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A passion for extreme quality and innovation is central to every Santoni style. Their attention to detail has never wavered over the years and this suede chukka boot is sure to become a staple in your shoe collection.
Santoni
$249.94
Crepe outsole provides added cushioning and comfort for a vintage-style chukka boot.
- Leather upper and lining/crepe sole.
- By Clarks® Originals; imported.
Clarks
$120.00
Zappos.com is proud to offer the Caterpillar - Morrison (Black) - Footwear
- This versatile shoe by Caterpillar® takes you from a day at work to a night on the town.
- Reverse suede and full-grain leather upper for durability.
- Lace-up closure with metal eyelets for a secure fit.
- Leather toe-cap for added protection.
- Durable Goodyear welt construction.
- Molded rubber outsole for added grip. Measurements:
- Weight: 1 lb 6 oz
- Product measurements were taken using size 8, width D - Medium. Please note that measurements may vary by size.
Caterpillar
$140.00
A rich burnished patina defines a classic chukka boot in a smart silhouette.
- Leather upper and lining/leather and synthetic sole.
- By Gordon Rush; imported.
- Men's Shoes.
Gordon Rush
$265.00
For more than a century, Red Wing has proudly stood for getting the job done right. Today the gold standard in work footwear combines the finest leathers, premium handcraftsmanship, and uncompromising quality with new technologies for the next generation of comfort, style, and durability. Black Featherstone leather. Roccia sole and Goodyear® welt construction. For ultimate care use leather cleaner and black shoe creme. Made in the USA.
Red Wing Shoes
$340.00
Zappos.com is proud to offer the Fratelli - 2414 (Black) - Footwear
- Get sleek styling wearing these handsome Fratelli boots!
- Leather upper.
- Side zip closure.
- Tonal stitching.
- Leather lining.
- Lightly cushioned footbed.
- Synthetic sole.
- Imported. Measurements:
- Heel Height: 1 in
- Weight: 1 lb 5 oz
- Circumference: 12 1 4 in
- Shaft: 6 1 2 in
- Platform Height: 1 4 in
- Product measurements were taken using size 12, width D - Medium. Please note that measurements may vary by size.
Fratelli
$74.99
A cushioned crepe sole grounds a sleek, punchy chukka boot crafted from lustrous leather and styled after the shoes worn by postmen and policemen in the 1950s.
Red Wing Shoes
$240.00
Zappos.com is proud to offer the Merrell - Mountain Kicks (Bracken) - Footwear
- Add a multisport sneaker to your outdoor ensemble with the Mountain Kicks from Merrell®.
- Nubuck leather and cow suede upper with a traditional lacing system for easy on-and-off wear.
- Mesh lining treated with Aegis® antimicrobial solution helps resist odor.
- EVA anatomical footbed massages the foot with each and every step.
- Compression molded EVA footframe with a molded nylon arch shank ensures stability and comfort.
- Merrell Air Cushion in the heel helps absorb shock and adds stability.
- Rubber outsole delivers long-lasting durability on a variety of surfaces.
- Imported. Measurements:
- Weight: 1 lb
- Product measurements were taken using size 11.5, width M. Please note that measurements may vary by size.
Merrell
$110.00
Zappos.com is proud to offer the Frye - Logger 8G W (Tan) - Footwear
- Log in those long hours in these ultra-comfortable boots by Frye®.
- Classic lace-up closure for a custom fit.
- Hand-crafted construction for superior fit and comfort with authentic styling.
- Specially formulated insole provides cushioning and resists bacteria.
- Shaft height 7 ¼ inches, circumference about 11 inches.
- Vibram lug sole and heel with full-length leather midsole for support and durability. Measurements:
- Heel Height: 1 3 4 in
- Weight: 1 lb 9 oz
- Circumference: 11 in
- Shaft: 7 in
- Platform Height: 1 3 4 in
- Product measurements were taken using size 6, width B - Medium. Please note that measurements may vary by size.
Frye
$268.00
The Bed Stu Cobbler Series features hand crafted shoes that have a vintage inspired, old world look, and the Scope mid boot is no exception. Made with organic leather and a Goodyear welted construction, this stylish, durable boot will be sure to stick around and become one of your favorites.
Bed Stu
$119.94
Zappos.com is proud to offer the Fratelli - 2415 (Black) - Footwear
- Show off your sophisticated dress style in these sleek boots!
- Leather upper with hidden side goring.
- Side zip closure.
- Decorative buckle detail.
- Tonal stitching.
- Leather lining.
- Lightly cushioned footbed.
- Synthetic sole.
- Imported. Measurements:
- Heel Height: 1 in
- Weight: 1 lb 3 oz
- Circumference: 11 3 4 in
- Shaft: 6 1 2 in
- Platform Height: 1 4 in
- Product measurements were taken using size 12, width D - Medium. Please note that measurements may vary by size.
