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| Best Seller  | Nunn Bush Denali Plain Toe Waterproof Chukka - Mens 10.5 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 Atwells Ave WP Chukka - Mens 9.5 Tan Boot Medium *Chukka boot from Timberland *Waterproof Better Leather upper *Seam-sealed construction *Lace-up front closure *EVA comfort footbed *Compression-molded EVA outsole more | $144.95 $100.97 FREE shipping go to store |
| Best Seller  | 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 $101.97 FREE shipping go to store |
 | Nunn Bush Denali Plain Toe Waterproof Chukka - Mens 8.5 Black Boot Medium *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 |
 | Nunn Bush Denali Plain Toe Waterproof Chukka - Mens 7.5 Black Boot Medium *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 Redwood Falls Waterproof Chukka - Mens 9.5 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 |
 | Nunn Bush Denali Plain Toe Waterproof Chukka - Mens 10.5 Black Boot Medium *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 |
 | Nunn Bush Denali Plain Toe Waterproof Chukka - Mens 9.5 Black Boot Medium *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 Atwells Ave WP Chukka - Mens 8.5 Tan Boot Medium *Chukka boot from Timberland *Waterproof Better Leather upper *Seam-sealed construction *Lace-up front closure *EVA comfort footbed *Compression-molded EVA outsole more | $144.95 $100.97 FREE shipping go to store |
 | Timberland Arbor Road Waterproof Chukka - Mens 11.5 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 $118.97 FREE shipping go to store |
 | Timberland Atwells Ave WP Chukka - Mens 7.5 Tan Boot Medium *Chukka boot from Timberland *Waterproof Better Leather upper *Seam-sealed construction *Lace-up front closure *EVA comfort footbed *Compression-molded EVA outsole more | $144.95 $100.97 FREE shipping go to store |
 | Nunn Bush Denali Plain Toe Waterproof Chukka - Mens 8.5 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 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 $101.97 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 $101.97 FREE shipping go to store |
 | Timberland Atwells Ave WP Chukka - Mens 7.5 Black Boot Medium *Chukka boot from Timberland *Waterproof Better Leather upper *Seam-sealed construction *Lace-up front closure *EVA comfort footbed *Compression-molded EVA outsole more | $144.95 $129.97 FREE shipping go to store |
 | Timberland Arbor Road Waterproof Chukka - Mens 9.5 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 $118.97 FREE shipping go to store |
 | Timberland Arbor Road Waterproof Chukka - Mens 7.5 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 $118.97 FREE shipping go to store |
 | Nunn Bush Denali Plain Toe Waterproof Chukka - Mens 11.5 Black Boot Medium *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 Atwells Ave WP Chukka - Mens 11.5 Tan Boot Medium *Chukka boot from Timberland *Waterproof Better Leather upper *Seam-sealed construction *Lace-up front closure *EVA comfort footbed *Compression-molded EVA outsole more | $144.95 $100.97 FREE shipping 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 - Green 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 |
 | Sorel Men's Madson Ii Chukka Boot - Green 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 |
 | Clarks Morris Easy - Mens 8 Black Boot Medium *Chukka boot from Clarks *Leather upper with butted seam details *Waterproof construction *Gore panels and webbing pull tabs for easy on and off *Layered extreme comfort footbed *Lugged outsole for all-weather traction more | $129.95 $90.97 FREE shipping go to store |
 | Clarks Morris Easy - Mens 10.5 Black Boot Medium *Chukka boot from Clarks *Leather upper with butted seam details *Waterproof construction *Gore panels and webbing pull tabs for easy on and off *Layered extreme comfort footbed *Lugged outsole for all-weather traction more | $129.95 $90.97 FREE shipping go to store |
 | Clarks Morris Easy - Mens 8.5 Black Boot Medium *Chukka boot from Clarks *Leather upper with butted seam details *Waterproof construction *Gore panels and webbing pull tabs for easy on and off *Layered extreme comfort footbed *Lugged outsole for all-weather traction more | $129.95 $90.97 FREE shipping go to store |
 | Clarks Morris Easy - Mens 8 Grey Boot W *Chukka boot from Clarks *Leather upper with butted seam details *Waterproof construction *Gore panels and webbing pull tabs for easy on and off *Layered extreme comfort footbed *Lugged outsole for all-weather traction more | $129.95 $90.97 FREE shipping go to store |
 | Clarks Morris Easy - Mens 12 Grey Boot W *Chukka boot from Clarks *Leather upper with butted seam details *Waterproof construction *Gore panels and webbing pull tabs for easy on and off *Layered extreme comfort footbed *Lugged outsole for all-weather traction more | $129.95 $90.97 FREE shipping go to store |
 | Clarks Morris Easy - Mens 7.5 Grey Boot Medium *Chukka boot from Clarks *Leather upper with butted seam details *Waterproof construction *Gore panels and webbing pull tabs for easy on and off *Layered extreme comfort footbed *Lugged outsole for all-weather traction more | $129.95 $90.97 FREE shipping go to store |
 | Clarks Morris Easy - Mens 11.5 Black Boot Medium *Chukka boot from Clarks *Leather upper with butted seam details *Waterproof construction *Gore panels and webbing pull tabs for easy on and off *Layered extreme comfort footbed *Lugged outsole for all-weather traction more | $129.95 $90.97 FREE shipping go to store |
 | Clarks Morris Easy - Mens 11 Grey Boot Medium *Chukka boot from Clarks *Leather upper with butted seam details *Waterproof construction *Gore panels and webbing pull tabs for easy on and off *Layered extreme comfort footbed *Lugged outsole for all-weather traction more | $129.95 $90.97 FREE shipping go to store |
 | Clarks Morris Easy - Mens 11.5 Brown Boot Medium *Chukka boot from Clarks *Leather upper with butted seam details *Waterproof construction *Gore panels and webbing pull tabs for easy on and off *Layered extreme comfort footbed *Lugged outsole for all-weather traction more | $129.95 $90.97 FREE shipping go to store |
 | Clarks Morris Easy - Mens 13 Brown Boot Medium *Chukka boot from Clarks *Leather upper with butted seam details *Waterproof construction *Gore panels and webbing pull tabs for easy on and off *Layered extreme comfort footbed *Lugged outsole for all-weather traction more | $129.95 $90.97 FREE shipping go to store |
 | Clarks Morris Easy - Mens 11 Brown Boot Medium *Chukka boot from Clarks *Leather upper with butted seam details *Waterproof construction *Gore panels and webbing pull tabs for easy on and off *Layered extreme comfort footbed *Lugged outsole for all-weather traction more | $129.95 $90.97 FREE shipping go to store |
 | Clarks Morris Easy - Mens 8.5 Brown Boot W *Chukka boot from Clarks *Leather upper with butted seam details *Waterproof construction *Gore panels and webbing pull tabs for easy on and off *Layered extreme comfort footbed *Lugged outsole for all-weather traction more | $129.95 $90.97 FREE shipping go to store |
 | Clarks Morris Easy - Mens 12 Brown Boot Medium *Chukka boot from Clarks *Leather upper with butted seam details *Waterproof construction *Gore panels and webbing pull tabs for easy on and off *Layered extreme comfort footbed *Lugged outsole for all-weather traction more | $129.95 $90.97 FREE shipping go to store |
 | Clarks Morris Easy - Mens 11 Brown Boot W *Chukka boot from Clarks *Leather upper with butted seam details *Waterproof construction *Gore panels and webbing pull tabs for easy on and off *Layered extreme comfort footbed *Lugged outsole for all-weather traction more | $129.95 $90.97 FREE shipping go to store |
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