Chukka - Guys Boots

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Eastland 1955 Edition
$110.00

The Seneca Camp Moc Chukka Boot from Eastland is a camp moc classic in a five-eye chukka for weekends at the lake or everyday ramb...ling. Smooth leather upper features handsewn true moc construction that wraps your foot in comfort. Fully lined cushioned fabric insole helps draw moisture out to keep feet dry. Supportive shank below the footbed offers stability with every step you take. Shock absorbing flexible natural rubber outsole offers durability and traction. Measurements: Weight: 1 lb 2 oz Product measurements were taken using size 12 width D - Medium. Please note that measurements may vary by size. Weight of footwear is based on a single item not a pair. read more

Eastland 1955 Edition
$110.00 $98.99

The Seneca Camp Moc Chukka Boot from Eastland is a camp moc classic in a five-eye chukka for weekends at the lake or everyday ramb...ling. Smooth leather upper features handsewn true moc construction that wraps your foot in comfort. Fully lined cushioned fabric insole helps draw moisture out to keep feet dry. Supportive shank below the footbed offers stability with every step you take. Shock absorbing flexible natural rubber outsole offers durability and traction. Measurements: Weight: 1 lb 2 oz Product measurements were taken using size 12 width D - Medium. Please note that measurements may vary by size. Weight of footwear is based on a single item not a pair. read more

Irish Setter
$190.00 $174.95

The Borderland Chukka from Irish Setter is an easy-to-wear boot after a long day on the hunt and you're just looking to kick back ...with your friends in total comfort. Premium USA-made full grain leather upper with waterproof protection. ScentBan features silver-ion technology that is imbedded in the leather lining and footbed to kill odor-causing bacteria. Ultra Dry moisture management system keeps out wet elements for a drier foot environment. CuShin Comfort Tongue technology minimizes pressure on the shin area from the top of the boot tongue. Four-way stretch nylon offers relief and flexibility during walking and hiking while an internal padded waffle mesh maintains premium comfort. Traditional lace-up system for a more preferred fit. Stitchdown construction for excellent durability and flexibility. Removable leather-covered memory foam footbed provides excellent underfoot comfort. Molded EVA midsole offers comfortable all-day support. Steel shank for superior stability. Borderland rugged outsole is slip resistant and features shallow lugs to prevent from clogging with mud or dirt. Made in the U.S.A and Imported. Measurements: Heel Height: 1 1 4 in Weight: 1 lb 10 oz Shaft: 5 1 4 in Platform Height: 1 in Product measurements were taken using size 11 width EE - Wide. Please note that measurements may vary by size. Weight of footwear is based on a single item not a pair. read more

Massimo Matteo
$179.00 $150.00

Take that vintage look to a whole new level with the 5-Eye Chukka Wing. Premium leather upper with a wingtip design. Traditional l...ace closure. Leather lining and insole. Leather outsole. Made in Italy. Measurements: Heel Height: 1 in Weight: 1 lb Product measurements were taken using size 7 width M. Please note that measurements may vary by size. Weight of footwear is based on a single item not a pair. read more

Massimo Matteo
$179.00 $107.40

Take that vintage look to a whole new level with the 5-Eye Chukka Wing. Premium leather upper with a wingtip design. Traditional l...ace closure. Leather lining and insole. Leather outsole. Made in Italy. Measurements: Heel Height: 1 in Weight: 1 lb Product measurements were taken using size 7 width M. Please note that measurements may vary by size. Weight of footwear is based on a single item not a pair. read more

Kenneth Cole Reaction
$98.00 $69.99

Look sharp and suave in these stately Kenneth Cole Reaction shoes. Suede leather upper with tonal stitching. Contrast heel counter.... Lace up front closure with blind eyelets. Chukka boot silhouette. Textile lining and insole. Accent stripe at midsole. Durable rubber outsole. Imported. Measurements: Weight: 1 lb Shaft: 3 1 2 in Product measurements were taken using size 11 width M. Please note that measurements may vary by size. Weight of footwear is based on a single item not a pair. read more