Fratelli
$74.99
Smooth waterproof leather wraps a handsome boot accented by a side zipper for easy on and off.
- Removable insole.
- Approx. boot shaft height: 7"; 10 1/2" calf circumference.
- Leather upper/suede lining/rubber sole.
- By Blondo; imported.
- Men's Shoes.
Blondo
$195.00
This polished ankle boot is elegantly crafted in Italy from sleek calfskin and designed with a sleek pull-on silhouette.
- Sturdy leather pull tabs at the back for easy on and off.
- Elastic side gores.
- Partially lined with leather. Padded insole.
- "RL"-embossed reinforced stacked heel.
- Leather. Made in Italy.
Ralph Lauren
$750.00
Multicolor laces top a hiking-inspired boot crafted from burnished leather and set on a lug sole.
- Leather upper and lining/rubber sole.
- By Santoni; made in Italy.
- Men's Shoes.
Santoni
$845.00
Zappos.com is proud to offer the Frye - Jayden Crosstrap (Black Vintage Leather) - Footwear
- For the sophisticated man-about-town - the simple, slick, classic Jayden Crosstrap.
- Vintage leather upper for a luxurious look and feel.
- Strap and buckle details.
- Side zip closure for easy on and off.
- Smooth leather lining.
- Cushioned leather footbed.
- Durable leather outsole. Measurements:
- Weight: 1 lb 8 oz
- Circumference: 12 in
- Shaft: 6 in
- Product measurements were taken using size 10, width D - Medium. Please note that measurements may vary by size.
Frye
$288.00
Tough leather and vintage-inspired design shape a smart boot with genuine shearling for natural warmth.
- Leather upper and lining/genuine shearling (Italy)lining/rubber sole.
- By Santoni; made in Italy.
- Men's Shoes.
Santoni
$1,750.00
Zappos.com is proud to offer the Bates Riding Collection - Palomar (Black) - Footwear
- Make your daily rides and your weekend getaways a smooth journey every time with the incredible protection and comfort of the Palomar boot by Bates Riding Collection.
- Full-grain leather upper.
- Features buckle accent on shaft and vamp for a traditional riding look.
- Soft man-made lining provides added comfort.
- Full-length cushioned footbed provides all-day comfort and support.
- Goodyear welt construction chain stitches the upper and insole to a leather strip that is then stitched to the outsole for the ultimate in durability and flexibility.
- Oil-resistant Vibram rubber outsole with defined lugged pattern for superb traction. Measurements:
- Heel Height: 1 1 2 in
- Weight: 2 lbs 7 oz
- Product measurements were taken using size 11, width D - Medium. Please note that measurements may vary by size.
$170.00
This classic ankle boot is made in Italy from hand-burnished calfskin leather and finished with a heritage-inspired belt around the shaft.
- Leather strap affixed to an oblong polished metal ring at the back shaft wraps around the front and fastens with a single-prong buckle at the outer side.
- Hand-stitched leather sole. Reinforced stacked heel. Sole is constructed with a Goodyear welt.
- Three-quarter-length padded leather insole.
- Includes our signature drawstring duster bag.
- Leather. Made in Italy.
Ralph Lauren
$1,500.00
Our rugged Saddleworth boot is crafted from tumbled leather and features patchwork madras sides.
- Leather lace-up front. Patchwork madras at the sides. Stitched detail at the outsole. Our debossed pony accents the tongue.
- Leather straps across the vamp with "Polo"-debossed adjustable brass buckle.
- Striped grosgrain-and-leather pull tab at the back. Embossed "Polo" at the heel.
- Leather-lined with a padded insole. Rubber outsole.
- 7" shaft height. Leather. Imported.
Polo Ralph Lauren
$169.00
Take style and extraordinary comfort to the next level with the George riding boot from Born. This hand crafted style looks great with your favorite jeans or khakis, and is perfect for everyday wear.
Børn
$99.94
Zappos.com is proud to offer the Frye - Chambers High (Cognac Antique Soft Vintage Full Grain) - Footwear
- Lock up your style with the Frye Chambers High sneakers.
- Antique soft vintage full grain leather uppers.
- Lace up with solid brass eyelets.
- Canvas lining for a soft feel.
- Rubber outsole for added durability.
- Imported. Measurements:
- Weight: 15 oz
- Product measurements were taken using size 12, width D - Medium. Please note that measurements may vary by size.
Frye
$148.00
Fine, waterproof leather structures a classic Chelsea boot with twin elastic gores for effortless entry.
- Leather upper and lining/rubber sole.
- By Cole Haan; imported.
- Men's Shoes.
Cole Haan
$248.00
Zappos.com is proud to offer the Kenneth Cole New York - Aww Chuck-S (Grey) - Footwear
- Reach for a casual classic with these handsome chukka boots!
- Suede upper.
- Lace-up front.
- Stitched detailing.
- Leather lining.
- Cushioned footbed.
