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| 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 |
 | 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 |
| Best Seller  | 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 |
 | Columbia Mens 10 Irvington Ii Chukka Leather Waterproof Boots Winter Brown Lace Rubber Sole Lace Up Ankle Boots Solid Non-Marking Rubber Outsole Techlite Lightweight Cushioned Midsole Waterproof Leather Boot With An Ultra-Cushioned Midsole Is Made For... 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 |
 | ® 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 |
 | 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 |
 | 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 |
 | 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 |
 | Classic Casual Waterproof Chukka Men's Bogs Classic Casual Waterproof Chukka - Black - Casual boots Gear-up for the elements in comfort with this casual waterproof boot featuring a slip-resistant rubber sole and an eco-conscious algae cushion footbed. more | $150.00 $89.96 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 |
 | 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 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 |
 | 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 |
 | Nunn Bush Denali Plain Toe Waterproof Chukka - Mens 8 Black Boot W *Seam-sealed waterproof leather upper *Breathable Suedetec lining engineered for moisture management *Fully-cushioned Comfort Gel Memory Foam footbed with Softgel heel pod *Lightweight, durable EVA and rubber outsole more | FREE shipping go to store |
 | Timberland Arbor Road Waterproof Chukka - Mens 13 Black 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 $152.97 FREE shipping go to store |
 | Timberland Arbor Road Waterproof Chukka - Mens 7 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 9 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 Arbor Road Waterproof Chukka - Mens 10 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 11 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 Arbor Road Waterproof Chukka - Mens 8.5 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 Arbor Road Waterproof Chukka - Mens 9.5 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 Arbor Road Waterproof Chukka - Mens 12 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 8.5 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 Arbor Road Waterproof Chukka - Mens 11.5 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 Arbor Road Waterproof Chukka - Mens 10.5 Black 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 $152.97 FREE shipping go to store |
 | Timberland Redwood Falls Waterproof Chukka - Mens 13 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 Arbor Road Waterproof Chukka - Mens 8 Black 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 $152.97 FREE shipping go to store |
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