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| Best Seller  | 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 | FREE shipping go to store |
 | Men's Nunn Bush Odell Wingtip Chukka Boots - Brown - Casual boots Nunn Bush brings stylish flair to a classic chukka silhouette in a striking wingtip toe and perforations for a handsome finish. Leather upper; manmade sole. more | FREE shipping go to store |
| Best Seller  | 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 | FREE shipping go to store |
 | Clarks(r) Wallabee 2.0 Gore-tex® Waterproof Chukka Boot - Blue - Clarks Boots Men's Clarks(r) Wallabee 2.0 Gore-tex® Waterproof Chukka Boot - Blue - Casual boots Gore-Tex waterproof construction brings all-weather versatility to the iconic chukka boot grounded by a grippy Vibram® sole with cleated tread. more | FREE shipping go to store |
 | Columbia Techlite Comfort Leather Men's Waterproof Chukka Boots In A Size 10.5. Color Is Mountain Red. Do Have Some Marks But Not Bad. Nice Pair Of Boots. Thanks For Shopping With Us! more | go to store |
 | 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 | $40.19 $33.76 go to store |
 | 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 | $33.97 $28.53 go to store |
 | 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 | $36.28 $30.48 go to store |
 | Timberland Arbor Road Waterproof Chukka - Mens 10.5 Brown Boot Medium *Chukka boot from Timberland *Premium Timberland leather upper *Lace-up front closure *ReBOTL fabric lining *OrthoLite® footbed *Compression-molded EVA midsole *Seam-sealed construction *GreenStride sole *Rubber outsole more | $169.95 $135.97 FREE shipping go to store |
 | Timberland Redwood Falls Waterproof Chukka - Mens 10.5 Brown Boot Medium *Premium leather upper with TimberDry waterproof membrane *Rustproof speedlace hardware with lace hooks at top *Ankle-high shaft *Tie closure *ReBOTL fabric lining *Ortholite footbed *EVA midsole *Griptstick rubber outsole with patented L7 lug design more | FREE shipping go to store |
 | Timberland Redwood Falls Waterproof Chukka - Mens 8 Brown Boot Medium *Premium leather upper with TimberDry waterproof membrane *Rustproof speedlace hardware with lace hooks at top *Ankle-high shaft *Tie closure *ReBOTL fabric lining *Ortholite footbed *EVA midsole *Griptstick rubber outsole with patented L7 lug design more | FREE shipping go to store |
 | Columbia Bm2545-010 Bugaboot Plus Chukka Winter Boots Waterproof Men’s Size 7.5 Size - Men’s Us 7.5 Color - Black Great Preowned Condition. Gently Used, Shown In The Photos. This Item May Have Been Worn But Has No Visible Signs Of Wear. See All... more | go to store |
 | ® Neumel Weather Hybrid Suede/waterproof Classic Boots - Black - Ugg Boots Men's Ugg ® Neumel Weather Hybrid Suede/waterproof Classic Boots - 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 | $180.00 $117.00 go to store |
 | ® Neumel Weather Hybrid Suede/waterproof Classic Boots - Red - Ugg Boots Women's Ugg ® Neumel Weather Hybrid Suede/waterproof Classic Boots - Red - Ankle 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 | $180.00 $126.00 go to store |
 | Sorel Men's Madson Ii Chukka Boot - Brown Features a waterproof leather and suede upper with waterproof membrane construction. Removable molded EVA footbed, synthetic topcover. Full length molded EVA midsole. Molded rubber outsole. Measurements based on size 9 - Heel Height: 1 in. Platform... more | $216.00 $130.00 go to store |
 | Sorel Men's Madson Ii Chukka Boot - Brown Features a waterproof leather and suede upper with waterproof membrane construction. Removable molded EVA footbed, synthetic topcover. Full length molded EVA midsole. Molded rubber outsole. Measurements based on size 9 - Heel Height: 1 in. Platform... more | $216.00 $130.00 go to store |
 | Sorel Men's Madson Ii Chukka Boot - Brown Features a waterproof leather and suede upper with waterproof membrane construction. Removable molded EVA footbed, synthetic topcover. Full length molded EVA midsole. Molded rubber outsole. Measurements based on size 9 - Heel Height: 1 in. Platform... more | $216.00 $130.00 go to store |
 | Madson Ii Waterproof Chukka Boot Men's Sorel Madson Ii Waterproof Chukka Boot - Brown - Casual boots Combining a chukka silhouette with rugged performance and durability, this waterproof boot is an easy choice for your everyday adventures. more | FREE shipping go to store |
 | Papakū 'ili Waterproof Chukka Boot Men's Olukai Papakū 'ili Waterproof Chukka Boot - Black - 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 | FREE shipping go to store |
 | 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 | FREE shipping go to store |
