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| Best Seller  | 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 |
 | Kenetrek Chukka Boots - Men's Brown 6 US Medium KE-0625-3 06.0MED Kenetrek Chukka Boots - Men's Brown 6 US Medium KE-0625-3 06.0MED. Made using an incredibly durable oil tanned leather material this pair of Men's Boots manufactured by the expert footwear manufacturers at Kenetrek will provide you with years of... more | FREE shipping go to store |
| Best Seller  | Kenetrek Chukka Boots - Men's Brown 14 US Medium KE-0625-3 14.0MED Kenetrek Chukka Boots - Men's Brown 14 US Medium KE-0625-3 14.0MED. Made using an incredibly durable oil tanned leather material this pair of Men's Boots manufactured by the expert footwear manufacturers at Kenetrek will provide you with years of... more | FREE shipping go to store |
 | Kenetrek Chukka Boots - Men's Brown 12 US Medium KE-0625-3 12.0MED Kenetrek Chukka Boots - Men's Brown 12 US Medium KE-0625-3 12.0MED. Made using an incredibly durable oil tanned leather material this pair of Men's Boots manufactured by the expert footwear manufacturers at Kenetrek will provide you with years of... more | FREE shipping go to store |
 | Men's Sperry Top-Sider Newman Chukka Boot - Brown - Casual boots It's all in the details. The stylish Newman Chukka boot from Sperry features a classic silhouette with elevated features. Enhanced with a dark ombre color on the toe and heel as well as... more | $99.99 $69.98 go to store |
 | Men's Rockport Rugged Bucks Chukka Boot - Brown - Casual boots Venture out in the wilderness with utmost comfort in the Rockport Rugged Bucks chukka boot. A flexible and outdoor-friendly design, this boot showcases Hydro-Shield construction that... more | FREE shipping go to store |
 | Irish Setter Soft Paw Chukka Hiking Boots Leather Men's, Tan SKU - 816107 The Irish Setter Soft Paw Chukka Leather Men's Hiking Boots are rugged and comfortably casual. The Soft Paw line features updated styling with new leathers and contrast stitching. The shoes also utilize a sole platform that combines ENERG material in... more | go to store |
 | Irish Setter Soft Paw Chukka Hiking Boots Leather Men's, Tan SKU - 375601 The Irish Setter Soft Paw Chukka Leather Men's Hiking Boots are rugged and comfortably casual. The Soft Paw line features updated styling with new leathers and contrast stitching. The shoes also utilize a sole platform that combines ENERG material in... more | go to store |
 | Irish Setter Soft Paw Chukka Hiking Boots Leather Men's, Tan SKU - 213405 The Irish Setter Soft Paw Chukka Leather Men's Hiking Boots are rugged and comfortably casual. The Soft Paw line features updated styling with new leathers and contrast stitching. The shoes also utilize a sole platform that combines ENERG material in... more | go to store |
 | Reposhing This Item I Purchased From @Vanlifepickers. Loved It, But Ready To Rotate For Something New. Questions? Leave A Comment Below! more | 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 |
 | Kenetrek Chukka Boots - Men's Brown 6 US Medium KE-0625-3 06.0MED Kenetrek Chukka Boots - Men's Brown 6 US Medium KE-0625-3 06.0MED. Removable cushion insoles are form fitting and contain activated charcoal to reduce foot odor. Hand made rubber bottoms have steel shanks with traditional Tractor Tread rubber outsoles... more | 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 $101.97 FREE shipping go to store |
 | Timberland Arbor Road Waterproof Chukka - Mens 8 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 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 |
 | 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 | 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 | 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 | go to store |
 | Mens Neumel Weather Ii Boots - Brown - Ugg Boots Men's Ugg Mens Neumel Weather Ii Boots - Brown - Casual boots Your favorite chukka boot now incorporates waterproof features to help keep you looking better for longer. Crafted with seam-sealed construction and waterproof leather lined in our... more | $160.00 $112.00 go to store |
 | Men's ROCKFORD Boots by Drew in Dark Brown (Size 9 1/2 EE) From Drew® - Rockford boots uniquely comfortable. These popular orthotic boots offer double the added depth complements of the two removable footbeds found in the patented Plus Fitting System®. Ideal for extra-thick orthotics, they accommodate for even... more | go to store |
 | Men's ROCKFORD Boots by Drew in Dark Brown (Size 9 1/2 EEEE) From Drew® - Rockford boots uniquely comfortable. These popular orthotic boots offer double the added depth complements of the two removable footbeds found in the patented Plus Fitting System®. Ideal for extra-thick orthotics, they accommodate for even... more | go to store |
 | Men's ROCKFORD Boots by Drew in Dark Brown (Size 10 1/2 EE) From Drew® - Rockford boots uniquely comfortable. These popular orthotic boots offer double the added depth complements of the two removable footbeds found in the patented Plus Fitting System®. Ideal for extra-thick orthotics, they accommodate for even... more | go to store |