- Synthetic sole.
- Imported. Measurements:
- Heel Height: 1 1 4 in
- Weight: 1 lb
- Product measurements were taken using size 11, width D. Please note that measurements may vary by size.
Kenneth Cole
$178.00
Zappos.com is proud to offer the John Varvatos - Bowery Wing Boot (Coal) - Footwear
- Bring vintage cool to the forefront with the Bowery Wing Boot!
- Scored leather upper.
- Lace-up front.
- Brogue detailing.
- Leather lining and insole.
- Leather outsole.
- Made in Italy. Measurements:
- Weight: 1 lb 12 oz
- Shaft: 6 1 2 in
- Product measurements were taken using size 11, width D - Medium. Please note that measurements may vary by size.
John Varvatos
$698.00
Rich full-grain leather shapes a handcrafted ankle boot fashioned with a convenient side zip and grounded by a durable, Goodyear-welted sole.
Bed Stu
$185.00
A smart side zipper allows for easy entry into a sleek boot crafted from distressed leather.
- Leather upper/leather and synthetic lining/synthetic sole.
- By Bed Stu; imported.
- Men's Shoes.
Bed Stu
$145.00
Zappos.com is proud to offer the Dr. Martens Work - 7B10 ST 7 Eye Boot (Bark) - Footwear
- Relive the days of mosh-pits and grunge rock in these Classic Dr. Martens.
- Soft leather upper provides comfort and stability.
- Signature woven heel loop pull for easy on and off.
- Durable cornerstitch construction in traditional yellow thread.
- Leather welted construction built to take day to day punishment.
- Safety features include a steel toe and electrical hazard F2413-05 rated.
- Padded insole or extra comfort and relaxed feel.
- Trans PVC outsole offers exceptional flexibility and durability.
- Signature Dr. Martens logo known exclusively for quality and detail.
Dr. Martens
$130.00
Soft suede shapes a casual, unstructured chukka boot with cool contrast laces.
- Suede upper/leather lining/rubber sole.
- By Kickers; imported.
Kickers
$163.00
Zappos.com is proud to offer the Timberland PRO - Barstow Wedge Plain Soft Toe (Rust) - Footwear
- The Barstow Wedge Plain Soft Toe boot by Timberland PRO offers the rugged protection and cushioned comfort required to get through your tough workday.
- Full-grain leather upper.
- Constructed on TiTan last for superior fit.
- Mesh tongue lining with Agion antimicrobial treatment provides excellent odor control for a more comfortable foot envirnment.
- Goodyear-welt construction offers long-lasting durability.
- Dual-density Dynamic Anti-Fatique Technology absorbs shock and returns energy at key zones of the foot while providing enhanced moisture management for all-day comfort.
- Open-cell PU footbed cover with Agion antimicrobial treatment offers breathable comfort and odor control.
- Lightweight EVA midsole provides supportive cushioning.
- Durable rubber outsole is slip, oil and abrasion resistant. Measurements:
- Heel Height: 1 1 2 in
- Weight: 1 lb 12 oz
- Circumference: 13 in
- Shaft: 6 in
- Platform Height: 3 4 in
- Product measurements were taken using size 11.5, width D - Medium. Please note that measurements may vary by size.
Timberland
$130.00
Zappos.com is proud to offer the Fitzwell - Abraham Short Boot (Black Leather) - Footwear
- Simple, stunning and classic for your handsome ensemble.
- Leather upper.
- Full side-zip closure.
- Cushioned leather insole features the signature Fitzwell gel comfort heel pad.
- Leather lining.
- Leather sole.
- Imported. Measurements:
- Heel Height: 1 in
- Weight: 1 lb 4 oz
- Circumference: 13 in
- Shaft: 6 3 4 in
- Product measurements were taken using size 11.5, width B - Narrow. Please note that measurements may vary by size.
Fitzwell
$109.00
- Nero (black) smooth leather.
- Silver hardware.
- Round toe.
- Grip-tape strap around back of ankle.
- Leather insole; rubber sole.
- Made in Italy.
Prada
$620.00
Zappos.com is proud to offer the Diesel - Hi Connection - 13 (Brown) - Footwear
- Lay the perfect foundation with the rustic good looks of the DIESEL Hi Connection - 13 boot!
- Burnished leather upper.
- Lace-up front.
- Stitched detailing.
- Leather and textile lining.
- Lightly cushioned footbed.
- Leather sole.
- Imported. Measurements:
- Heel Height: 1 1 4 in
- Weight: 1 lb 6 oz
- Circumference: 9 in
- Shaft: 6 in
- Product measurements were taken using size 12, width D - Medium. Please note that measurements may vary by size.
Diesel
$195.00
Painted calfskin leather lends a distinctive look to a handsome three-eyelet chukka boot.
- Unlined.
- Leather upper/leather and rubber sole.
- By Cole Haan; imported.