Kenneth Cole Reaction
$79.99

Look sharp and suave in these stately Kenneth Cole Reaction shoes. Suede leather upper with tonal stitching. Contrast heel counter.... Lace up front closure with blind eyelets. Chukka boot silhouette. Textile lining and insole. Accent stripe at midsole. Durable rubber outsole. Imported. Measurements: Weight: 1 lb Shaft: 3 1 2 in Product measurements were taken using size 11 width M. Please note that measurements may vary by size. Weight of footwear is based on a single item not a pair. read more

UGG
$119.95 $79.99

From old school to new school you'll be ready to take on whatever comes your way in the Freamon lace-up chukka from UGG. Water-res...istant Silkee Suede leather or lightweight canvas upper features UGG Heritage Tasman braid details at the pull strap. Lace-up closure for an adjustable fit. Soft leather and textile lining. Suede colorways include interchangeable 7mm Curly UGGpure and canvas lined insoles. Treadlite by UGG with RMAT technology outsole offers increased cushioning traction and flexibility. Imported. Weight of footwear is based on a single item not a pair. read more

Josef Seibel
$185.00

Step out in a new take on an old favorite wearing the Josef Seibel Oscar 11 refined chukka boot. Leather upper. Lace up closure. M...icro velour lining and removable leather insole. All leather linings help alleviate moisture for all-day freshness. Cushioned arch support insole helps reduce fatigue. Flexible hardwearing and lightweight TR outer sole. Imported. Weight of footwear is based on a single item not a pair. read more

Josef Seibel
$185.00

Step out in a new take on an old favorite wearing the Josef Seibel Oscar 11 refined chukka boot. Leather upper. Lace up closure. M...icro velour lining and removable leather insole. All leather linings help alleviate moisture for all-day freshness. Cushioned arch support insole helps reduce fatigue. Flexible hardwearing and lightweight TR outer sole. Imported. Weight of footwear is based on a single item not a pair. read more

Kenneth Cole Reaction
$79.99

Express your effortless style in the Desert Sun PB oxford from Kenneth Cole Reaction. Genuine leather upper. Lace-up closure with ...blind eyelets. Chukka-style silhouette. Man-made lining and insole. Man-made outsole. Imported. Measurements: Heel Height: 1 in Weight: 1 lb 4 oz Product measurements were taken using size 11.5 width M. Please note that measurements may vary by size. Weight of footwear is based on a single item not a pair. read more

Kenneth Cole Reaction
$79.99

Express your effortless style in the Desert Sun PB oxford from Kenneth Cole Reaction. Genuine leather upper. Lace-up closure with ...blind eyelets. Chukka-style silhouette. Man-made lining and insole. Man-made outsole. Imported. Measurements: Heel Height: 1 in Weight: 1 lb 4 oz Product measurements were taken using size 11.5 width M. Please note that measurements may vary by size. Weight of footwear is based on a single item not a pair. read more

TOMS
$98.00

With every pair of shoes you purchase TOMS will give a new pair of shoes to a child in need. One for One. This low-profile boot is... built for style and freedom from season to season. Coated canvas or supple leather upper. Lace-up closure with rear pull tab. Textile lining. Lightweight EVA midsole. Removable molded footbed for comfort and support. Lightweight EVA outsole with serrated tread. Imported. Measurements: Weight: 1 lb 5 oz Shaft: 4 1 2 in Product measurements were taken using size 12 width D - Medium. Please note that measurements may vary by size. Weight of footwear is based on a single item not a pair. read more

