Best Seller
Trask Men's Brady Chukka Boot, Saddle Tan, 8.5 M US

Trask Men's Brady Chukka Boot, Saddle Tan, 8.5 M US

A softer take on an iconic style, crafted of hand-selected premium leathers, including horween oiled american steer with a rugged character that gains richness with wear, horween chromexcel american bison, norwegian elk, italian suede that’s waxed and... more

$136.64

FREE shipping

go to store
Trask Men's Brady Chukka Boot, Saddle Tan, 9.5 M US

Trask Men's Brady Chukka Boot, Saddle Tan, 9.5 M US

A softer take on an iconic style, crafted of hand-selected premium leathers, including horween oiled american steer with a rugged character that gains richness with wear, horween chromexcel american bison, norwegian elk, italian suede that’s waxed and... more

$185.99

FREE shipping

go to store
Best Seller
Trask Men's Brady Chukka Boot, Saddle Tan, 11.5 M US

Trask Men's Brady Chukka Boot, Saddle Tan, 11.5 M US

A softer take on an iconic style, crafted of hand-selected premium leathers, including horween oiled american steer with a rugged character that gains richness with wear, horween chromexcel american bison, norwegian elk, italian suede that’s waxed and... more

$131.95

FREE shipping

go to store
Frye Jones Chukka (Taupe Soft Italian Nubuck) Men's Boots

Frye Jones Chukka (Taupe Soft Italian Nubuck) Men's Boots

The casually refined Frye Jones Chukka easily complements your relaxed weekend style. Well-crafted oiled suede or vintage veg tan leather upper. Leather type stated in color name. Traditional lace-up with waxed laces. Goodyear welt construction for... more

$328.00 $119.99

go to store
Frye Jones Chukka (Taupe Soft Italian Nubuck) Men's Boots

Frye Jones Chukka (Taupe Soft Italian Nubuck) Men's Boots

The casually refined Frye Jones Chukka easily complements your relaxed weekend style. Well-crafted oiled suede or vintage veg tan leather upper. Leather type stated in color name. Traditional lace-up with waxed laces. Goodyear welt construction for... more

$328.00 $119.99

go to store
Frye Jones Chukka (Ash Soft Italian Nubuck) Men's Boots

Frye Jones Chukka (Ash Soft Italian Nubuck) Men's Boots

The casually refined Frye Jones Chukka easily complements your relaxed weekend style. Well-crafted oiled suede or vintage veg tan leather upper. Leather type stated in color name. Traditional lace-up with waxed laces. Goodyear welt construction for... more

$328.00 $197.99

go to store
Frye Will Chukka (Copper Pressed Full Grain) Men's Boots

Frye Will Chukka (Copper Pressed Full Grain) Men's Boots

The Frye Will Chukka offers a clean relaxed style that will match perfectly with casual Fridays and weekend events. Pressed full grain Italian leather or oiled Italian suede upper. Leather type stated in color name. Features Goodyear welt craftsmanship... more

$328.00

go to store

Zappos.com

(425,000+)
Frye Will Chukka (Khaki Oiled Suede) Men's Boots

Frye Will Chukka (Khaki Oiled Suede) Men's Boots

The Frye Will Chukka offers a clean relaxed style that will match perfectly with casual Fridays and weekend events. Pressed full grain Italian leather or oiled Italian suede upper. Leather type stated in color name. Features Goodyear welt craftsmanship... more

$328.00

go to store

Zappos.com

(425,000+)
Frye Will Chukka (Khaki Oiled Suede) Men's Boots

Frye Will Chukka (Khaki Oiled Suede) Men's Boots

The Frye Will Chukka offers a clean relaxed style that will match perfectly with casual Fridays and weekend events. Pressed full grain Italian leather or oiled Italian suede upper. Leather type stated in color name. Features Goodyear welt craftsmanship... more

$328.00

go to store

Zappos.com

(425,000+)
Hugo Men's Boheme Water-Resistant Suede Desert Boots - Blue 11

Hugo Men's Boheme Water-Resistant Suede Desert Boots - Blue 11

Rich Italian suede leather creates the luxurious texture of these handsome chukka boots with a water-resistant finish from Hugo Boss. more

$245.00

FREE shipping

go to store
Hugo Men's Boheme Water-Resistant Suede Desert Boots - Blue 10

Hugo Men's Boheme Water-Resistant Suede Desert Boots - Blue 10

Rich Italian suede leather creates the luxurious texture of these handsome chukka boots with a water-resistant finish from Hugo Boss. more