 | 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 | FREE shipping go to store |
 | 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 | FREE shipping go to store |
 | Kezar Waterproof Suede Chukka Boots Men's Sorel Kezar Waterproof Suede Chukka Boots - Brown - Casual boots Sorel "Kezar" waterproof suede boots. Round moccasin toe. Laceup vamp. Logo at tongue. Wool/polyester lining. EVA footbed. Sawtooth rubber sole. Imported. more | FREE shipping go to store |
 | Clarks(r) Wallabee 2.0 Gore-tex® Waterproof Chukka Boot Men's Clarks(r) Wallabee 2.0 Gore-tex® Waterproof Chukka Boot - Black - Casual boots Gore-Tex waterproof construction brings all-weather versatility to the iconic chukka boot grounded by a grippy Vibram® sole with cleated tread. more | FREE shipping go to store |
 | Clarks(r) Wallabee 2.0 Gore-tex® Waterproof Chukka Boot Men's Clarks(r) Wallabee 2.0 Gore-tex® Waterproof Chukka Boot - Blue - Casual boots Gore-Tex waterproof construction brings all-weather versatility to the iconic chukka boot grounded by a grippy Vibram® sole with cleated tread. more | FREE shipping go to store |
 | Men's Taft Livingston Chukka Boot - Black - Casual boots Keep your look distinguished with the Livingston chukka boot from Taft. A wingtip toe with brogue accentuation creates a tasteful look to the leather and wool boot, made cozy with a cushioned... more | FREE shipping go to store |
 | Men's Taft Livingston Chukka Boot - Black - Casual boots Keep your look distinguished with the Livingston chukka boot from Taft. A wingtip toe with brogue accentuation creates a tasteful look to the leather and wool boot, made cozy with a cushioned... more | FREE shipping go to store |
 | Men's Barbour Cairngorm Chukka Boot - Brown - Casual boots Lightly weathered leather elevates a waterproof chukka boot in a classic silhouette. more | FREE shipping go to store |
 | Men's Barbour Cairngorm Chukka Boot - Black - Casual boots Lightly weathered leather elevates a waterproof chukka boot in a classic silhouette. more | FREE shipping go to store |
 | Men's Nunn Bush Otto Plain Toe Chukka Boot - Black - Casual boots The classic design of the Otto plain toe chukka boot from Nunn Bush brings versatile stylings to your wardrobe. The Defender Repellant upper offers a waterproof finish, while the Memory... more | FREE shipping go to store |
 | Men's Rockport Umbwe Ii Chukka Boot - Brown - Casual boots Trail adventures will be a bliss to experience in the Rockport Umbwe II chukka boot. The lace-up boot has a Hydro-Shield waterproof backing to keep your feet dry and healthy. Foam blend... more | FREE shipping go to store |
 | Men's Nunn Bush Otto Plain Toe Chukka Boot - Blue - Casual boots The classic design of the Otto plain toe chukka boot from Nunn Bush brings versatile stylings to your wardrobe. The Defender Repellant upper offers a waterproof finish, while the Memory... more | FREE shipping go to store |
 | Chandler Weatherproof Leather Chukka Boots Men's Allen Edmonds Chandler Weatherproof Leather Chukka Boots - Brown - Casual boots Allen Edmonds "Chandler" chukka boots in waterproof leather 360o bench welt construction for durability and stability 0.75 in / 20 mm stacked heel Round toe Lace-up... more | FREE shipping go to store |
 | Men's Nunn Bush Otto Plain Toe Chukka Boot - Brown - Casual boots The classic design of the Otto plain toe chukka boot from Nunn Bush brings versatile stylings to your wardrobe. The Defender Repellant upper offers a waterproof finish, while the Memory... more | FREE shipping go to store |
 | 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 | FREE shipping go to store |
 | Men's Chaco Paonia Desert Chukka Boot - Brown - 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 | FREE shipping go to store |
 | Men's Nunn Bush Otto Plain Toe Chukka Boot - Black - Casual boots The classic design of the Otto plain toe chukka boot from Nunn Bush brings versatile stylings to your wardrobe. The Defender Repellant upper offers a waterproof finish, while the Memory... more | FREE shipping go to store |
 | Tbl® 1973 Newman Waterproof Chukka Boot Men's Timberland Tbl® 1973 Newman Waterproof Chukka Boot - Black - Casual boots Inspired by the original iconic boot, this durable chukka boasts seam-sealed waterproof protection, a padded collar, arch-supporting shank and grippy lug sole. The leather... more | FREE shipping go to store |
 | 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 | $34.67 $29.12 go to store |
 | 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 | $50.26 $42.22 go to store |
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