TOMS
$98.00 $68.60

With every pair of shoes you purchase TOMS will give a new pair of shoes to a child in need. One for One. This low-profile boot is... built for style and freedom from season to season. Coated canvas or supple leather upper. Lace-up closure with rear pull tab. Textile lining. Lightweight EVA midsole. Removable molded footbed for comfort and support. Lightweight EVA outsole with serrated tread. Imported. Measurements: Weight: 1 lb 5 oz Shaft: 4 1 2 in Product measurements were taken using size 12 width D - Medium. Please note that measurements may vary by size. Weight of footwear is based on a single item not a pair. read more

Dr. Martens
$80.00

The Dr. Martens Bonny Chukka Boot has the right combination of a durably lightweight design and reliable underfoot comfort that ma...kes this a style that will last for years to come. Part of the Casual Collection. Rubbery synthetic leather and Extra-Tough Nylon upper provide both durability and breathability. Extra-Tough Nylon panels allow the shaft to be folded down as an optional style choice. Traditional lace-up system for a secure fit. Classic pull loop. Sidewall stitched where the sole is stitched and cemented to the base of the upper and to the insole. Cushioned textile footbed for all-day comfort. Air-cushioned outsole is oil and fat resistant with good abrasion and slip resistance. Imported. Measurements: Weight: 2 lbs 2 oz Shaft: 5 in Product measurements were taken using size UK 11 (US Men's 12) width M. Please note that measurements may vary by size. Weight of footwear is based on a single item not a pair. (Docs Martins) read more

Stacy Adams
$180.00 $125.99

Create a look of lavish sophistication in the Stacy Adams Madison II - 65 chukka boot. Leather or suede upper. Lace-up constructio...n. Round toe. Side perforated detail. Leather lining and footbed. Stacked heel. Leather sole. Imported. Measurements: Weight: 1 lb 8 oz Shaft: 4 3 4 in Product measurements were taken using size 9.5 width D. Please note that measurements may vary by size. Weight of footwear is based on a single item not a pair. read more

The North Face
$159.95

No matter the weather your look remains sharp in the timeless Bridgeton Chukka boot from The North Face. Waterproof construction. ...Waterproof BLC-compliant full grain leather upper. Lace-up closure. Moc toe stitching. Leather welt for long-lasting wear. Soft suede leather collar. Padded tongue and collar. Breathable cotton canvas lining. Compression-molded PU footbed offers daylong underfoot comfort. Lightweight die-cut EVA midsole supplies rigidity. Rubber outsole with temperature-sensitive IcePick lugs that deliver increased traction. Imported. Measurements: Weight: 1 lb 3 oz Shaft: 5 3 4 in Product measurements were taken using size 10 width D - Medium. Please note that measurements may vary by size. Weight of footwear is based on a single item not a pair. read more

Chaco
$139.95

The Chaco Montrose Chukka has a streamlined silhouette and comfortable soft leather for a modern laid-back look. Full grain leathe...r upper. Traditional lace-up design with waxed cotton laces and contrasting lace loop eyelets. Jacquard webbing rear stripe. Removable knit-lined LUVSEAT PU footbed provides incredibly comfortable underfoot support. Injection-molded nylon shank. Non-marking outsole with 75% natural rubber compound. Imported. Measurements: Weight: 15.6 oz Circumference: 11 1 4 in Shaft: 4 1 4 in Product measurements were taken using size 9 width D - Medium. Please note that measurements may vary by size. Weight of footwear is based on a single item not a pair. read more

Rockport
$119.95 $112.27

The Classic Break Chukka has versatile style to get you through the day and into the evening. Premium leather or suede uppers. Lac...e-up closure. Soft knit fabric linings. EVA footbed and heelcup conforms to the shape of the foot. TPR outsole for grip. Imported. Measurements: Weight: 1 lb 2.6 oz Shaft: 4 1 2 in Product measurements were taken using size 9 width M (D). Please note that measurements may vary by size. Weight of footwear is based on a single item not a pair. read more