$245.00

FREE shipping

go to store
Hugo Men's Boheme Water-Resistant Suede Desert Boots - Blue 13

Hugo Men's Boheme Water-Resistant Suede Desert Boots - Blue 13

Rich Italian suede leather creates the luxurious texture of these handsome chukka boots with a water-resistant finish from Hugo Boss. more

$245.00

FREE shipping

go to store
Lambertson Truex Shoes | Lambertson Truex Italian Mens Suede Chukka Boots | Color: Brown | Size: 12

Lambertson Truex Shoes | Lambertson Truex Italian Mens Suede Chukka Boots | Color: Brown | Size: 12

Lambertson Truex Dark Brown Short Suede Laced Boots. Mens Size 12 Classic Tl Aqua Leather Lining. An Exquisite Chills For The Refined Dresser. A Savvy Shopper Catches A Deal Here For A Classic Addition To Your Closet To Wear Casually Or To Work! more

$245.00

go to store
Novato Chukka Boot - Black - Vince Boots

Novato Chukka Boot - Black - Vince Boots

Vince Novato Chukka Boot - Creamy suede defines a smart Italian chukka boot featuring an arch support footbed for all-day comfort. Round toe. Lace-up vamp closure. Cushioned footbed with arch support. Made in Italy. Suede upper, leather lining, rubber... more

$350.00 $70.00

go to store
Frye Shoes | New Frye Mens Arden Chukka Boots Brown Suede Sz 9 | Color: Brown | Size: 9

Frye Shoes | New Frye Mens Arden Chukka Boots Brown Suede Sz 9 | Color: Brown | Size: 9

These Classic Chukka Boots Are Well-Made And Stylish, With An Upper Made From Italian Leather. They Also Feature Rawhide Leather Laces And A Crepe Outsole. more

$65.00

go to store
Sam Chukka - Black - Frye Boots

Sam Chukka - Black - Frye Boots

Frye Sam Chukka - The Frye Sam Chukka offers a clean handsome style that easily complements outfits for the office and more casual events. High-quality Italian calf suede upper. Leather has been chrome tanned in the UK and oiled for a casual feel that... more

$298.00 $240.00

go to store
Men's Bruno Magli Chavez Italian Suede Chukka Boot - Cognac Suede Boots

Men's Bruno Magli Chavez Italian Suede Chukka Boot - Cognac Suede Boots

Free Shipping on All Products

A soft Italian suede upper creates a breathtaking makeover in the classic Chavez chukka boot from Bruno Magli. Italian suede upper 1-inch heel Natural leather welt Snip toe Lace-up closure Italian nappa leather lining Natural plantation crepe rubber... more

$215.95

FREE shipping

go to store

shoes.com

(175,000+)
1818 Footwear Lug-sole Leather Chukka Boots - Blue - Brooks Brothers Boots

1818 Footwear Lug-sole Leather Chukka Boots - Blue - Brooks Brothers Boots

Brooks Brothers 1818 Footwear Lug-sole Leather Chukka Boots - The 1818 Footwear Collection combines Italian craftsmanship, the finest materials and timeless designs to produce versatile, comfortable shoes that form a solid foundation for the polished... more

$298.00

go to store
Men's Mark Nason Los Angeles Shogun Smokewood Chukka Boot - Navy Boots

Men's Mark Nason Los Angeles Shogun Smokewood Chukka Boot - Navy Boots

Free Shipping on All Products

Smooth detailed style and enhanced comfort rules the land in the Mark Nason Los Angeles Shogun - Smokewood Chukka Boot. Smooth premium Italian leather upper in a two eye lace up ankle height chukka sneaker boot with vulcanized midsole and Memory Foam... more

$109.95

FREE shipping

go to store

shoes.com

(175,000+)
Men's Mark Nason Los Angeles Shogun Smokewood Chukka Boot - Burgundy Boots

Men's Mark Nason Los Angeles Shogun Smokewood Chukka Boot - Burgundy Boots

Free Shipping on All Products

Smooth detailed style and enhanced comfort rules the land in the Mark Nason Los Angeles Shogun - Smokewood Chukka Boot. Smooth premium Italian leather upper in a two eye lace up ankle height chukka sneaker boot with vulcanized midsole and Memory Foam... more

