Men's Shoes › chukka boots

Banks Chukka Boot

Men's Thomas & Vine Banks Chukka Boot - Black - Casual boots Get the trend-right look with the Banks chukka boot by Thomas & Vine. This ankle boot made using genuine leather keeps you cozy with a Tru Comfort foam insole. An Extralight EVA sole keeps... more

Corazon Chukka Boot

Men's Carlos By Carlos Santana Corazon Chukka Boot - Natural - Casual boots Add tailored appeal to any outfit with the Corazon chukka boot from Carlos by Carlos Santana. A soft suede upper, breathable leather lining, and sleek 3-eye lace-up keep this... more

Austin Chukka Boot

Men's Gordon Rush Austin Chukka Boot - Brown - Casual boots Elevate your work-to-weekend look in this refined Italian-leather chukka boot featuring Blake stitch construction, breathable lining and an Ortho Lite® insole. 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

Men's Deer Stags® Bangor Chukka Boots by Deer Stags in Black (Size 16 M)

These Deer Stags® Bangor Chukka Boots get an upgrade with contrast stitching and a crepe-like grippy bottom, great for formal and casual situations. Soft fabric linings help to wick moisture and keep your feet cool. Faux leatherContrast... 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

Norton Chukka Boot

Men's Dockers Norton Chukka Boot - Brown - Casual boots Add a hint of classic flair to your ensemble with the Norton chukka boot from Dockers. This lace-up boot features Supreme Comfort massaging EVA footbed to provide enhanced foot support and a... more

Attleboro Chukka Boot

Men's Timberland Attleboro Chukka Boot - Black - Casual boots Step out in handsome style with the Attleboro Chukka boot from Timberland. Crafted from premium Timberland leather upper for long-term wear, this boot comes with steel shank for enhanced... more

Maplewood Chukka Boot

Men's Dr. Scholls Maplewood Chukka Boot - Black - Formal boots Lend a sophisticated touch to your style with the Try Dr. Scholl's Maplewood chukka boot. The lace-up boot promotes sustainability with its lining partially crafted using recycled plastic... more

Navi Water Resistant Chukka Boot

Men's TOMS Navi Water Resistant Chukka Boot - Black - Casual boots Perfect for both casual and active wear, this chukka boot features a water-resistant leather upper and a cushioned insole. 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

Men's Deer Stags® Bangor Chukka Boots by Deer Stags in Black (Size 14 M)

These Deer Stags® Bangor Chukka Boots get an upgrade with contrast stitching and a crepe-like grippy bottom, great for formal and casual situations. Soft fabric linings help to wick moisture and keep your feet cool. Faux leatherContrast... more

Camron Chukka Boot

Men's Dune Camron Chukka Boot - Brown - Casual boots Smarten up your daily look with a classic chukka boot crafted from luxe leather and grounded by a contemporary wedge sole with cleated traction. more

Cairngorm Chukka Boot

Men's Barbour Cairngorm Chukka Boot - Black - Casual boots Lightly weathered leather elevates a waterproof chukka boot in a classic silhouette. more

Gomma Chukka Boot

Men's Tod's Gomma Chukka Boot - Brown - Casual boots The brand's monogram is artfully, subtly etched into the suede of this luxurious chukka boot classic in every way but for the pebbled-tread sole. Lace-up style Leather upper and lining/rubber sole... more

Vaughn Chukka Boot

Men's Vance Co. Vaughn Chukka Boot - Black - Casual boots Opt for the Vance Co. Vaughn chukka boot that goes well with your off-duty style as well as party looks. Rendered in soft vegan synthetic, this boot displays embossed accents for an interesting... more

Dartford Chukka Boot

Men's Dockers Dartford Chukka Boot - Brown - Casual boots Your casual style gets a sophisticated touch with the Dartford chukka boot from Dockers. With its Supreme Comfort massaging footbed, moisture-wicking sock cover and a fabric lining, this boot... more

Bridgeport 2 Chukka Boot

Men's Hush Puppies Bridgeport 2 Chukka Boot - Brown - Casual boots Authentic style and hug-like comfort technology are why you should opt the Hush Puppies Bridgeport 2 chukka boot. Apart from these, this ankle boot comes with feel-good suede, extended... more