ECCO
$169.95

Look good and feel comfortable during unpredictable weather circumstances with the Turn Gore-Tex Chukka Tie by ECCO. GORE-TEX wate...rproof leather upper. Lace-up closure. Leather and textile lining. Removable insole with ECCO Comfort Fibre System inlay sole helps to keep footwear fresh and dry. Shock Point heel cushioning. Direct-injected PU outsole. Imported. Measurements: Weight: 1 lb Shaft: 4 in Product measurements were taken using size 46 (US Men's 12-12.5) width M. Please note that measurements may vary by size. Weight of footwear is based on a single item not a pair. read more

Frye
$328.00

The Frye Will Chukka offers a clean relaxed style that will match perfectly with casual Fridays and weekend events. Pressed full g...rain Italian leather or oiled Italian suede upper. Leather type stated in color name. Features Goodyear welt craftsmanship and boot-inspired tailoring for a classic artisanal look. Traditional lace-up design with waxed fabric laces. Leather lining for a comfortable next-to-skin feel. Lightly cushioned leather footbed for all-day comfort. Leather and rubber outsole for excellent traction. Imported. Measurements: Weight: 1 lb 4 oz Shaft: 4 in Product measurements were taken using size 8 width D - Medium. Please note that measurements may vary by size. Weight of footwear is based on a single item not a pair. read more

Frye
$328.00

The Frye Will Chukka offers a clean relaxed style that will match perfectly with casual Fridays and weekend events. Pressed full g...rain Italian leather or oiled Italian suede upper. Leather type stated in color name. Features Goodyear welt craftsmanship and boot-inspired tailoring for a classic artisanal look. Traditional lace-up design with waxed fabric laces. Leather lining for a comfortable next-to-skin feel. Lightly cushioned leather footbed for all-day comfort. Leather and rubber outsole for excellent traction. Imported. Measurements: Weight: 1 lb 4 oz Shaft: 4 in Product measurements were taken using size 8 width D - Medium. Please note that measurements may vary by size. Weight of footwear is based on a single item not a pair. read more

PARC City Boot
$200.00 $100.00

You'll be the best dressed in your office by adding this Lincoln boot as a fresh element to your wardrobe. Upper made of supple ca...lf leather featuring stylish distressing. Four-eyelet lace construction on a chukka boot silhouette. Contrast stitching detail and cap toe. Smooth leather linings. Wood-stacked heel on a man-made sole. Made in Portugal. Measurements: Weight: 1 lb 3 oz Shaft: 4 3 4 in Product measurements were taken using size 12 width D - Medium. Please note that measurements may vary by size. Weight of footwear is based on a single item not a pair. read more

Timberland
$125.00 $78.00

Dominate each step you take on your outdoor journey in the Killington Chukka by Timberland. Combination full-grain leather and mes...h uppers for lightweight protection and breathability. Lace-up closure. Breathable mesh linings are made with 50% PET (recycled plastic bottles). OrthoLite polyurethane footbed provides all-day cushioning and support. SensorFlex technology for underfoot support independent suspension and flexibility for a smooth ride over any terrain. Imported. Measurements: Weight: 10.8 oz Shaft: 5 in Product measurements were taken using size 9.5 width D - Medium. Please note that measurements may vary by size. Weight of footwear is based on a single item not a pair. read more

Nunn Bush
$85.00 $67.95

Get that perfect look with the dress casual Galloway Plain Toe Chukka Boot. Suede leather uppers in a chukka silhouette. Tradition...al lace-up closure for an adjustable fit. Soft and breathable leather lining. Features Dual Comfort: a combination of foams designed for maximum comfort: top layer memory foam that forms to your foot and an open cell foam bottom layer designed to absorb pressure. Durable and flexible rubber outsole. Imported. Measurements: Weight: 14.2 oz Shaft: 4 in Product measurements were taken using size 7 width M (D). Please note that measurements may vary by size. Weight of footwear is based on a single item not a pair. read more