$109.95

FREE shipping

go to store

shoes.com

(175,000+)
Mark Nason Mens Shogun Smokewood

Mark Nason Mens Shogun Smokewood

Smooth detailed style and enhanced comfort rules the land in the Mark Nason Los Angeles Shogun - Smokewood boot. Smooth premium Italian leather upper in a two eye lace up ankle height chukka sneaker boot with vulcanized midsole and Memory Foam Lux insole. more

$85.00

FREE shipping

go to store
Mark Nason Mens Shogun Smokewood

Mark Nason Mens Shogun Smokewood

Smooth detailed style and enhanced comfort rules the land in the Mark Nason Los Angeles Shogun - Smokewood boot. Smooth premium Italian leather upper in a two eye lace up ankle height chukka sneaker boot with vulcanized midsole and Memory Foam Lux insole. more

$89.95

FREE shipping

go to store
Mark Nason Mens Shogun Smokewood

Mark Nason Mens Shogun Smokewood

Smooth detailed style and enhanced comfort rules the land in the Mark Nason Los Angeles Shogun - Smokewood boot. Smooth premium Italian leather upper in a two eye lace up ankle height chukka sneaker boot with vulcanized midsole and Memory Foam Lux insole. more

$89.95

FREE shipping

go to store
KURU Men's Aalto Chukka Boot Leather Plantar Fasciitis Shoes - Brown

KURU Men's Aalto Chukka Boot Leather Plantar Fasciitis Shoes - Brown

Alvar Aalto, one of the most influential Finnish designers, taught 'We should work for simple, good, undecorated things...but things which are in harmony with the human being.' With a nod to this Scandinavian design ethos, the Aalto Chukka is an... more

$87.00

go to store
KURU Mens Aalto Chukka Boot Leather Plantar Fasciitis Shoes - Brown

KURU Mens Aalto Chukka Boot Leather Plantar Fasciitis Shoes - Brown

Alvar Aalto, one of the most influential Finnish designers, taught 'We should work for simple, good, undecorated things...but things which are in harmony with the human being.' With a nod to this Scandinavian design ethos, the Aalto Chukka is an... more

$87.00

go to store
Georgia Men's Farm & Ranch Chukka Work Boots - Barracuda Gold, Size 9 Wide, Model GB1222

Georgia Men's Farm & Ranch Chukka Work Boots - Barracuda Gold, Size 9 Wide, Model GB1222

These Georgia Farm & Ranch Chukka work boots are ideal for accomplishing daily tasks on the farm. The uppers are built with rugged SPR full-grain leather, which resists caustic chemicals and barnyard acids and is much stronger than traditional... more

$124.99

FREE shipping

go to store
Georgia Men's Farm & Ranch Chukka Work Boots - Barracuda Gold, Size 9 1/2 Wide, Model GB1222

Georgia Men's Farm & Ranch Chukka Work Boots - Barracuda Gold, Size 9 1/2 Wide, Model GB1222

These Georgia Farm & Ranch Chukka work boots are ideal for accomplishing daily tasks on the farm. The uppers are built with rugged SPR full-grain leather, which resists caustic chemicals and barnyard acids and is much stronger than traditional... more

$124.99

FREE shipping

go to store
KURU Men's Aalto Chukka Boot Leather Plantar Fasciitis Shoes - Brown

KURU Men's Aalto Chukka Boot Leather Plantar Fasciitis Shoes - Brown

Alvar Aalto, one of the most influential Finnish designers, taught 'We should work for simple, good, undecorated things...but things which are in harmony with the human being.' With a nod to this Scandinavian design ethos, the Aalto Chukka is an... more

$87.00

go to store
Italian Military Surplus Canvas Gaiters 2 Pairs New, Grey

Italian Military Surplus Canvas Gaiters 2 Pairs New, Grey

Blaze the backcountry with no fear of brambles, thorns and whippy weeds. Keep boots free of debris, too. Armor up with these well-made Gaiters. Includes 2 sets so you'll have a spare. Olive Drab heavyweight canvas body Elastic cuff at top Leather at... more

$19.99 $5.59

go to store
Fin & Feather Men's Chukka Brown Boot 13 E

Fin & Feather Men's Chukka Brown Boot 13 E

*Footwear designed to take you off the trail where the going can be treacherous *Tumbled full grain leather upper *Multi-layer CUSH-N-EEZ® construction for added stability and shock-absorbency *Velvet-eez® cushioned innersole *DRI-LEX® two-zone comfort... more

