Best Seller
Austin Chukka Boot

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

$265.00 $174.90

FREE shipping

go to store
Fremont Chukka Boot

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

$265.00 $174.90

FREE shipping

go to store
Best Seller
Strasacco Chukka Lace-up Shoes

Strasacco Chukka Lace-up Shoes

Men's Marsèll Strasacco Chukka Lace-up Shoes - Brown - Lace-ups Dimensions: Heel: 1cm, Sole: 1cm 100% Deer Leather, 100% Calf Leather. Made in Italy. more

$457.82

FREE shipping

go to store
Paonia Desert Chukka Boot

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

$139.99

FREE shipping

go to store
Higgins Wallaby Chukka Boot

Higgins Wallaby Chukka Boot

Men's BareTraps Higgins Wallaby Chukka Boot - Brown - Casual boots The Bare Traps Higgins Wallaby chukka boot 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

$99.99

FREE shipping

go to store
Wide Width Men's Findley Chukka Boots by Propet in Tan (Size 15 W)

Wide Width Men's Findley Chukka Boots by Propet in Tan (Size 15 W)

Plain toe leather Chukka boot 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.FABRIC: Leather UpperRemovable footbedDetailes... more

$134.99

go to store
Jack Chukka Boot

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

$125.00

FREE shipping

go to store
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

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

$155.00

FREE shipping

go to store
Durango Boot Red Dirt Rebel Square-Toe 5 inch Chukka - Men's Bark Brown 11 Medium DDB0248-11-M

Durango Boot Red Dirt Rebel Square-Toe 5 inch Chukka - Men's Bark Brown 11 Medium DDB0248-11-M

Durango Boot Red Dirt Rebel Square-Toe 5 inch Chukka - Men's Bark Brown 11 Medium DDB0248-11-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

$141.50

FREE shipping

go to store
ugg(r) Burleigh Chukka

ugg(r) Burleigh Chukka

Men's ugg(r) Burleigh Chukka - Brown - Casual boots Grippy treads support a waterproof suede Chukka boot lined with a wool-rich moisture-wicking textile crafted to feel and wear like genuine shearling. more

$160.00

FREE shipping

go to store
Gaspen Chukka Boot

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

$59.99

go to store
Pendleton Chukka Boots

Pendleton Chukka Boots

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

$1,058.01 $624.40

FREE shipping

go to store
Odell Wingtip Chukka Boots

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

$99.99

FREE shipping

go to store
The Livingston Chukka Boot

The Livingston Chukka Boot

Men's Taft The Livingston Chukka Boot - Brown - Casual boots Soft felted fabric is surrounded by smooth leather on this versatile chukka boot that brings sophisticated style to any ensemble. 4" shaft Lace-up style Cushioned footbed Leather upper and... more

$295.00

FREE shipping

go to store
Clarks(r) Wallabee Chukka Boot

Clarks(r) Wallabee Chukka Boot

Men's Clarks(r) Wallabee Chukka Boot - Brown - Casual boots A pebbly crepe-rubber sole grounds an iconic leather chukka boot complete with a smartly stitched toe and tonal fobs. more

$180.00

FREE shipping

go to store
Clarks(r) Corston Db Waterproof Chukka Boot

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

$169.95

FREE shipping

go to store
Papakū 'ili Waterproof Chukka Boot

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

$160.00

FREE shipping

go to store
Clarks(r) Wallabee Chukka Boot

Clarks(r) Wallabee Chukka Boot

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

$170.00

FREE shipping

go to store
Alden For Unlined Chukka Boots

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

$696.00

go to store
Readhead Chukka Boot

Readhead Chukka Boot

Men's Barbour Readhead Chukka Boot - Brown - Casual boots Burnished leather elevates a versatile chukka boot in a clean, classic silhouette. more

$220.00

FREE shipping

go to store
Clarks(r) Wallabee Water Resistant Chukka Boot

Clarks(r) Wallabee Water Resistant Chukka Boot

Men's Clarks(r) Wallabee Water Resistant Chukka Boot - Natural - Casual boots A durable crepe outsole enhances the comfort of a water-resistant chukka boot shaped from supple suede with meticulously stitched trim. more

$160.00

FREE shipping

go to store
Everyday Chukka Boot

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

$227.99

FREE shipping

go to store
Durango Boot Red Dirt Rebel Square-Toe 5 inch Chukka - Men's Bark Brown 10.5 Wide DDB0248-105-W

Durango Boot Red Dirt Rebel Square-Toe 5 inch Chukka - Men's Bark Brown 10.5 Wide DDB0248-105-W

Durango Boot Red Dirt Rebel Square-Toe 5 inch Chukka - Men's Bark Brown 10.5 Wide DDB0248-105-W. 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... more

$141.50

FREE shipping

go to store
Clarks(r) Torhill Hi Chukka Boot

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

$130.00

FREE shipping

go to store
Kent Chukka Boot

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

$180.00

FREE shipping

go to store
Chukka Boot

Chukka Boot

Men's Taft Chukka Boot - Brown - Casual boots Minimal detailing brings maximum versatility to a wardrobe-staple chukka boot shaped from rich pebbled leather. Lace-up style Leather upper and lining/rubber sole Made in Spain. more

$295.00

FREE shipping

go to store
Devin Chukka Boot

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

$89.99

FREE shipping

go to store
Livingston Chukka Boot

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

$294.99

FREE shipping

go to store
Navi Water Resistant Chukka Boot

Navi Water Resistant Chukka Boot

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

$139.95

FREE shipping

go to store
Berkshire Lug Chukka Boot

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

$240.00

FREE shipping

go to store
Chandler Chukka Boot

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

$475.00

FREE shipping

go to store
Alder Chukka Boot

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

$165.00 $119.90

FREE shipping

go to store
Hamilton Wingtip Waterproof Chukka Boot

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

$495.00

FREE shipping

go to store
Papakū 'ili Waterproof Chukka Boot

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

$160.00

FREE shipping

go to store
Corazon Chukka Boot

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

$153.99

FREE shipping

go to store
Charleroi Chukka Boot

Charleroi Chukka Boot

Men's ALDO Charleroi Chukka Boot - Brown - Casual boots You can count on the Aldo Charleroi chukka boot to keep you in style. The ankle boot, made with leather, has a rubber sole for reliable comfort and support. A gentle heel gives you that elevated... more

$159.99

FREE shipping

go to store
X Herschel Authentic Original Waterproof Chukka

X Herschel Authentic Original Waterproof Chukka

Men's Sperry Top-Sider X Herschel Authentic Original Waterproof Chukka - Brown - Casual boots Molded Wave-SipingTM and a waterproof upper will keep feet grounded, while a recycled-wool-blend lining keeps feet warm in this special-edition Herschel chukka. more

$160.00 $112.00

FREE shipping

go to store
Theo Chukka Boot

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

$130.00

FREE shipping

go to store
Bushacre Chukka Boot

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

$89.99

FREE shipping

go to store
Strutt Lx Chukka Work Boot

Strutt Lx Chukka Work Boot

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

$79.99

FREE shipping

go to store

More information about Men's Shoes

Best prices on Chukka sneaker, Brown in Men's Shoes online. Visit Bizrate to find the best deals on top brands. Read reviews on Clothing & Accessories merchants and buy with confidence.