PARC City Boot
$200.00 $151.60

Styled for the dapper dresser the Hampton chukka-inspired boot exudes confidence from toe to heel. Upper made of rich textured sue...de leather featuring decorative stitching at seams. Double-eyelet lace construction. Plain round toe. Flexible collar. All leather linings and insole. Man-made sole. Made in Portugal. Measurements: Weight: 14 oz Product measurements were taken using size 11 width D - Medium. Please note that measurements may vary by size. Weight of footwear is based on a single item not a pair. read more

Timberland
$150.00

Go on a smooth ride wherever the day takes you with the agile comfort of the Timberland Britton Hill Chukka! Premium full grain le...ather and canvas uppers. Classic boot laces made with 100% recycled nylon are re-engineered to stay tied. Mesh linings made entirely from recycled plastic bottles are breathable and eco-conscious. Leather footbeds for all-day comfort. Exclusive anti-fatigue comfort technology provides all-day comfort and support. SensorFlex technology delivers underfoot support suspension and flexibility. Imported. Measurements: Weight: 1 lb 5 oz Shaft: 4 1 2 in Product measurements were taken using size 11.5 width D - Medium. Please note that measurements may vary by size. Weight of footwear is based on a single item not a pair. read more

Timberland
$300.00

Sizing: These boots only come in whole sizes. If you normally wear a half size we recommend sizing down. Inspired by the speakeasy... revelers of the 1920s the Boot Company Bardstown Plain Toe Chukka was influenced by the past but built for today. Premium full grain leather uppers are hand-finished for a uniquely vintage appearance. Waxed flat organic cotton laces for an adjustable fit. Breathable linings are 50% recycled PET. Leather-lined molded EVA footbeds for shock absorption and comfort. Cross-cleat lug outsoles inspired by early boot designs provide traction and durability. Imported. Measurements: Heel Height: 3 4 in Weight: 1 lb 8 oz Platform Height: 1 2 in Product measurements were taken using size 12 width D - Medium. Please note that measurements may vary by size. Weight of footwear is based on a single item not a pair. read more

Timberland
$300.00

Sizing: These boots only come in whole sizes. If you normally wear a half size we recommend sizing down. Inspired by the speakeasy... revelers of the 1920s the Boot Company Bardstown Plain Toe Chukka was influenced by the past but built for today. Premium full grain leather uppers are hand-finished for a uniquely vintage appearance. Waxed flat organic cotton laces for an adjustable fit. Breathable linings are 50% recycled PET. Leather-lined molded EVA footbeds for shock absorption and comfort. Cross-cleat lug outsoles inspired by early boot designs provide traction and durability. Imported. Measurements: Heel Height: 3 4 in Weight: 1 lb 8 oz Platform Height: 1 2 in Product measurements were taken using size 12 width D - Medium. Please note that measurements may vary by size. Weight of footwear is based on a single item not a pair. read more

Timberland
$300.00 $180.00

Sizing: These boots only come in whole sizes. If you normally wear a half size we recommend sizing down. Inspired by the speakeasy... revelers of the 1920s the Boot Company Bardstown Plain Toe Chukka was influenced by the past but built for today. Premium full grain leather uppers are hand-finished for a uniquely vintage appearance. Waxed flat organic cotton laces for an adjustable fit. Breathable linings are 50% recycled PET. Leather-lined molded EVA footbeds for shock absorption and comfort. Cross-cleat lug outsoles inspired by early boot designs provide traction and durability. Imported. Measurements: Heel Height: 3 4 in Weight: 1 lb 8 oz Platform Height: 1 2 in Product measurements were taken using size 12 width D - Medium. Please note that measurements may vary by size. Weight of footwear is based on a single item not a pair. read more