$125.95

FREE shipping

go to store

ShoeMall.com

(50,000+)
Work America Men's Work Chukka Black Boot 13 E

Work America Men's Work Chukka Black Boot 13 E

*WORK AMERICA's premium leather chukka is sturdy enough to hold up to rugged work conditions, yet comfortable enough for long hours on your feet *Premium leather upper *CUSH-N-CREPE Forward Glide® tapered sole is designed to enhance your natural... more

$114.95

FREE shipping

go to store

ShoeMall.com

(50,000+)
Justin Boots Justin Men's Casual Moc Toe Chukka Boots, 9.5d, Dark Brown

Justin Boots Justin Men's Casual Moc Toe Chukka Boots, 9.5d, Dark Brown

Kick back and relax in these Waxy Dark Brown Driver Moc Chukka Boots. Crafted with care and made for comfort, the rugged leather gives them a lived-in look. The leather laces are durable to everyday wear and tear and the traditional moccasin toe... more

$79.99

go to store
Mens Spring Step Men Mathias Chukka Boots - Black Black

Mens Spring Step Men Mathias Chukka Boots - Black Black

The Spring Step Mens Mathias ankle boots showcase a leather lace up chukka boot style with contrasting leather, a rounded toe, and leather heel piece detail. They feature metal eyelets, durable cotton waxed laces, soft textile lining, a removable... more

$99.99

go to store

Boscov's

(50,000+)
Men's Adolfo Morris Men's Chukka Boots 7.5 Black Medium Leather

Men's Adolfo Morris Men's Chukka Boots 7.5 Black Medium Leather

Classic men's chukka boots with leather sock and lining look equally great with a pair of jeans as they would with chinos or slacks Size: 7.5. Color: Black. Gender: Male. Age Group: Adult. more

$135.00 $37.99

FREE shipping

go to store
Trask Men's Brady Chukka Boot, Bourbon, 9 M US

Trask Men's Brady Chukka Boot, Bourbon, 9 M US

A softer take on an iconic style, crafted of hand-selected premium leathers, including horween oiled american steer with a rugged character that gains richness with wear, horween chromexcel american bison, norwegian elk, italian suede that’s waxed and... more

$120.75

FREE shipping

go to store
Frye Jones Chukka (Ash Soft Italian Nubuck) Men's Boots

Frye Jones Chukka (Ash Soft Italian Nubuck) Men's Boots

The casually refined Frye Jones Chukka easily complements your relaxed weekend style. Well-crafted oiled suede or vintage veg tan leather upper. Leather type stated in color name. Traditional lace-up with waxed laces. Goodyear welt construction for... more

$328.00 $197.99

go to store
Frye Jones Chukka (Ash Soft Italian Nubuck) Men's Boots

Frye Jones Chukka (Ash Soft Italian Nubuck) Men's Boots

The casually refined Frye Jones Chukka easily complements your relaxed weekend style. Well-crafted oiled suede or vintage veg tan leather upper. Leather type stated in color name. Traditional lace-up with waxed laces. Goodyear welt construction for... more

$328.00 $197.99

go to store
Frye Jones Chukka (Taupe Soft Italian Nubuck) Men's Boots

Frye Jones Chukka (Taupe Soft Italian Nubuck) Men's Boots

The casually refined Frye Jones Chukka easily complements your relaxed weekend style. Well-crafted oiled suede or vintage veg tan leather upper. Leather type stated in color name. Traditional lace-up with waxed laces. Goodyear welt construction for... more

$328.00 $119.99

go to store
Frye Jones Chukka (Taupe Soft Italian Nubuck) Men's Boots

Frye Jones Chukka (Taupe Soft Italian Nubuck) Men's Boots

The casually refined Frye Jones Chukka easily complements your relaxed weekend style. Well-crafted oiled suede or vintage veg tan leather upper. Leather type stated in color name. Traditional lace-up with waxed laces. Goodyear welt construction for... more

$328.00 $119.99

go to store
Frye Jones Chukka (Taupe Soft Italian Nubuck) Men's Boots

Frye Jones Chukka (Taupe Soft Italian Nubuck) Men's Boots

The casually refined Frye Jones Chukka easily complements your relaxed weekend style. Well-crafted oiled suede or vintage veg tan leather upper. Leather type stated in color name. Traditional lace-up with waxed laces. Goodyear welt construction for... more

$328.00 $119.99

go to store

More information about Men's Shoes

Best prices on Italian leather chukka boot 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.