Neumel Leather Shoes Chukka Boots

Women's Ugg Neumel Leather Shoes Chukka Boots - Purple - 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... more

Jack Chukka Boot

Men's Eastland Jack Chukka Boot - Brown - Casual boots Add a rugged distinction to your street-ready attire with this Eastland Jack chukka boot. Rendered in durable full grain leather, this lace-up boot has Active Memory Foam cushioned insole for... more

Side Zip Leather Chukka Boots

Men's Karl Lagerfeld Side Zip Leather Chukka Boots - Brown - Casual boots Karl Lagerfeld Paris chukka boots in box leather 1.25 in / 30 mm stacked heel Round toe Laceup vamp Side zip eases on and off Pulltab at backstay Embossed metal ring at backstay... more

Chandler Chukka Boot

Men's Allen Edmonds Chandler Chukka Boot - Brown - Casual boots Premium, finely napped suede elevates a classic chukka boot handcrafted with a comfortable cork insole, durable bench welt and rubber grip sole. 360o welt construction for durability and... more

Alder Chukka Boot

Men's Blake McKay Alder Chukka Boot - Brown - 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

Harken Chukka Boot

Men's Steve Madden Harken Chukka Boot - Black - Casual boots Boasting a classic look ready to pair with favorite formal or professional looks, the Harken chukka boot is sure to please. The contrast stitching makes for an eye-catching statement, while... more

Paonia Desert Chukka Boot

Men's Chaco Paonia Desert Chukka Boot - Green - 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

George Chukka Boot

Men's Anthony Veer George Chukka Boot - Brown - Casual boots Accent a formal or professional look with the laidback George chukka boot from Anthony Veer. This leather pair sports an OrthoLite footbed for added comfort. Suede upper. Lace-up closure.... more

Everyday Chukka Boot

Men's Nisolo Everyday Chukka Boot - Brown - 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

Corazon Chukka Boot

Men's Carlos By Carlos Santana Corazon Chukka Boot - Brown - Casual boots Add tailored appeal to any outfit with the Corazon chukka boot from Carlos by Carlos Santana. A soft suede upper, breathable leather lining, and sleek 3-eye lace-up keep this... more

Clarks(r) Clarks® Desert Chukka Boot

Men's Clarks(r) Clarks® Desert Chukka Boot - Black - Desert boots Hearty suede and a smart Goodyear welt mean lasting style in this timeless chukka boot with versatile appeal. more

Jack Chukka Boot

Men's Eastland Jack Chukka Boot - Brown - Casual boots The Jack chukka boot from Eastland will be perfect for your day-to-day lifestyle. This lace-up features a full grain leather upper and a Memory Foam insole that will leave you with daylong comfort!... more

Hamilton Wingtip Waterproof Chukka Boot

Men's Allen Edmonds Hamilton Wingtip Waterproof Chukka Boot - Brown - Casual boots A waterproof finish and all-weather Dainite sole make this cap-toe boot truly durable, and traditional brouging adds class to this dress-casual style. more

Papakū 'ili Waterproof Chukka Boot

Men's Olukai Papakū 'ili Waterproof Chukka Boot - Brown - Casual boots This waterproof-leather chukka boot will be a cold-weather go-to thanks to its plush quilted lining and a Wet Grip rubber sole providing superior traction. more

Fremont Chukka Boot

Men's Gordon Rush Fremont Chukka Boot - Brown - Casual boots A supple suede upper and plain toe distinguish a refined chukka boot set on a well-cushioned footbed and lightweight sole for long-lasting comfort. more

Raleigh Xc Flex Chukka Boot

Men's Johnston & Murphy Raleigh Xc Flex Chukka Boot - Brown - Casual boots Memory foam cushioning and XC Flex construction yield versatile comfort in a sleek chukka boot crafted from rich, full-grain leather. Moisture-wicking fabric engineered for... 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

Gaspen Chukka Boot

Men's Crown Vintage Gaspen Chukka Boot - Brown - Casual boots Transition from the weekend to the office with the Gaspen chukka boot from Crown Vintage. This pair features a classic silhouette and is elevated by detailed craftsmanship. What they are:... 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