Men's Shoes › maplewood chukka boot

Harken Chukka Boot

Men's Steve Madden Harken Chukka Boot - Black - Casual boots Boasting a classic look ready to pair with favorite formal or professional looks, the Harken chukka boot is sure to please. The contrast stitching makes for an eye-catching statement, while... more

Paonia Desert Chukka Boot

Men's Chaco Paonia Desert Chukka Boot - Green - 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

George Chukka Boot

Men's Anthony Veer George Chukka Boot - Brown - Casual boots Accent a formal or professional look with the laidback George chukka boot from Anthony Veer. This leather pair sports an OrthoLite footbed for added comfort. Suede upper. Lace-up closure.... more

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

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

Clarks(r) Clarks® Desert Chukka Boot

Men's Clarks(r) Clarks® Desert Chukka Boot - Black - Desert boots Hearty suede and a smart Goodyear welt mean lasting style in this timeless chukka boot with versatile appeal. more

Jack Chukka Boot

Men's Eastland Jack Chukka Boot - Brown - Casual boots The Jack chukka boot from Eastland will be perfect for your day-to-day lifestyle. This lace-up features a full grain leather upper and a Memory Foam insole that will leave you with daylong comfort!... more

Hamilton Wingtip Waterproof Chukka Boot

Men's Allen Edmonds Hamilton Wingtip Waterproof Chukka Boot - Brown - Casual boots A waterproof finish and all-weather Dainite sole make this cap-toe boot truly durable, and traditional brouging adds class to this dress-casual style. more

Neumel Leather Shoes Chukka Boots

Men's Ugg Neumel Leather Shoes Chukka Boots - Green - Casual boots Combining premium materials and effortless style, the Neumel is our iconic heritage chukka. A timeless boot made of rich suede, it's lined in upcycled UGGpure wool and finished with a... more

Papakū 'ili Waterproof Chukka Boot

Men's Olukai Papakū 'ili Waterproof Chukka Boot - Brown - Casual boots This waterproof-leather chukka boot will be a cold-weather go-to thanks to its plush quilted lining and a Wet Grip rubber sole providing superior traction. more

Vandick Chukka Boot

Men's Sandro Moscoloni Vandick Chukka Boot - Brown - Casual boots A plain-toe chukka boot crafted from soft burnished suede provides maximum comfort with a gel foam insole and EVA midsole cushioning. Cushioned insole Leather upper/textile lining/rubber... more

Theo Chukka Boot

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

® Neumel Leather Shoes Chukka Boots

Men's Ugg ® Neumel Leather Shoes Chukka Boots - Black - Casual boots Combining premium materials and effortless style, the Neumel is our iconic heritage chukka. A timeless boot made of rich suede, it's lined in upcycled UGG®pure wool and finished with... more

Clarks(r) Wallabee Chukka Boot

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

Bushwick Chukka Boot

Men's Anthony Veer Bushwick Chukka Boot - Brown - Casual boots Accent a casual look with the sharp Bushwick chukka boot from Anthony Veer. This suede pair sports an OrthoLite footbed for added cushioning. Suede upper. Lace-up closure. Round toe.... more

Parker Chukka Boot

Men's Hush Puppies Parker Chukka Boot - Black - Casual boots Highlight a casual look or finish off more formal ensembles with the sharp Parker chukka boot from Hush Puppies. With a removable cushioned insole and foam sole for extra shock absoprtion,... more

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

Carlton Suede Chukka Boots

Men's Vince Carlton Suede Chukka Boots - Blue - Casual boots Vince "Carlton" chukka boots in exceptionally soft suede Flat heel Round moc toe Backstay pull tab Rubber outsole Lining: Leather Pull-on style Imported. more

Tilden Chukka Boot

Men's Stacy Adams Tilden Chukka Boot - Black - Casual boots You can only up your dapper quo pairing the Tilden chukka boot by Stacy Adams with your outfit. This suede boot is highlighted with contrast welt and stitching details for a stylish look.... more

Maxwell Chukka Boot

Men's Stacy Adams Maxwell Chukka Boot - Brown - Casual boots The Maxwell chukka boot by Stacy Adams can look absolutely slick, be it tuxedos or distressed jeans. Smooth burnished leather, RedZone insole with molded heel and rubber sole make this... more

Clarks(r) Wallabee Chukka Boot

Men's Clarks(r) Wallabee Chukka Boot - Blue - Casual boots A natural rubber-crepe sole grounds an iconic chukka boot built with a suede upper, waxy laces and signature tonal logo fobs. more

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

ugg(r) Neumel Chukka Boot

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

Cairngorm Chukka Boot

Men's Barbour Cairngorm Chukka Boot - Brown - Casual boots Lightly weathered leather elevates a waterproof chukka boot in a classic silhouette. more

Jack Chukka Boot

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

Theo Chukka Boot

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

Chukka Boots

Men's COACH Chukka Boots - Black - Casual boots Ankle-high paneled coated canvas and buffed leather boots in black. more

Chukka Boot

Men's Taft Chukka Boot - Black - Casual boots Add to your professional wardrobe with the TAFT Chukka boot. Crafted from premium leather, this pair sports a classic look that pairs well with all manner of professional or formal ensemble. Leather upper.... more

Men's Deer Stags® Bangor Chukka Boots by Deer Stags in Red Wood (Size 12 M)

These Deer Stags® Bangor Chukka Boots get an upgrade with contrast stitching and a crepe-like grippy bottom, great for formal and casual situations. Soft fabric linings help to wick moisture and keep your feet cool. Faux leatherContrast... more

Durango Boot Red Dirt Rebel Square-Toe 5 inch Chukka - Men's Bark Brown 12 Wide DDB0248-12-W

Durango Boot Red Dirt Rebel Square-Toe 5 inch Chukka - Men's Bark Brown 12 Wide DDB0248-12-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 shank... more

Keegan Chukka Boot

Men's Thomas & Vine Keegan Chukka Boot - Brown - Casual boots The Keegan chukka boot by Thomas & Vine is your go-to footwear for the in-between occasions. Outfitted with a sporty outsole, this boot is topped with genuine leather upper and includes a... more

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

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

Len Chukka Boot

Men's Sandro Moscoloni Len Chukka Boot - Blue - Casual boots Showcasing broguing detailing, this Sandro Moscoloni Len chukka boot adds subtle elegance to any of your formal outfit. Made of leather, this 3-eyelet boot has almond toe, leather lining,... more

Rocky Boots Dress Leather High Gloss Chukka - FQ00500-8WI120

Rocky Boots Dress Leather High Gloss Chukka - FQ00500-8WI120. It's A Footwear Experience Designed To Meet Daily Demands Of Your Job And Keep You Comfortable Long Past Clock-out. successful Work Requires A Durable Shoe. Goodyear Welt Construction And... more

Clarks(r) Wallabee Chukka Boot

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

Mason Chukka Boot

Men's Barbour Mason Chukka Boot - Brown - Casual boots Embossed logos brand a smooth-suede chukka boasting arch support and a sneaker-inspired cupsole. Removable insole with arch support Leather upper/textile lining/synthetic sole Made in Portugal. more

Norton Chukka Boot

Men's Dockers Norton Chukka Boot - Brown - Casual boots Add a hint of classic flair to your ensemble with the Norton chukka boot from Dockers. This lace-up boot features Supreme Comfort massaging EVA footbed to provide enhanced foot support and a... more