Steve Madden
$90.00 $54.00

With a contrast stitched trim and a two-toned design this suave pair merges classic and contemporary perfectly. Leather upper. Lac...e-up chukka boot. Burnished round toe. Synthetic lining. Lightly padded insole. Rubber sole. Imported. Measurements: Weight: 1 lb 2 oz Product measurements were taken using size 11 width D - Medium. Please note that measurements may vary by size. Weight of footwear is based on a single item not a pair. read more

Nunn Bush
$95.00 $75.95

Get that classic well-dressed look effortlessly with the Hatch Plain Toe Chukka Boot. Smooth premium leather upper. Traditional la...ce-up closure offers a secure fit. Textile lining conforms to the foot. Comfort gel footbed provides all-day comfort by absorbing impact with every step. Man-made outsole. Imported. Measurements: Weight: 1 lb 1 oz Shaft: 4 1 2 in Product measurements were taken using size 11 width M (D). Please note that measurements may vary by size. Weight of footwear is based on a single item not a pair. read more

Nunn Bush
$95.00 $75.95

Every well-appointed wardrobe should have the timeless look of the Savage Plain Toe Chukka Boot. Smooth premium leather upper. Tra...ditional lace-up closure offers a secure fit. Textile lining conforms to the foot. Comfort gel footbed provides all-day comfort by absorbing impact with every step. Man-made outsole. Imported. Measurements: Weight: 13 oz Product measurements were taken using size 9 width M (D). Please note that measurements may vary by size. Weight of footwear is based on a single item not a pair. read more

VIONIC
$159.95

The charming Chase chukka boot elevates your style for a modern every day-look. Soft water-resistant suede uppers with a round toe.... Traditional lace-up closure. Smooth and breathable leather linings. Removable leather-lined EVA footbed offers superior arch support and lasting comfort. Podiatrist-designed footbed aids in reducing over-pronation plantar fasciitis and common aches and pains. Stitched welt with a stacked heel. Durable rubber outsole. Imported. Measurements: Weight: 1 lb 3 oz Product measurements were taken using size 9 width M. Please note that measurements may vary by size. Weight of footwear is based on a single item not a pair. read more

Nunn Bush
$95.00 $75.95

Every well-appointed wardrobe should have the timeless look of the Savage Plain Toe Chukka Boot. Smooth premium leather upper. Tra...ditional lace-up closure offers a secure fit. Textile lining conforms to the foot. Comfort gel footbed provides all-day comfort by absorbing impact with every step. Man-made outsole. Imported. Measurements: Weight: 13 oz Product measurements were taken using size 9 width M (D). Please note that measurements may vary by size. Weight of footwear is based on a single item not a pair. read more

VIONIC
$159.95

The charming Chase chukka boot elevates your style for a modern every day-look. Soft water-resistant suede uppers with a round toe.... Traditional lace-up closure. Smooth and breathable leather linings. Removable leather-lined EVA footbed offers superior arch support and lasting comfort. Podiatrist-designed footbed aids in reducing over-pronation plantar fasciitis and common aches and pains. Stitched welt with a stacked heel. Durable rubber outsole. Imported. Measurements: Weight: 1 lb 3 oz Product measurements were taken using size 9 width M. Please note that measurements may vary by size. Weight of footwear is based on a single item not a pair. read more

Johnston & Murphy
$178.95 $139.58

Complete your wardrobe with the handsome appeal of the Johnston Murphy Conard Casual Dress Cap Toe Chukka! Hand-burnished Italian ...leather. Stitch-and-turn seaming for a clean look with no visible stitching. Leather lining offers a soft feel. Cement construction for durable wear. Cushioned insole for added comfort. Rubber outsole and heel for long-lasting durability. Imported. Measurements: Heel Height: 1 in Weight: 1 lb 6 oz Platform Height: 1 4 in Product measurements were taken using size 12 width M (D). Please note that measurements may vary by size. Weight of footwear is based on a single item not a pair. read more

