Men's Allen Edmonds Chandler ChukkaBoot - Brown - Casual boots Premium, finely napped suede elevates a classicchukkaboot handcrafted with a comfortable cork insole, durable bench welt and rubber grip sole. 360o welt construction for durability and... more
Men's Eastland Seneca Camp Moc ChukkaBoot - Brown - Casual boots Crafted from premium leather, this classicchukkaboot is hand-sewn with a memory foam footbed and slip-resistant outsole for both city and outdoor wear. more
Men's Clarks(r) Wallabee ChukkaBoot - Brown - Boots A durable crepe rubber sole grounds a classicchukkaboot done in a retro checked suede with perforations on the footbed for ventilation. Leather upper and lining/synthetic sole Made in Portugal. more
J.Crew Bennett Chukka Suede Ankle Boot Men Navy Blue 9.5 Classic Lace Up Shoe Size 9.5 Very Good Preowned Condition - Some Minor Scuffing As Shown. Light Marking To Interior Of Both Shoes As Shown. more
American Eagle ChukkaBoots Gray Leather Suede Mens Classic Size 12 #6921 Grey In Great Condition. Minimal Signs Of Wear. See Photos For Condition As Well. Thank You For Shopping With Me ! more
Men's Clarks(r) Torhill Hi ChukkaBoot - Brown - Casual boots Creamy suede and soft sheepskin lining enrich a handsome boot in a classic silhouette with a chunky rubber sole. more
Men's Vince Camuto Leandro ChukkaBoot - Brown - Casual boots Whether it's a casual gathering or a formal meeting, the Leandro Chukkaboot from Vince Camuto is a relevant pick. Classic lace-up silhouette with luxe leather upper and light burnished toe... more
Sleek lines and a classic design lends this men s lace-up shoe a look that s timeless and modern all at once. The durable rubber outsole has shock-absorbing properties and provides traction for enhanced stability. Goes with everything from suits and... more
Sleek lines and a classic design lends this men s lace-up shoe a look that s timeless and modern all at once. The durable rubber outsole has shock-absorbing properties and provides traction for enhanced stability. Goes with everything from suits and... more
Sleek lines and a classic design lends this men s lace-up shoe a look that s timeless and modern all at once. The durable rubber outsole has shock-absorbing properties and provides traction for enhanced stability. Goes with everything from suits and... more
Men's Ugg ® Neumel Weather Hybrid Suede/waterproof ClassicBoots - Black - Casual boots Our iconic heritage chukka gets a weatherized upgrade. A timeless boot made of rich, waterproof suede, it's lined in our UGG®plush upcycled wool blend and finished... more
*The classicchukkaboot gets a modern, sporty redesign in this comfortable, go-to style *Leather upper with a detailed stitched moc toe design *4" shaft height *Comfort leather sock lining and insole supports and conforms to the curves of your foot... more
*The classicchukkaboot gets a modern, sporty redesign in this comfortable, go-to style *Leather upper with a detailed stitched moc toe design *4" shaft height *Comfort leather sock lining and insole supports and conforms to the curves of your foot... more
*You'll be hooked on this chukka's amazing comfort and cushioning from your very first wearing *Leather upper with classic pinked and perfed trim *Lace-up closure with metal eyelets *Full-length Memory Foam footbed cushioning *Lightweight, flexible EVA... more
Time to re-boot your shoe collection. Discover must-have boots for the season ahead, from classic chelsea boots, to on-trend chunky styles, these are the boots you need now. more
Introducing Arturo by Vance Co., the ankle boot that offers a classic look with modern comfort. Made with vegan leather and featuring an almond-toe and lace-up design, Arturo adds a touch of sophistication to any outfit. The lightweight EVA outsole, 12... more
Our take on the desert boot, designed for a classic yet casual look, the Cutler. With a three-eye lace-up closure and genuine leather uppers, you'll find yourself turning to them over and over. A 6 mm Comfort Foamâ„¢ footbed and a clean EVA outsole... more