- Men's Shoes.
Cole Haan
$198.00
Zappos.com is proud to offer the Bedstu - Stand Up to Cancer Burst (Black) - Footwear
- Rock to your own beat with these savvy boots!
- Distressed leather upper.
- Side zip closure.
- Stud detailing with SU2C logo.
- Cap toe.
- Textile lining.
- Cushioned leather footbed.
- Synthetic sole.
- Imported. Measurements:
- Heel Height: 1 in
- Weight: 1 lb 7 oz
- Circumference: 13 in
- Shaft: 7 1 4 in
- Product measurements were taken using size 11, width M. Please note that measurements may vary by size.
- Bed Stu®, a proud supporter of Stand Up To Cancer®, has made a $5 donation for each pair of shoes and $3 for each belt in this special collection available from now until December 31, 2013. Bed Stu has made a minimum guaranteed donation of $10,000. SU2C is a program of the Entertainment Industry Foundation, a 501( c)(3) charitable organization.
Bed Stu
$140.00
Zappos.com is proud to offer the Bedstu - Loop (Black/Grey Greenland) - Footwear
- Stay in the loop with these fresh Bedstu boots!
- Lace-up closure.
- Distressed leather upper.
- Cap toe.
- Man-made lining.
- Lightly cushioned man-made footbed.
- Man-made sole. Measurements:
- Weight: 1 lb 7 oz
- Circumference: 12 in
- Shaft: 5 1 2 in
- Product measurements were taken using size 11, width M. Please note that measurements may vary by size.
Bed Stu
$135.00
Goodyear® welt construction adds durability to a military-inspired cap-toe boot in beautifully tanned leather with a sturdy lug sole.
- Waxed laces.
- Leather upper and lining/rubber and leather sole.
- By Wolverine; imported.
- Men's Shoes.
Wolverine
$270.00
Soft, grained leather shapes a sleek boot equipped with a smart side zipper for easy entry.
- Leather upper and lining/rubber sole.
- By Magnanni; made in Spain.
- Men's Shoes.
Magnanni
$245.00
Zappos.com is proud to offer the Giorgio Brutini - 66059 (Black) - Footwear
- Stand out in clean, sophisticated style with these superb Giorgio Brutini boots.
- Leather upper.
- Double-sided goring for slip-on comfort.
- Tonal stitching.
- Leather lining and footbed.
- Stacked heel.
- Rubber sole. Measurements:
- Heel Height: 1 in
- Weight: 12 oz
- Circumference: 12 1 2 in
- Shaft: 4 1 2 in
- Platform Height: 1 4 in
- Product measurements were taken using size 9, width M. Please note that measurements may vary by size.
Giorgio Brutini
$60.00
Durable full-grain leather shapes a mid-cut boat shoe featuring genuine hand-sewn construction and a slip-resistant rubber sole.
Sperry
$99.95
Zappos.com is proud to offer the Born - Julian (Black) - Footwear
- Enjoy a clean and relaxed look this season with the Julian boot from Børn®.
- Full-grain leather or suede upper with stretch paneling for easy on-and-off wear.
- Soft leather lining ensure an abrasion-free environment for all-day wear.
- Lightly padded footbed massage the foot with each and every step.
- Tucker board with steel shank provides increased midfoot support and lateral stability.
- Rubber outsole delivers long-lasting durability on a variety of surfaces.
- Opanka hand-sewn construction creates a long-lasting and flexible bond. Measurements:
- Heel Height: 1 in
- Weight: 1 lb 5 oz
- Circumference: 10 in
- Shaft: 6 in
- Product measurements were taken using size 12, width M (D). Please note that measurements may vary by size.
Børn
$140.00
Zappos.com is proud to offer the Frye - Fulton Chelsea (Dark Brown Stone Antiqued) - Footwear
- This classic silhouette gets a bad-boy makeover in the Fulton Chelsea by Frye. This tough leather style is battle-scarred and ready for action!
- Stone Antiqued leather with distressed detail for a rougher, more urban edge.
- Classic pull-on design with pull tabs at the front and back and side goring for easier on and off.
- Smooth leather lining.
- Cushioned leather insole provides lasting comfort.
- Durable rubber outsole.
Frye
$268.00
Zappos.com is proud to offer the Born - Hemlock (Chestnut (Dk Brown)) - Footwear
- Enjoy stylish good looks with the handsome ?Hemlock' boot.
- Soft, full-grain leather upper with stretch panels for a secure fit with easy on-and-off wear.
- Leather lining allows the shoe to mold to the contours of the foot for natural comfort.
- Rigid plastic shank ensures proper midfoot support and lateral stability.
- The black boot is currently made with a steel shank.
- Resilient rubber outsole offers traction and durability for a quality finish.
