray Cuban Heel Ankle Boots Sale price$ 529.99
Black Pirarucu Print Short Square Toe Cowboy Boots
Hooch Boots
Pirarucu Print Short Cowboy Boots Square Toe Sale price$ 169.99
Snakeskin Print Chelsea Square Toe Boot
La Sierra Boots
Snakeskin Print Ankle Boots Square Toe Sale price$ 169.99
(5.0)
Men's Short Black Square Toe Boots
Hooch Boots
Men's Short Western Black Boots Square Toe Sale price$ 169.99
Sold outBrown Braided Chelsea Square Toe Boots
Hooch Boots
Men's Braided Chelsea Boots Square Toe Sale price$ 169.99
Men's Short Western Tan Square Toe Boots
Hooch Boots
Men's Short Western Tan Boots Square Toe Sale price$ 169.99
Los Altos Walnut Brown Short Cowboy Boot
Los Altos Boots
Walnut Chelsea Boots Square Toe Sale price$ 169.99
Los Altos men's black genuine stingray leather Chelsea ankle boot featuring a textured pearl finish, a distinctive white diamond eye mark, and a square toe.
Los Altos Boots
Los Altos Men's Black Stingray Chelsea Boot Square Toe Sale price$ 399.99
Los Altos Men's short black full quill ostrich leather dress boot featuring a round R-toe, brogue perforations, 9-inch shaft, and inner zipper closure.
Los Altos Boots
Los Altos Men's Full Quill Ostrich Short Zipper Boots Sale price$ 539.99
Pair of Los Altos men's black stingray dress boots on a white background.
Los Altos Boots
Los Altos Men's Stingray Boot R Toe Sale price$ 499.99
Los Altos men's black full quill ostrich leather Chelsea boot.
Los Altos Boots
Los Altos Men's Black Ostrich Chelsea Boots R-Toe Sale price$ 399.99
(5.0)
Sold outLos Altos men's black caiman belly leather Chelsea boot with round toe profile.
Los Altos Boots
Los Altos Men's Caiman Belly Black Chelsea Boot R-Toe Sale price$ 399.99
La Sierra men's black botines de petatillo square toe.
La Sierra Boots
Black Chelsea Petatillo Boots Square Toe Sale price$ 169.99
(5.0)
El General Black Python Print Short Cowboy Boots
El General
Black Python Print Chelsea Cowboy Boots Square Toe Sale price$ 169.99
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
Black Crocodile Print Western Ankle Boots
Carreta Boots
Crocodile Print Western Ankle Boot R Toe Sale price$ 169.99
(5.0)
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
Sold outShedron Square Toe Chelsea Boot
Los Altos Boots
Shedron Chelsea Boots Square Toe Sale price$ 169.99
Brown Chelsea boots
Los Altos Boots
Mens Suede Chelsea Boots Cognac R Toe Sale price$ 169.99
Oryx Mens Suede Chelsea Boot
Los Altos Boots
Mens Suede Chelsea Boots Oryx R Toe Sale price$ 169.99
Black Suede Chelsea Boot
Los Altos Boots
Mens Suede Chelsea Boots R Toe Sale price$ 169.99
Honey Brown Chelsea Boot
Los Altos Boots
Men's Honey Brown Chelsea Boots R Toe Sale price$ 169.99
Brown Chelsea Boot
Los Altos Boots
Men's Brown Chelsea Boots R Toe Sale price$ 169.99
Black Chelsea Boot
Los Altos Boots
Men's Black Chelsea Boots R Toe Sale price$ 169.99
Los Altos men's two-tone Chelsea ankle boot featuring a mocha tan full quill ostrich leather foot, dark brown leather shaft, and a modern square toe profile.
Los Altos Boots
Los Altos Men's Mocha Ostrich Chelsea Boot Square Toe Sale price$ 399.99
Los Altos men's tan antique saddle genuine full quill ostrich leather Chelsea ankle boot featuring a square toe, black elastic side goring, and a leather pull tab.
Los Altos Boots
Los Altos Men's Antique Saddle Ostrich Chelsea Boot 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)
A dark brown leather Chelsea boot with a low block heel and elastic side gore, shown on a light gray background. The pull tabs are branded with 'EL CANELO'.
El Canelo
Botín El Canelo Fronterizo Brown Ankle Boot 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)
VAQUERO BOOTS · WESTERN ANKLE BOOT GUIDE

Explore Western Chelsea Boots & Styles

From elastic-sided Chelsea boots to distinctive Western ankle styles, explore leather finishes, toe shapes, and versatile silhouettes for everyday Western wear.

VERSATILE DESIGN

Chelsea & Slip-On Styles

Traditional Chelsea boots feature elastic side panels for easy on-and-off wear. Explore Western-inspired versions with distinctive leather finishes and toe shapes.

MODERN WESTERN STYLE

Western Zipper Boots

Discover ankle-height Western boots with convenient side zippers, combining classic cowboy-inspired styling with practical entry designs.

LEATHERS & SILHOUETTES

Leather & Toe Shapes

Explore smooth leather, nubuck, and select exotic leather styles. Discover square-toe and rounded-toe silhouettes with distinctive Western finishes.

Whether you're shopping for everyday wear, special occasions, or dress outfits , consider the entry style, leather material, and toe shape. Fit and construction vary by brand and individual model.

Need Help Choosing Your Chelsea Boots?

Compare boot sizes or explore our Western Boot Directory to learn about different leather types, toe shapes, and Western footwear styles.

Cowboy Boot Size Guide → Western Boot Directory →