Men's Shoes › Boots › chukka boots

Men's Deer Stags® Warren™ Chukka Boot by Deer Stags in Black (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

Men's Deer Stags® Warren™ Chukka Boot by Deer Stags in Wheat Nubuck (Size 12 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

Renton Chukka Boot

Men's Crown Vintage Renton Chukka Boot - Brown - Casual boots The Renton chukka boot from Crown Vintage is a put-together yet practical footwear option. Crafted from leather for a look that improves with every wear. Leather upper. Lace-up closure.... more

Break Chukka Boots

Men's Rockport Break Chukka Boots - Brown - Casual boots The Rockport Classic Break Chukka has versatile style to get you through the day and into the evening. Premium leather or suede uppers. Lace-up closure. Soft knit fabric linings. EVA footbed and... more

® Neumel Leather Shoes Chukka Boots

Men's Ugg ® Neumel Leather Shoes Chukka Boots - Black - Casual 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 UGG®pure wool and finished with... more

Carlton Suede Chukka Boots

Men's Vince Carlton Suede Chukka Boots - Blue - Casual boots Vince "Carlton" chukka boots in exceptionally soft suede Flat heel Round moc toe Backstay pull tab Rubber outsole Lining: Leather Pull-on style Imported. more

Bushacre Chukka Boot

Men's Clarks Bushacre Chukka Boot - Brown - Casual boots Go for classic appeal in the Bushacre chukka boot from Clarks. The smooth leather upper and Ultimate Comfort footbed work together for high-quality style you can pair with any outfit. Leather or... 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

Tilden Chukka Boot

Men's Stacy Adams Tilden Chukka Boot - Black - 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

Len Chukka Boot

Men's Sandro Moscoloni Len Chukka Boot - Brown - Casual boots Showcasing broguing detailing, this Sandro Moscoloni Len chukka boot adds subtle elegance to any of your formal outfit. Made of leather, this 3-eyelet boot has almond toe, leather lining,... more

Theo Chukka Boot

Men's Thomas & Vine Theo Chukka Boot - Brown - Casual boots The Theo chukka boot from Thomas & Vine is a happy medium between casual and formal. Boasting a low-cut profile, this boot showcases 12mm Tru Comfort Foam insole that delivers cushioned... more

Neumel Logo-debossed Suede Chukka Boots

Men's Ugg Neumel Logo-debossed Suede Chukka Boots - Black - Casual boots Come winter, and we'll begin to see the long-awaited sightings of pumpkin spice lattes, puffer jackets, and, of course, beloved UGG boots. A cold-weather essential, the American... more

Devin Chukka Boot

Men's Eastland Devin Chukka Boot - Brown - Casual boots Vintage style never goes out of fashion when you've got the Devin chukka boot from Eastland. This ankle boot, lined with plush fabric, has a memory foam insole to keep you cushioned all day.... more

Livingston Chukka Boot

Men's Taft Livingston Chukka Boot - Brown - Casual boots Dare to experiment with the bold Livingston Chukka boot from Taft. Camo-printed inlays give an offbeat look to the clean leather upper of this chukka boot. Brogue accentuation elevates the style,... more

Seneca Chukka Boot

Men's Eastland Seneca Chukka Boot - Brown - Casual boots A traditional look of a camp moccasin combined with the styling of the chukka boot makes the Seneca from Eastland one great choice! Lace up this leather chukka boot with jeans or khakis for a... 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

Lornell Chukka Boot

Men's Crown Vintage Lornell Chukka Boot - Brown - Casual boots After the dog days of summer, sometimes cooler weather isn't just a want, it's a need. You're missing hot coffee, brisk mornings, and your rotation of chunky knits. You check the... more

Aldridge Chukka Boot

Men's Thomas & Vine Aldridge Chukka Boot - Brown - Casual boots The Aldridge chukka boot from Thomas & Vine is an essential footwear for casual occasions. This lace-up shoe includes an embossed suede heel for added flair and a second pair of contrast... more

Wide Width Men's Deer Stags® Warren™ Chukka Boot by Deer Stags in Black (Size 14 W)

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

Kenetrek Chukka Boots - Men's Brown 9 US Medium KE-0625-3 09.0MED

Kenetrek Chukka Boots - Men's Brown 9 US Medium KE-0625-3 09.0MED. 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

Suede Lace-up Chukka Boots

Men's Tod's Suede Lace-up Chukka Boots - Blue - Casual boots Tods mens boots. Polacco gomma leggero tf series. Shoe style: chukka boots. Vamp style: lace-up. Upper material: suede. Solematerial: rubber. Tods mens suede lace-up chukka boots. Lace-up... more

Men's Deer Stags® Bangor Chukka Boots by Deer Stags in Black (Size 12 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

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

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

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

Brewski Chukka Boot

Men's Nunn Bush Brewski Chukka Boot - Brown - Casual boots The Brewski chukka boot from Nunn Bush can stand up to whatever the day throws at you. It is equipped with Smartscent technology that controls bad odor and athletic-inspired outsole for... 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

Odell Wingtip Chukka Boots

Men's Nunn Bush Odell Wingtip Chukka Boots - Brown - Casual boots Nunn Bush brings stylish flair to a classic chukka silhouette in a striking wingtip toe and perforations for a handsome finish. Leather upper; manmade sole. 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

Theo Chukka Boot

Men's Thomas & Vine Theo Chukka Boot - Black - Casual boots The Theo chukka boot from Thomas & Vine is a happy medium between casual and formal. Boasting a low-cut profile, this boot showcases 12mm Tru Comfort Foam insole that delivers cushioned... more

® Neumel Leather Shoes Chukka Boots

Men's Ugg ® Neumel Leather Shoes Chukka Boots - Black - Casual 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 UGG®pure wool and finished with... more

Vandick Chukka Boot

Men's Sandro Moscoloni Vandick Chukka Boot - Black - 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

Chandler Weatherproof Leather Chukka Boots

Men's Allen Edmonds Chandler Weatherproof Leather Chukka Boots - Brown - Casual boots Allen Edmonds "Chandler" chukka boots in waterproof leather 360º bench welt construction for durability and stability 0.50 in / 15 mm stacked heel Round toe Laceup... 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

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

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

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

Pendleton Chukka Boots

Men's Maison Margiela Pendleton Chukka Boots - Brown - Casual boots 100% Wool, 100% Calf Leather, 100% Rubber. Made in Italy. more

Excursionist Suede Chukka Boots

Men's Peter Millar Excursionist Suede Chukka Boots - Gray - Casual boots Peter Millar "Excursionist" chukka boots in waterresistant suede with sneakerlike comfort Flat heel Round toe Laceless vamp Slipon style Leather/Rubber outsole Spot clean Made in... more