Rockport
$119.95 $107.96

Wise up your shoe game with the Wynstin Chukka that perfectly marries comfort with a totally cool vibe. Premium leather uppers bro...gue details at heel and a round toe. Easy lace-up closure with a heel tab. Soft and breathable textile linings. Features truTech technology designed to provide lightweight comfort shock absorption in the heel and rebound at the forefoot. Stylish stacked heel. Durable rubber outsole. Imported. Measurements: Weight: 12 oz Product measurements were taken using size 9 width M (D). Please note that measurements may vary by size. Weight of footwear is based on a single item not a pair. read more

Nunn Bush
$90.00 $71.95

Chill and lounge in style with Nunn Bush Lancaster Plain Toe Chukka Boot. Durable oiled leather uppers with a plain round toe. Ank...le-high chukka silhouette. Traditional lace-up closure for a secure fit. Breathable moisture-wicking Suedetec fabric linings. Dual Comfort footbed technology keeps feet in daylong ease with a combination of a memory foam top-layer for instant comfort and an open-cell foam bottom layer that absorbs impact with every step. Durable and flexible man-made outsole. Imported. Measurements: Weight: 15 oz Product measurements were taken using size 9 width M (D). Please note that measurements may vary by size. Weight of footwear is based on a single item not a pair. read more

Nunn Bush
$90.00 $71.95

Chill and lounge in style with Nunn Bush Lancaster Plain Toe Chukka Boot. Durable oiled leather uppers with a plain round toe. Ank...le-high chukka silhouette. Traditional lace-up closure for a secure fit. Breathable moisture-wicking Suedetec fabric linings. Dual Comfort footbed technology keeps feet in daylong ease with a combination of a memory foam top-layer for instant comfort and an open-cell foam bottom layer that absorbs impact with every step. Durable and flexible man-made outsole. Imported. Measurements: Weight: 15 oz Product measurements were taken using size 9 width M (D). Please note that measurements may vary by size. Weight of footwear is based on a single item not a pair. read more

Stacy Adams
$104.95 $74.99

Add some richness to your polished look with the Stacy Adams Ackerly chukka boot. Antiqued leather upper material. Lace-up constru...ction features blind eyelets. Rounded toe. Wingtip design with perforations throughout. Leather lining. Cushioned memory foam non-removable insole. Low stacked heel. Man-made outsole. Imported. Measurements: Weight: 1 lb 2 oz Product measurements were taken using size 11.5 width D - Medium. Please note that measurements may vary by size. Weight of footwear is based on a single item not a pair. read more

Mezlan
$395.00 $237.00

Dapper meets casual in these Adra boots from Mezlan. Upper made of genuine calf leather. Contrasting lace-up front. Burnished squa...re toe. Chukka boot silhouette. Leather sock lining. Padded leather insole. Stacked heel. Leather and rubber sole. Made in Spain. Measurements: Weight: 1 lb Product measurements were taken using size 11 width D - Medium. Please note that measurements may vary by size. Weight of footwear is based on a single item not a pair. read more

Mezlan
$395.00 $275.99

Dapper meets casual in the Mezlan Cabra chukka boot. Upper made of pebbled calf leather. Traditional lace-up closure. Burnished ro...und toe. Chukka boot silhouette. Leather sock lining. Padded leather insole. Stacked heel. Leather and rubber sole. Made in Spain. Measurements: Weight: 1 lb 4 oz Shaft: 4 1 2 in Product measurements were taken using size 12 width D - Medium. Please note that measurements may vary by size. Weight of footwear is based on a single item not a pair. read more

Mezlan
$395.00 $237.00

Dapper meets casual in the Mezlan Cabra chukka boot. Upper made of pebbled calf leather. Traditional lace-up closure. Burnished ro...und toe. Chukka boot silhouette. Leather sock lining. Padded leather insole. Stacked heel. Leather and rubber sole. Made in Spain. Measurements: Weight: 1 lb 4 oz Shaft: 4 1 2 in Product measurements were taken using size 12 width D - Medium. Please note that measurements may vary by size. Weight of footwear is based on a single item not a pair. read more

