Men's J.Crew Alden For Unlined ChukkaBoots - 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
Men's Thomas & Vine Aldridge ChukkaBoot - Black - Casual boots The Aldridge chukkaboot 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
Men's Lugz Strutt Lx Chukka Work Boot - Brown - Casual boots Never underestimate this chukka work boot from Lugz. The Strutt LX boot has a memory foam cushioned footbed and a chunky slip-resistant rubber sole to keep you from sliding no matter the... more
Men's Vance Co. Jimmy ChukkaBoot - Gray - Casual boots Want to look impressive around the clock? Then choose the Jimmy chukkaboot by Vance Co. This lace-up sneaker ensures above-par comfort levels with its Tru Comfort foam insole. EVA sole stays... more
Men's Vintage Foundry Lewis ChukkaBoot - Blue - Casual boots Elevate your footwear collection with the Lewis ChukkaBoot by Vintage Foundry Co. Meticulously crafted from premium leather, these boots combine a plush EVA cushioned footbed with a... more
Men's Crown Vintage Gaspen ChukkaBoot - Green - Casual boots Transition from the weekend to the office with the Gaspen chukkaboot from Crown Vintage. This pair features a classic silhouette and is elevated by detailed craftsmanship. What they are:... more
Men's Nunn Bush Otto Plain Toe ChukkaBoot - Black - Casual boots The classic design of the Otto plain toe chukkaboot from Nunn Bush brings versatile stylings to your wardrobe. The Defender Repellant upper offers a waterproof finish, while the Memory... more
Men's Dockers Dartford ChukkaBoot - Brown - Casual boots Your casual style gets a sophisticated touch with the Dartford chukkaboot from Dockers. With its Supreme Comfort massaging footbed, moisture-wicking sock cover and a fabric lining, this boot... more
The Irish Setter Soft Paw Chukka Leather Men's Hiking Boots are rugged and comfortably casual. The Soft Paw line features updated styling with new leathers and contrast stitching. The shoes also utilize a sole platform that combines ENERG material in... more
Men's Sandro Moscoloni Vandick ChukkaBoot - Blue - Casual boots The Vandick chukkaboot 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
Men's Drew Keith ChukkaBoot - Brown - Casual boots Stay stylish without sacrificing comfort with the Keith chukkaboot from Drew. This ankle boot features a Gel System footbed and sole to absorb impact! Leather upper. Lace-up closure. Padded collar.... more
Men's Ugg Neumel Leather Shoes ChukkaBoots - Brown - 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 UGGplush wool and finished with a... more
Kenetrek ChukkaBoots - 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
Men's Crown Vintage Renton ChukkaBoot - Brown - Casual boots The Renton chukkaboot 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
These Deer Stags® Bangor ChukkaBoots 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 Vance Co. Vaughn ChukkaBoot - Black - Casual boots Opt for the Vance Co. Vaughn chukkaboot 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
Men's Nunn Bush Brewski ChukkaBoot - Brown - Casual boots The Brewski chukkaboot 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
Women's Ugg Neumel Leather Shoes ChukkaBoots - 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
Men's Dockers Dartford ChukkaBoot - Brown - Casual boots Your casual style gets a sophisticated touch with the Dartford chukkaboot from Dockers. With its Supreme Comfort massaging footbed, moisture-wicking sock cover and a fabric lining, this boot... more
Men's Carlos By Carlos Santana Corazon ChukkaBoot - Brown - Casual boots Add tailored appeal to any outfit with the Corazon chukkaboot from Carlos by Carlos Santana. A soft suede upper, breathable leather lining, and sleek 3-eye lace-up keep this... more
Men's Clarks Bushacre ChukkaBoot - Blue - Casual boots Go for classic appeal in the Bushacre chukkaboot 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
Men's Thomas & Vine Theo ChukkaBoot - Black - Casual boots The Theo chukkaboot 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
Men's BareTraps Higgins Wallaby ChukkaBoot - Brown - Casual boots The Bare Traps Higgins Wallaby chukkaboot walks the fine line between casual and formal styling. This lace-up boot includes a cushioned footbed for improved comfort and lug outsole for... more
Men's Sperry Top-Sider Newman ChukkaBoot - Brown - Casual boots It's all in the details. The stylish Newman Chukkaboot from Sperry features a classic silhouette with elevated features. Enhanced with a dark ombre color on the toe and heel as well as... more
Men's Ugg Neumel Leather Shoes ChukkaBoots - Green - 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 UGGpure wool and finished with a... more
Men's Propet Findley ChukkaBoot - Gray - Casual boots Tonal stitching and a two-lace design lend craftsman style to the Propet Findley chukkas. This iconic boot features a rubber outsole that's layered with EVA for added cushioning. Suede upper.... more
A chukkaboot is a versatile yet stylish option and these Eastland® brand boots feature hand sewn construction and quality comfort. They have memory foam comfort insoles that support and conform to feet while the shock absorbing natural rubber outsole... more
Men's Stacy Adams Tilden ChukkaBoot - Brown - Casual boots You can only up your dapper quo pairing the Tilden chukkaboot by Stacy Adams with your outfit. This suede boot is highlighted with contrast welt and stitching details for a stylish look.... more
Men's Vance Co. Vaughn ChukkaBoot - Brown - Casual boots Opt for the Vance Co. Vaughn chukkaboot 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
Durango Boot Red Dirt Rebel Square-Toe 5 inch Chukka - Men's Bark Brown 13 Medium DDB0248-13-M. It has a soft mesh lining inside and the X-treme comfort removable polyurethane footbed with memory foam. It also has a cushion flex insole fiberglass shank... more
Men's Vance Co. Austin ChukkaBoot - Black - Casual boots Smarten up your outfit with the Vance Co. Austin chukkaboot. Embossed panels on either side and cap toe subtly enhance the style, while cushioned footbed and durable outsole ensure superior... more
Men's Clarks Bushacre 3 ChukkaBoot - Brown - Casual boots If you're looking for a shoe that delivers quality and style, the men's Bushacre 3 desert boot from Clarks is a perfect match! This lace-up chukka features the brand's Extreme Comfort System,... more
Plain toe suede Chukkaboot with detailed stitching. Long lasting high density Open Cell foam breaths and allows air to circulate keeping feet naturally cool. Rubber outsole with cushioning EVA layer. Removable Footbed.FABRIC: SuedeFIT: True to... more
Men's Stacy Adams Tilden ChukkaBoot - Blue - Casual boots You can only up your dapper quo pairing the Tilden chukkaboot by Stacy Adams with your outfit. This suede boot is highlighted with contrast welt and stitching details for a stylish look.... more
Men's Steve Madden Harken ChukkaBoot - Brown - Casual boots Boasting a classic look ready to pair with favorite formal or professional looks, the Harken chukkaboot is sure to please. The contrast stitching makes for an eye-catching statement, while... more
Men's Vintage Foundry Aldwin ChukkaBoot - Brown - Casual boots Step into timeless style with the Aldwin ChukkaBoot from Vintage Foundry Co. Crafted from luxurious suede and featuring an EVA cushioned footbed along with a durable rubber sole, these... more
These Deer Stags® Bangor ChukkaBoots 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
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