Men's Dockers Norton ChukkaBoot - Brown - Casual boots Add a hint of classic flair to your ensemble with the Norton chukkaboot from Dockers. This lace-up boot features Supreme Comfort massaging EVA footbed to provide enhanced foot support and a... more
Men's Clarks(r) Wallabee ChukkaBoot - Black - Casual boots A classic crepe-rubber sole grounds a chunky leather chukkaboot complete with a smartly stitched toe. more
Men's BILLY Footwear Billy Comfort ChukkaBoot - Black - Casual bootsClassic style meets everyday convenience in this versatile chukkaboot featuring a wraparound zipper that ensures easy on and off. more
Men's Warfield & Grand Arlington ChukkaBoot - Brown - Casual boots Burnished Italian calfskin enriches a classicchukkaboot built with cushioned arch support for superior comfort. more
Men's Nunn Bush Odell Wingtip ChukkaBoots - Brown - Casual boots Nunn Bush brings stylish flair to a classicchukka silhouette in a striking wingtip toe and perforations for a handsome finish. Leather upper; manmade sole. more
Men's Clarks(r) Wallabee ChukkaBoot - Brown - Casual boots A classic crepe-rubber sole grounds a chunky leather chukkaboot complete with a smartly stitched toe. more
Men's Clarks(r) Torhill Hi ChukkaBoot - Brown - Casual boots Creamy suede and soft sheepskin lining enrich a handsome boot in a classic silhouette with a chunky rubber sole. more
Men's Nunn Bush Otto Plain Toe ChukkaBoot - Black - Casual boots The classic design of the Otto plain toe chukkaboot from Nunn Bush brings versatile stylings to your wardrobe. The Defender Repellant upper offers a waterproof finish, while the Memory... more
Men's Blake McKay Colton ChukkaBoot - Brown - Casual boots Contrast stitching highlights the classic silhouette of a smooth leather chukkaboot grounded by a cushioned, arch-supporting OrthoLite® footbed. more
Men's Dune Camron ChukkaBoot - Brown - Casual boots Smarten up your daily look with a classicchukkaboot crafted from luxe leather and grounded by a contemporary wedge sole with cleated traction. more
Men's Nunn Bush Otto Plain Toe ChukkaBoot - Brown - Casual boots The classic design of the Otto plain toe chukkaboot from Nunn Bush brings versatile stylings to your wardrobe. The Defender Repellant upper offers a waterproof finish, while the Memory... more
Men's Allen Edmonds Chandler ChukkaBoot - Brown - Casual boots Premium, finely napped suede elevates a classicchukkaboot handcrafted with a comfortable cork insole, durable bench welt and rubber grip sole. 360o welt construction for durability and... more
Men's Sandro Moscoloni Vandick ChukkaBoot - Blue - Casual boots The Vandick chukkaboot from Sandro Moscoloni proves a versatile must-have with a classic design to finish off favorite fits. This leather pair's cushioned footbed adds a comfortable... more
Men's Clarks(r) Wallabee ChukkaBoot - Black - Casual boots A classic crepe-rubber sole grounds a chunky leather chukkaboot complete with a smartly stitched toe. more
Men's Tod's Gomma ChukkaBoot - Brown - Casual boots The brand's monogram is artfully, subtly etched into the suede of this luxurious chukkabootclassic in every way but for the pebbled-tread sole. Lace-up style Leather upper and lining/rubber sole... more
Men's AllSaints Bilton ChukkaBoot - Brown - Casual boots A classic crepe rubber sole lends a surefooted stride in this derby-inspired chukkaboot crafted from supple, velvety suede. Lace-up style Leather upper and lining/rubber sole Made in Portugal. more
Men's ugg(r) Neumel ChukkaBoot - Brown - Casual boots Naturally breathable UGGpure or UGGplush faux fur lines a classicchukkaboot grounded by a lugged sole. Well cushioned, it works well indoors as a slipper, too. UGGpure is a textile made entirely... more
Men's Rockport Break ChukkaBoots - Brown - Casual boots The Rockport Classic Break Chukka has versatile style to get you through the day and into the evening. Premium leather or suede uppers. Lace-up closure. Soft knit fabric linings. EVA footbed and... more
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