- Opanka hand-sewn construction provides flexibility and long-lasting wear. Measurements:
- Weight: 1 lb 3 oz
- Circumference: 11 in
- Shaft: 5 1 2 in
- Product measurements were taken using size 8, width M (D). Please note that measurements may vary by size.
Børn
$131.00
Classically textured leather makes up a traditional formal boot with a sleek silhouette and meticulous stitching.
- Leather upper and lining/leather and rubber sole.
- By Cole Haan; imported.
- Men's Shoes.
Cole Haan
$298.00
Zappos.com is proud to offer the Frye - Engineer 12R (Black Leather) - Footwear
- Made in the U.S.A.
- Create a refined, sophisticated look the next time you're out and about in these classy Engineer 12R boots from Frye!
- Pull-up leather uppers.
- A sloping, split collar provides easy entry and ultimate comfort.
- Angled-shaft for better fit.
- Leather lining with a cushioned shock-absorbing memory insole.
- Adjustable securing straps on cuff and vamp with forged-nickel buckles for optimum fit.
- Wellington vamp.
- Rounded toe box.
- Genuine Goodyear welt construction provides strength, durability and support.
- Full-length leather midsole.
- Contoured stacked leather heel with rubber heel lift.
- Neoprene oil-resistant lugged outsole for durability and excellent grip. Measurements:
- Heel Height: 1 5 8 in
- Weight: 1 lb 14 oz
- Circumference: 14 1 4 in
- Shaft: 9 7 8 in
- Product measurements were taken using size 8, width D - Medium. Please note that measurements may vary by size.
Frye
$268.00
Large elastic side gussets frame a Mod-inspired Chelsea boot crafted from lustrous leather.
Salvatore Ferragamo
$660.00
Zappos.com is proud to offer the Lucchese - M1642 (Black Cherry Belly Crocodile/Cordovan Derby Calf) - Footwear
- Click .
- Your gentlemanly style will thank you for getting these refined Western boots by Lucchese.
- From the 1883 Collection.
- Leather upper with Napoli Cord design and belly crocodile vamp.
- Pull-on straps.
- Smooth leather lining.
- Cushioned leather insole for all-day comfort.
- Leather outsole for long-lasting durability.
- No other boot fits the human foot like a Lucchese boot, thanks to Lucchese's original design, meticulous construction, and cushion comfort insole.
- Handcrafted in Leon, Mexico, the boot making capital of the world, combining the finest leathers available throughout the world. Measurements:
- Heel Height: 1 in
- Weight: 1 lb 11 oz
- Circumference: 15 in
- Shaft: 11 in
- Product measurements were taken using size 11, width D - Medium. Please note that measurements may vary by size.
Lucchese
$630.00
Zappos.com is proud to offer the Oakley - All-Weather SI Boot (Black) - Footwear
- Accomplish any mission successfully with the All-Weather SI Boot from Oakley.
- Waterproof genuine leather upper.
- Moisture wicking textile packaged with waterproof membrane and 200g Thermolite insulation to keep feet and toes warm.
- Lightweight Thinsulate Insulation keeps feet and toes warm, while allowing any moisture to escape at the same time.
- Polyurethane-molded insole.
- Lightweight, vulcanized rubber pro-grip outsole with aggressive tread pattern.
- OrthoLite footbed for maximum comfort.
- Antimicrobial treatment.
- Durable water repellent added.
- Complete any mission successfully with the All-Weather SI Boot from Oakley.
- Oakley logo at side.
- Made in China. Measurements:
- Heel Height: 1 1 2 in
- Weight: 1 lb 14 oz
- Circumference: 12 in
- Shaft: 7 1 2 in
- Product measurements were taken using size 11, width D - Medium. Please note that measurements may vary by size.
Oakley
$262.00
Zappos.com is proud to offer the Florsheim - Essex (Black Paris Kid) - Footwear
- The Essex from Florsheim exudes timeless style that's best showcased when paired with sleek dress slacks.
- Supple kidskin leather upper maintains its high-quality shine year after year.
- Full-length side zipper provides on and off wear with effortless convenience.
- Full leather lining and cushioned footbed provide all-day comfort.
- Leather outsole with rubber heel offer flexible walking and durable wear.
- Imported. Measurements:
- Heel Height: 1 3 8 in
- Weight: 1 lb 2 oz
- Circumference: 11 in
- Shaft: 7 in
- Product measurements were taken using size 8.5, width M (D). Please note that measurements may vary by size.
Florsheim
$125.00
Zappos.com is proud to offer the Bedstu - Innovator (Black) - Footwear
- Hit the streets in rugged style when you rock these Bedstu boots!
- Zipper closure.
- Distressed leather upper with harness detail around ankle.
- Man-made lining.
- Lightly cushioned man-made footbed.
- Textured man-made sole. Measurements:
- Weight: 1 lb 11 oz
- Circumference: 12 1 2 in
- Shaft: 6 in
- Product measurements were taken using size 10.5, width M. Please note that measurements may vary by size.
