Men's Shoes › chukka boots

Theo Chukka Boot

Men's Børn Theo Chukka Boot - Brown - Casual boots Handcrafted of full-grain leather using signature Opanka construction for a flexible fit, this sporty chukka boot is sure to become your everyday go-to. 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

Clarks(r) Wallabee Chukka Boot

Men's Clarks(r) Wallabee Chukka Boot - Black - Casual boots A classic crepe-rubber sole grounds a chunky leather chukka boot complete with a smartly stitched toe. 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

Wilson Chukka Boot

Men's Anthony Veer Wilson Chukka Boot - Black - Casual boots Your smart looks get a touch of elegance with the Wilson Chukka boot by Anthony Veer. This leather boot is improved with the Goodyear welt construction, leather lining and cushioned Ortholite... more

Fremont Chukka Boot

Men's Gordon Rush Fremont Chukka Boot - Black - 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

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

ugg(r) Neumel Chukka Boot

Men's ugg(r) Neumel Chukka Boot - Black - Casual boots Naturally breathable UGGpure or UGGplush faux fur lines a classic chukka boot grounded by a lugged sole. Well cushioned, it works well indoors as a slipper, too. UGGpure is a textile made entirely... more

Men's Deer Stags® Bangor Chukka Boots by Deer Stags in Red Wood (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

Papakū 'ili Waterproof Chukka Boot

Men's Olukai Papakū 'ili Waterproof Chukka Boot - Black - 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

Livingston Chukka Boot

Men's Taft Livingston Chukka Boot - Black - Casual boots Keep your look distinguished with the Livingston chukka boot from Taft. A wingtip toe with brogue accentuation creates a tasteful look to the leather and wool boot, made cozy with a cushioned... 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

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

Hestonn Chukka Boot

Men's Steve Madden Hestonn Chukka Boot - Brown - Casual boots The Hestonn chukka boot from Steve Madden flaunts classic appeal that adds timeless style to your wardrobe. Featuring a burnished leather upper with contrasting stitching, this lace-up... more

Kenetrek Chukka Boots - Men's Brown 14 US Medium KE-0625-3 14.0MED

Kenetrek Chukka Boots - Men's Brown 14 US Medium KE-0625-3 14.0MED. 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

Kenetrek Chukka Boots - Men's Brown 12 US Medium KE-0625-3 12.0MED

Kenetrek Chukka Boots - Men's Brown 12 US Medium KE-0625-3 12.0MED. 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 Deer Stags® Bangor Chukka Boots by Deer Stags in Red Wood (Size 13 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

Seneca Camp Moc Chukka Boot

Men's Eastland Seneca Camp Moc Chukka Boot - Brown - Casual boots Crafted from premium leather, this classic chukka boot is hand-sewn with a memory foam footbed and slip-resistant outsole for both city and outdoor wear. more

Clarks(r) Wallabee Chukka Boot

Men's Clarks(r) Wallabee Chukka Boot - Brown - Boots A durable crepe rubber sole grounds a classic chukka boot done in a retro checked suede with perforations on the footbed for ventilation. Leather upper and lining/synthetic sole Made in Portugal. more

Dixon Chukka Boot

Men's Blake McKay Dixon Chukka Boot - Black - Casual boots Premium suede lends old-world charm to this water-repellent Chukka boot with breathable linings and a cushy antimicrobial insole for all-day comfort. 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

Excursionist Suede Chukka Boots

Men's Peter Millar Excursionist Suede Chukka Boots - Brown - Casual boots Peter Millar "Excursionist" chukka boots in waterresistant suede feature a laceless design Chunky heel Round toe Crown Seal pull tab at backstay Pullon style Spot clean Made in... 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

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

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

Bushacre Chukka Boot

Men's Clarks Bushacre Chukka Boot - Blue - 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

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

Jack Chukka Boot

Men's Eastland Jack Chukka Boot - Brown - Casual boots Burnished leather and a streamlined silhouette add modern sophistication to a versatile chukka boot designed with optimal cushioning and a flexible sole. more

Theo Chukka Boot

Men's Børn Theo Chukka Boot - Blue - Casual boots Handcrafted of full-grain leather using signature Opanka construction for a flexible fit, this sporty chukka boot is sure to become your everyday go-to. more

Aldwin Chukka Boot

Men's Vintage Foundry Aldwin Chukka Boot - Brown - Casual boots Step into timeless style with the Aldwin Chukka Boot from Vintage Foundry Co. Crafted from luxurious suede and featuring an EVA cushioned footbed along with a durable rubber sole, these... 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

Varick Leather Chukka Boot

Men's John Varvatos Varick Leather Chukka Boot - Black - Casual boots A smooth leather construction enhances the dapper look of this chukka boot styled with a fabric heel loop for easy entry. Leather upper, lining and sole Made in Portugal. 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

Kent Chukka Boot

Men's Barbour Kent Chukka Boot - Brown - Casual boots A suede desert boot stays grounded by a branded traction sole and features arch support for daylong comfort. Removable insole Leather upper/textile lining/synthetic sole Made in Portugal. 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