Men's Shoes › chukka boots

Sonoran Chukka Boot

Men's Barbour Sonoran Chukka Boot - Brown - Casual boots Lightly weathered leather elevates a handsome chukka boot in a clean, classic silhouette. Lace-up style Removable insole Leather upper/textile lining/rubber sole Made in Portugal. more

Kenetrek Chukka Boots - Men's Brown 6 US Medium KE-0625-3 06.0MED

Kenetrek Chukka Boots - Men's Brown 6 US Medium KE-0625-3 06.0MED. Made using an incredibly durable oil tanned leather material this pair of Men's Boots manufactured by the expert footwear manufacturers at Kenetrek will provide you with years of... more

Reebok Postal Express Chukka Boots - Men's Black 4.5 Medium 690774227446

Reebok Postal Express Chukka Boots - Men's Black 4.5 Medium 690774227446. Specifications for Reebok Postal Express Chukka Boots - Men's: Manufacturer: Reebok Gender: Male Footwear Type: Boots Toe Type: Soft Color: Black Footwear Upper Fabric/Material:... more

Bowery Chukka Boots

Men's Frye Bowery Chukka Boots - Brown - Casual boots Frye "Bowery" chukka boots in distressed leather Stacked heel Round toe Lace-up vamp Goodyear welt Padded footbed Lining: Leather Made in Mexico. more

Thorne Chukka Boot

Men's Crosby Square Thorne Chukka Boot - Brown - Casual boots A rear pull-tab lends easy entry to a supple suede chukka boot grounded by a cushioned footbed and flexible crepe sole. Lace-up style Cushioned footbed with arch support Leather upper and... more

Maple Grove Chukka Boot

Men's Timberland Maple Grove Chukka Boot - White - Casual boots Sporty yet refined, this leather chukka boot is one you can feel good about, with a lining made partially from post-consumer plastic bottles. more

Detonator Chukka Boot

Men's Stacy Adams Detonator Chukka Boot - Black - Casual boots The Stacy Adams Detonator chukka boot combines rugged performance and casual style making it ideal for everyday adventures. This lace-up boot has soft suede upper, padded mesh linings for... more

Everyday Chukka Boot

Men's Nisolo Everyday Chukka Boot - Blue - Casual boots Meeting daily errands or heading to occasions can look stylish in the NISOLO Everyday chukka boot. The sustainable ankle boot features a 5-layer memory foam antimicrobial insole offering a fresh... more

Keegan Chukka Boot

Men's Thomas & Vine Keegan Chukka Boot - Brown - Casual boots The Keegan chukka boot by Thomas & Vine is your go-to footwear for the in-between occasions. Outfitted with a sporty outsole, this boot is topped with genuine leather upper and includes a... more

Shacre Chukka Boot

Men's Clarks Shacre Chukka Boot - Brown - Casual boots Finish off chilly weather looks with the classic vibe of the Shacre chukka boot from Clarks. The leather construction proves a lasting highlight, while the Extreme Comfort insole pads your steps... more

Larrado Weatherproof Chukka Boot

Men's Ron White Larrado Weatherproof Chukka Boot - Brown - Casual boots A leather upper and soft flannel collar add modern elements to a sophisticated chukka boot grounded by a cushioned footbed and durable lug sole. Multilayered, PORON®-cushioned... more

Alder Chukka Boot

Men's Blake McKay Alder Chukka Boot - Black - Casual boots Crafted from rich, breathable leather and durable rubber, this flexible chukka boot is a wardrobe workhorse that's sure to be on heavy rotation all year long. The antimicrobial insole means a... more

Bilton Chukka Boot

Men's AllSaints Bilton Chukka Boot - Brown - Casual boots A classic crepe rubber sole lends a surefooted stride in this derby-inspired chukka boot crafted from supple, velvety suede. Lace-up style Leather upper and lining/rubber sole Made in Portugal. more

Vandick Chukka Boot

Men's Sandro Moscoloni Vandick Chukka Boot - Blue - Casual boots The Vandick chukka boot from Sandro Moscoloni proves a versatile must-have with a classic design to finish off favorite fits. This leather pair's cushioned footbed adds a comfortable... more

Paonia Desert Chukka Boot

Men's Chaco Paonia Desert Chukka Boot - Brown - Desert boots Elegant and casual in equal parts, the Paonia Desert chukka boot from Chaco makes a versatile addition to your shoe collection. This lace-up boot flaunts a waterproof, Gold-rated waxy suede... more

Findley Chukka Boot

Men's Propet Findley Chukka Boot - Brown - Casual boots Ooze classiness wherever you go in the Findley chukka boot by Propet. Made using leather, this diabetic-friendly boot comes with a high-density Open Cell foam insole that sustains comfort and... more

Clarks(r) Torhill Hi Chukka Boot

Men's Clarks(r) Torhill Hi Chukka Boot - Brown - Casual boots Creamy suede and soft sheepskin lining enrich a handsome boot in a classic silhouette with a chunky rubber sole. more

Toby Chukka Boot

Men's Blake McKay Toby Chukka Boot - Brown - Casual boots Punctuate your casual look with a touch of luxury by wearing the Blake McKay Toby chukka boot. The genius 'Stitch-Out' construction brings flexibility to this tough suede lace-up pair. Suede or... more

Richard Chukka Boot

Men's To Boot New York Richard Chukka Boot - Brown - Casual boots Soft suede adds a laid-back vintage-inspired touch to this dapper Italian-made chukka boot built on a sturdy leather sole featuring grippy rubber tread. Leather upper and lining/rubber... more