Bed Stu
$135.00
Rich Bologna construction and a hand-antiqued finish define a sleek Chelsea boot with a classic silhouette.
- Leather upper, lining and sole.
- By Magnanni; made in Spain.
- Men's Shoes.
Magnanni
$395.00
Zappos.com is proud to offer the Dr. Martens - Bentley Brogue Boot (Black/Black/Polished Smooth) - Footwear
- The casually refined Bentley Brogue Boot by Dr. Martens works perfectly for both casual and more dressed-up events.
- Part of the Windsor Collection.
- Seven-eyelet brogue boot.
- Double Down leather upper.
- Leather lining for a more comfortable fit and feel.
- Rear pull tab for easy entry.
- Lightly cushioned leather footbed for all-day comfort.
- Leather-welted where the upper and sole are sewn and heat sealed together for excellent durability and flexibility.
- Air-cushioned white outsole provides underfoot comfort. It is oil and fat resistant with good abrasion and slip resistance. Measurements:
- Heel Height: 1 1 2 in
- Weight: 1 lb 9 oz
- Circumference: 11 1 4 in
- Shaft: 6 1 4 in
- Platform Height: 1 in
- Product measurements were taken using size UK 11 (US Men's 12), width M. Please note that measurements may vary by size. (Docs, Martins)
Dr. Martens
$210.00
The Telford Chukka Boot is handmade from tumbled leather and features classic boat-shoe details.
- Contrasting double-needle-stitched detail at the upper.
- Leather deck-shoe lacing threads through grommets at the side and ties at the vamp.
- Functional metal grommets at one side shed water and offer ventilation.
- Sturdy rubber sole. Leather-lined with a padded insole.
- Leather. Made in the USA.
Ralph Lauren
$395.00
Zappos.com is proud to offer the Pikolinos - Barcelona 01N-6111 (Kaki) - Footwear
- Add a Euro-inspired look with vintage appeal to your everyday wear with the Barcelona 01N-6111 boot from Pikolinos®.
- Premium leather upper with a traditional lacing system for a secure fit.
- Full side zipper closure ensures easy on-and-off wear.
- Soft leather interior lining wicks away moisture leaving the foot cool and dry for all-day wear.
- Fully cushioned footbed massages the foot with each and every step redefining the face of comfort.
- Durable synthetic outsole delivers long-lasting durability on a variety of surfaces.
- Imported. Measurements:
- Heel Height: 1 1 4 in
- Weight: 1 lb 3 oz
- Circumference: 10 3 4 in
- Shaft: 6 3 4 in
- Product measurements were taken using size 45 (US Men's 11.5-12), width D - Medium. Please note that measurements may vary by size.
PIKOLINOS
$190.00
Genuine suede uppers with crepe rubber sole. Fully leather lined. Leather midsole. Made in England.
Brooks Brothers
$248.00
Take style and extraordinary comfort to the next level with the Shibuya from Danner. This hand crafted lace up looks great with your favorite jeans, and is perfect for everyday rugged wear.
Danner
$194.95
Zappos.com is proud to offer the RJ Colt - Max (Brown/Brown) - Footwear
- Take your style to the Max with this amazing lace-up boot from RJ Colt?.
- Leather and waxed canvas upper for a fashionable and masculine look.
- Removable insole provides cushioning and support with every step.
- Rubber outsole with lug tread helps maintain your solid stride.
- San Crispino welt construction supplies added comfort and durability. Measurements:
- Weight: 1 lb 5 oz
- Circumference: 11 1 4 in
- Shaft: 4 in
- Product measurements were taken using size 7.5, width D - Medium. Please note that measurements may vary by size.
RJ Colt
$89.00
An iconic boot originally made for playing polo returns in rich, vintaged leather, handcrafted for finest quality.
- Leather upper/synthetic lining and sole.
- By Vintage Shoe Company; made in the USA.
- Men's Shoes.
Chukka
$279.00
Caterpillar work boots are every bit as powerful as the machines for which they're named. The Generator boot is rugged and durable and ready to work.
Caterpillar
$99.95
Wingtip trim finishes a vintage chukka boot crafted in rugged Horween® leather.
- Leather upper and lining/leather and rubber sole.
- By Wolverine; made in the USA.
- Men's Shoes.
Wolverine
$280.00
Zappos.com is proud to offer the Harley-Davidson - Ranger (Black) - Footwear
- Live the legendary Harley-Davidson lifestyle with these rugged Ranger boots!
- Full-grain leather upper.
- Logo-embossed buckles are featured on upper and shaft.
- Lace-up and side zip closures ensure the perfect fit.
- Fully-length cushioned insole provides all-day comfort.
- Goodyear welt construction.
- Durable rubber outsole. Measurements:
- Heel Height: 1 in
- Weight: 1 lb 15 oz
- Circumference: 13 in
- Shaft: 8 1 2 in
- Product measurements were taken using size 10, width D - Medium. Please note that measurements may vary by size.