Frye
$458.00 $320.99

The handsome style of the Frye Chase Chukka boot is the perfect fit for both your work day and evening events. Part of the Made in... Italy Collection. Tumbled waxed Italian calf leather upper. Traditional lace-up design. Goodyear welt construction for long-lasting durability. Leather lining for a comfortable next-to-skin feel. Lightly cushioned leather footbed for all-day comfort. Durable hand-stained leather outsole with split rubber heel. Made in Italy. Measurements: Weight: 1 lb 3 oz Shaft: 4 1 4 in Product measurements were taken using size 11 width D - Medium. Please note that measurements may vary by size. Weight of footwear is based on a single item not a pair. read more

Frye
$298.00 $208.60

Look dapper in the relaxed yet stylish look of the Chris Crepe Chukka by Frye. Washed waxed suede upper is water-resistant. Trimme...d with Blake stitching for a classic look. Traditional lace-up system with waxed fabric laces for an assured fit. Leather lining for a more comfortable next-to-skin feel. Lightly cushioned leather footbed for all-day comfort. Lightweight yet durable crepe outsole. Imported Measurements: Weight: 1 lb 8.5 oz Shaft: 4 in Product measurements were taken using size 8.5 width D - Medium. Please note that measurements may vary by size. Weight of footwear is based on a single item not a pair. read more

Red Wing Heritage
$230.00

Click for Red Wing Heritage® cleaning instructions. Cruise right into your weekend plans with this handsome lace-up from Red Wing ...Heritage. US made oil-tanned leather upper with durable stitchdown construction. Lace-up closure for an adjustable fit. Comfort Force footbed has molded arch and heel cup for support and comfort. It is designed to absorb shock and assist with moisture management. Strong and resole-able stitchdown construction. Durable rubber outsole. Made in the U.S.A. Measurements: Weight: 1 lb 3 oz Product measurements were taken using size 11.5 width D (M). Please note that measurements may vary by size. Weight of footwear is based on a single item not a pair. read more

Sperry
$220.00 $154.99

Take your casual look to the next level of style with the Sperry Gold Crepe Chukka Suede. Rich suede upper. Traditional lace-up sy...stem for a secure fit. Traditional leather welt construction reinforces upper to outsole for durability and support. Genuine lambskin lining for a smooth ultra-soft feel next to the skin. Removable Ortholite® footbed provides support and lightweight cushioning for all-day comfort. Non-marking crepe outsole lightweight flexible cushioning and reliable traction. Imported. Measurements: Weight: 1 lb 4 oz Shaft: 4 1 4 in Product measurements were taken using size 11 width M (D). Please note that measurements may vary by size. Weight of footwear is based on a single item not a pair. read more

Massimo Matteo
$89.00 $80.99

Appeal to your style admirers with the handsome Massimo Matteo 5-Eye Chukka Cap Boot. Distressed leather upper material. Lace-up c...onstruction with metal eyelets. Classic round cap toe. Leather lining. Cushioned non-removable insole. Synthetic lugged outsole. Made in Brazil. Measurements: Weight: 1 lb 8 oz Circumference: 5 in Product measurements were taken using size 11.5 width D - Medium. Please note that measurements may vary by size. Weight of footwear is based on a single item not a pair. read more

Massimo Matteo
$89.00 $53.40

Refine your contemporary look with the Massimo Matteo 5-Eye Chukka Boot. Burnished leather upper material. Lace-up construction wi...th metal eyelets. Classic round toe. Man-made lining. Lightly padded non-removable insole. Low block heel. Lugged man-made outsole. Made in Brazil. Measurements: Weight: 1 lb 6 oz Shaft: 5 1 2 in Product measurements were taken using size 11.5 width D - Medium. Please note that measurements may vary by size. Weight of footwear is based on a single item not a pair. read more