Keith Chukka Boot

Men's Drew Keith Chukka Boot - Brown - Casual boots Stay stylish without sacrificing comfort with the Keith chukka boot from Drew. This ankle boot features a Gel System footbed and sole to absorb impact! Leather upper. Lace-up closure. Padded collar.... more

Wright Chukka Boot

Men's Anthony Veer Wright Chukka Boot - Brown - Boots The Wright chukka boot from Anthony Veer combines a myriad of classic styles to deliver a well-rounded add to your collection. The loafer-inspired design brings a laidback quality, while the... more

Arlington Chukka Boot

Men's Warfield & Grand Arlington Chukka Boot - Brown - Casual boots Burnished Italian calfskin enriches a classic chukka boot built with cushioned arch support for superior comfort. more

Ona Rmx Waterproof Chukka Boot

Women's Sorel Ona Rmx Waterproof Chukka Boot - Natural - Ankle boots A dusting of snow is all the excuse you need to enjoy the waterproof comfort of this sneaker-style chukka boot with a grippy tread and removable fleece liner. more

Neumel Leather Shoes Chukka Boots

Women's Ugg Neumel Leather Shoes Chukka Boots - Black - Ankle boots Combining premium materials and effortless style, the Neumel is our iconic Heritage chukka. A timeless boot made of rich suede, it's lined in upcycled UGGplush wool and finished with a... more

Alto Suede Chukka Boot

Men's AllSaints Alto Suede Chukka Boot - Brown - Casual boots Contrast stitching and traditional three-hole lacing further the relaxed, wear-everywhere appeal of a suede chukka boot set on a sole of cushy crepe rubber. Lace-up style Leather upper and... more

Arlington Chukka Boot

Men's Warfield & Grand Arlington Chukka Boot - Brown - Casual boots Burnished Italian calfskin enriches a classic chukka boot built with cushioned arch support for superior comfort. more

Kenton Chukka Boot

Men's Propet Kenton Chukka Boot - Black - Casual boots The Kenton chukka boot by Propet upgrades your off-duty style. DuroCloudTM foam embedded midsole provides supreme cushioning, while high density Open Cell foam at the insole ensures superior air... more

Berkshire Lug Chukka Boot

Men's Cole Haan Berkshire Lug Chukka Boot - Brown - Casual boots A smart lug sole grounds a stylish chukka boot fitted with Grand OS Energy Foam for all-day cushioning. more

Bowery Leather Chukka Boots

Men's Frye Bowery Leather Chukka Boots - Brown - Casual boots Frye "Bowery" chukka boots in distressed leather Stacked heel Round toe Lace-up vamp Goodyear welt Padded footbed Lining: Leather Made in Mexico. more

Colton Chukka Boot

Men's Blake McKay Colton Chukka Boot - Brown - Casual boots Contrast stitching highlights the classic silhouette of a smooth leather chukka boot grounded by a cushioned, arch-supporting OrthoLite® footbed. more

Clarks(r) Corston Db Waterproof Chukka Boot

Men's Clarks(r) Corston Db Waterproof Chukka Boot - Brown - Casual boots This sleek Chukka boot is ready for all weather conditions with it's waterproof upper and cozy faux-shearling lining. The textured rubber sole provides excellent traction on... more

Otto Plain Toe Chukka Boot

Men's Nunn Bush Otto Plain Toe Chukka Boot - Black - Casual boots The classic design of the Otto plain toe chukka boot from Nunn Bush brings versatile stylings to your wardrobe. The Defender Repellant upper offers a waterproof finish, while the Memory... more

Alden For Unlined Chukka Boots

Men's J.Crew Alden For Unlined Chukka Boots - Brown - Casual boots Founded in Massachusetts by Charles H. Alden in 1884, the Alden Shoe Company is now in its fourth generation, making it the oldest shoemaker in New England. This handsome chukka is... more

Otto Plain Toe Chukka Boot

Men's Nunn Bush Otto Plain Toe Chukka Boot - Blue - Casual boots The classic design of the Otto plain toe chukka boot from Nunn Bush brings versatile stylings to your wardrobe. The Defender Repellant upper offers a waterproof finish, while the Memory... more

Chukka Boot

Men's COACH Chukka Boot - Black - Casual boots Inspired by vintage desert boots worn by the military our rugged Chukka features an EVA outsole for comfort and traction. Crafted of soft suede it's finished with smooth leather details and our Signature... more

Tilden Chukka Boot

Men's Stacy Adams Tilden Chukka Boot - Blue - Casual boots You can only up your dapper quo pairing the Tilden chukka boot by Stacy Adams with your outfit. This suede boot is highlighted with contrast welt and stitching details for a stylish look.... more

Men's Deer Stags® Warren™ Chukka Boot by Deer Stags in Wheat Nubuck (Size 13 M)

They look like dress boots yet have the comfort of your favorite pair of sneakers! Made with a memory foam insole, the Deer Stags® Warren Chukka Boot is the reliable shoe to keep you comfortable during a night out and special occasion. Synthetic... more

Astor Leather Chukka Boots

Men's Frye Astor Leather Chukka Boots - Brown - Casual boots Frye "Astor" chukka boots in premium soft leather feature a cushioned rubber sole Flat heel Round toe Lace-up vamp Comfort leather footbed Leather lining Debossed logo at side Imported Size... more