Harley-Davidson
$154.00
This fully lined, leather ankle boot has a hand finished upper and logo embossed leather sole. The Snare Boot is detailed with an AllSaints branded back zip closure, leather laces finished with brass eyelets and a heat branded in-sock. Fabric 100% Leather
AllSaints
$248.00
If you're looking for a shoe that delivers comfort, quality, and style, the Bushacre desert boot from Clarks is a perfect match! This lace up chukka provides all day comfort with its foam cushioned footbed, and looks great paired with jeans or khakis for a casual day out.
Clarks
$79.95
Zappos.com is proud to offer the Lloyd - Palmas (Espresso) - Footwear
- Kick back and relax with a cup of coffee in hand and the masculine Palmas boot from LLOYD footwear on your well-appointed feet.
- Suede upper in chukka boot style with distressing at toe, heel and shaft.
- Squared toe.
- Two-eyelet lace-up closure for easy on and off.
- Soft leather lining for breathable comfort.
- Generously cushioned leather footbed massages the foot with each and every step.
- Leather and synthetic outsole with the traditional red stripe delivers long-lasting durability on a variety of surfaces.
- Made in Germany. Measurements:
- Heel Height: 1 in
- Weight: 1 lb 3 oz
- Circumference: 13 in
- Shaft: 4 1 2 in
- Product measurements were taken using size UK 10.5 (US Men's 11.5), width D - Medium. Please note that measurements may vary by size.
Lloyd
$249.00
Weathered leather composes a mid-height work boot set on a stacked sole with rubber traction panels.
Bed Stu
$235.00
High-shine leather structures an elevated chukka boot set on a flexible composite sole.
Mezlan
$395.00
Handsome perforations finish a lace-up wing-tip boot with effortless cool.
- Italian leather upper/leather lining/rubber sole.
- By Florsheim; imported.
- Men's Shoes.
Florsheim
$140.00
Zappos.com is proud to offer the Steve Madden - Hamilten (Brown Leather) - Footwear
- Make a sleek statement when you add these charming chukkas to your look!
- Lace-up closure.
- Leather upper.
- Man-made lining.
- Lightly cushioned man-made footbed.
- Man-made sole.
- Imported. Measurements:
- Weight: 14 oz
- Platform Height: 1 2 in
- Product measurements were taken using size 11, width D - Medium. Please note that measurements may vary by size.
Steve Madden
$85.00
Zappos.com is proud to offer the Bedstu - Bryden (Teak) - Footwear
- Hit the streets in slick style when you step out in these stunning Bedstu boots!
- Hand-washed leather gives the upper slight variations in color for a vintage feel.
- Lace-up closure.
- Man-made lining.
- Lightly cushioned man-made footbed.
- Distressed man-made sole. Measurements:
- Weight: 13 oz
- Circumference: 12 1 2 in
- Shaft: 5 1 2 in
- Product measurements were taken using size 11, width M. Please note that measurements may vary by size.
Bed Stu
$110.00
Zappos.com is proud to offer the RJ Colt - Marine (Brown/Brown) - Footwear
- Make a statement all your own in the Marine lace-up boot from RJ Colt?.
- Leather and waxed canvas upper for a fashionable and masculine look.
- Removable insole provides cushioning and support with every step.
- Rubber outsole with lug tread helps maintain your solid stride.
- San Crispino welt construction supplies added comfort and durability. Measurements:
- Heel Height: 1 1 4 in
- Weight: 1 lb 10 oz
- Circumference: 11 3 4 in
- Shaft: 7 1 2 in
- Platform Height: 1 2 in
- Product measurements were taken using size 9, width D - Medium. Please note that measurements may vary by size.
RJ Colt
$99.00
A throwback waterproof boot is pieced together with frosty blanche neige leather for a cool industrial effect.
Blondo
$185.00
Zappos.com is proud to offer the To Boot New York - Luke (Black) - Footwear
- Get plenty of style with these handsome ankle boots.
- Leather upper with elastic side panels.
- Pull-on construction.
- Stitch detailing.
- Leather lining and insole.
- Synthetic sole.
- Made in Italy. Measurements:
- Heel Height: 1 in
- Weight: 1 lb 1 oz
- Circumference: 12 in
- Shaft: 5 in
- Product measurements were taken using size 11.5, width D. Please note that measurements may vary by size.
To Boot
$375.00
Zappos.com is proud to offer the Palladium - Baggy (Black/Black) - Footwear
- A rugged, yet stylish boot that can take you anywhere.
- Canvas upper for long comfortable wear and durability.
- Padded footbed for added support and comfort.
- Polyurethane sole provides excellent traction.
- Grab a pair before they're gone! Measurements:
- Heel Height: 1 in
- Weight: 1 lb 3 oz
- Circumference: 12 1 2 in
- Shaft: 9 in
- Product measurements were taken using size 9.5, width M. Please note that measurements may vary by size.
Palladium
$70.00
Zappos.com is proud to offer the Pikolinos - Glasgow 05M-6221S (Beige) - Footwear
- The Glasgow 05M-6221S boot from Pikolinos adds casual appeal to any outfit.
- Semi-vegetable tanned leather upper with a traditional lacing system for easy on-and-off wear.
- Soft leather and textile lining ensures easy on-and-off wear and a secure fit.
- Padded leather footbed provides additional cushioning and support.
- Lightweight synthetic outsole delivers long-lasting durability on a variety of surfaces.
- Imported. Measurements:
- Heel Height: 1 1 4 in
- Weight: 14 oz
- Circumference: 11 in
- Shaft: 4 1 2 in
- Product measurements were taken using size 45 (US Men's 11.5-12), width D - Medium. Please note that measurements may vary by size.
PIKOLINOS
$160.00
Zappos.com is proud to offer the Robert Wayne - Conley (Black) - Footwear
- Meld form and fashion to your advantage with the rugged Conley boot.
- Leather upper.
- Dual side-zip closures.
- Stitched detailing.
- Cap toe.
- Leather lining.
- Lightly cushioned footbed.
- Synthetic sole.
- Imported. Measurements:
- Heel Height: 1 1 4 in
- Weight: 1 lb 1 oz
- Circumference: 10 in
- Shaft: 5 1 2 in
- Product measurements were taken using size 11, width D - Medium. Please note that measurements may vary by size.
Robert Wayne
$119.95
Zappos.com is proud to offer the Magnanni - Primo (Black) - Footwear
- Give your formal outfit a sleek finish with the fine craftsmanship of the MAGNANNI Primo chelsea boot.
- Leather upper.
- Pull-on design.
- Dual gore insets.
- Bologna construction.
- Leather lining.
- Leather insole.
- Leather sole.
- Made in Spain. Measurements:
- Heel Height: 1 in
- Weight: 1 lb 1 oz
- Circumference: 11 in
- Shaft: 6 in
- Platform Height: 1 4 in
- Product measurements were taken using size 11, width M. Please note that measurements may vary by size.
Magnanni
$395.00
Zappos.com is proud to offer the Frye - Fulton Cuff Boot (Grey Tumbled Brush Off) - Footwear
- Get ready to suit up and head out for battle with the classic style of the Fulton Cuff Boot by Frye.
- Tumbled brush-off leather upper.
- Comfortable leather lined interior.
- Lace-up closure with metal eyelets for a secure and snug fit.
- Wrap around cuff with two forged and stamped hardware buckles.
- Inside zip provides an easy entry and exit.
- Embossed logo on the heel.
- Long-lasting leather outsole with a rubber lug for excellent traction on many surface types.
Frye
$398.00
Tough ripstop nylon structures a casual chukka with a signature toe box.
- Lace-up
- With every pair you purchase, TOMS will give a pair of new shoes to a child in need. One for One.
Toms
$68.95
Zappos.com is proud to offer the BRUNO MAGLI - Erasmo (Black) - Footwear
- Enjoy a classic look with the Erasmo desert boot.
- Suede upper.
- Lace-up front.
- Stitch detailing.
- Leather lining and insole.
- Synthetic sole.
- Made in Italy. Measurements:
- Weight: 1 lb 1 oz
- Product measurements were taken using size 45 (US 12), width D - Medium. Please note that measurements may vary by size.
Bruno Magli
$385.00
Zappos.com is proud to offer the Bedstu - Bolter (Tan Glove) - Footwear
- There's no need to bolt! Stick around . . . Stay awhile! Kick back and relax with these bodacious Bedstu boots!
- Lace-up closure.
- Distressed leather upper.
- Leather lining.
- Lightly cushioned leather footbed.
- Leather and man-made sole.
- Imported. Measurements:
- Weight: 1 lb 9 oz
- Circumference: 11 in
- Shaft: 7 1 2 in
- Product measurements were taken using size 11, width M. Please note that measurements may vary by size.
Bed Stu
$235.00
Zappos.com is proud to offer the Wolverine - 1883 Hartley (Black) - Footwear
- The rugged style of the 1883 Hartley boot from Wolverine is ready to take on the great outdoors and the big city streets.
- Part of the Wolverine 1883 Collection.
- Waxed suede upper.
- Side elastic panels for easier on and off.
- Rear pull tab.
- Bon Welt construction for better flexibility.
- Cushioned footbed keeps you comfortable all day long.
- Durable rubber outsole with tread pattern for excellent traction. Measurements:
- Heel Height: 1 in
- Weight: 1 lb 8 oz
- Circumference: 12 1 2 in
- Shaft: 6 in
- Product measurements were taken using size 12, width D - Medium. Please note that measurements may vary by size.
Wolverine
$130.00
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