 | Kenetrek Chukka Boots - Men's Brown 9 US Medium KE-0625-3 09.0MED Kenetrek Chukka Boots - Men's Brown 9 US Medium KE-0625-3 09.0MED. Made using an incredibly durable oil tanned leather material this pair of Men's Boots manufactured by the expert footwear manufacturers at Kenetrek will provide you with years of... more | FREE shipping go to store |
 | Men's Ugg Mens Neumel Weather Ii Boots - Brown - Casual boots Your favorite chukka boot now incorporates waterproof features to help keep you looking better for longer. Crafted with seam-sealed construction and waterproof leather lined in our... more | $160.00 $111.99 go to store |
 | Kenetrek Chukka Boots - Men's Brown 7 US Medium KE-0625-3 07.0MED Kenetrek Chukka Boots - Men's Brown 7 US Medium KE-0625-3 07.0MED. Made using an incredibly durable oil tanned leather material this pair of Men's Boots manufactured by the expert footwear manufacturers at Kenetrek will provide you with years of... more | FREE shipping go to store |
 | Kenetrek Chukka Boots - Men's Brown 11 US Medium KE-0625-3 11.0MED Kenetrek Chukka Boots - Men's Brown 11 US Medium KE-0625-3 11.0MED. Made using an incredibly durable oil tanned leather material this pair of Men's Boots manufactured by the expert footwear manufacturers at Kenetrek will provide you with years of... more | FREE shipping go to store |
 | Kenetrek Chukka Boots - Men's Brown 13 US Medium KE-0625-3 13.0MED Kenetrek Chukka Boots - Men's Brown 13 US Medium KE-0625-3 13.0MED. Made using an incredibly durable oil tanned leather material this pair of Men's Boots manufactured by the expert footwear manufacturers at Kenetrek will provide you with years of... more | FREE shipping go to store |
 | Kenetrek Chukka Boots - Men's Brown 8 US Medium KE-0625-3 08.0MED Kenetrek Chukka Boots - Men's Brown 8 US Medium KE-0625-3 08.0MED. Made using an incredibly durable oil tanned leather material this pair of Men's Boots manufactured by the expert footwear manufacturers at Kenetrek will provide you with years of... more | FREE shipping go to store |
 | Kenetrek Chukka Boots - Men's Brown 10 US Medium KE-0625-3 10.0MED Kenetrek Chukka Boots - Men's Brown 10 US Medium KE-0625-3 10.0MED. Made using an incredibly durable oil tanned leather material this pair of Men's Boots manufactured by the expert footwear manufacturers at Kenetrek will provide you with years of... more | FREE shipping go to store |
 | Men's Clarks Morris Peak Chukka Boot - Brown - Casual boots The Morris Peak chukka boot from Clarks is as practical as it is stylish. Made of responsibly sourced leather in a premium tumbled finish, this casual boot includes waterproof technology to... more | FREE shipping go to store |
 | Irish Setter Soft Paw Chukka Hiking Boots Leather Men's, Tan SKU - 186118 The Irish Setter Soft Paw Chukka Leather Men's Hiking Boots are rugged and comfortably casual. The Soft Paw line features updated styling with new leathers and contrast stitching. The shoes also utilize a sole platform that combines ENERG material in... more | go to store |
 | Irish Setter Soft Paw Chukka Hiking Boots Leather Men's, Tan SKU - 385325 The Irish Setter Soft Paw Chukka Leather Men's Hiking Boots are rugged and comfortably casual. The Soft Paw line features updated styling with new leathers and contrast stitching. The shoes also utilize a sole platform that combines ENERG material in... more | go to store |
 | Irish Setter Soft Paw Chukka Hiking Boots Leather Men's, Tan SKU - 467759 The Irish Setter Soft Paw Chukka Leather Men's Hiking Boots are rugged and comfortably casual. The Soft Paw line features updated styling with new leathers and contrast stitching. The shoes also utilize a sole platform that combines ENERG material in... more | go to store |
 | Irish Setter Soft Paw Chukka Hiking Boots Leather Men's, Tan SKU - 438526 The Irish Setter Soft Paw Chukka Leather Men's Hiking Boots are rugged and comfortably casual. The Soft Paw line features updated styling with new leathers and contrast stitching. The shoes also utilize a sole platform that combines ENERG material in... more | go to store |
 | Irish Setter Soft Paw Chukka Hiking Boots Leather Men's, Tan SKU - 242580 The Irish Setter Soft Paw Chukka Leather Men's Hiking Boots are rugged and comfortably casual. The Soft Paw line features updated styling with new leathers and contrast stitching. The shoes also utilize a sole platform that combines ENERG material in... more | go to store |
 | Irish Setter Soft Paw Chukka Hiking Boots Leather Men's, Tan SKU - 905727 The Irish Setter Soft Paw Chukka Leather Men's Hiking Boots are rugged and comfortably casual. The Soft Paw line features updated styling with new leathers and contrast stitching. The shoes also utilize a sole platform that combines ENERG material in... more | go to store |
 | Irish Setter Soft Paw Chukka Hiking Boots Leather Men's, Tan SKU - 707957 The Irish Setter Soft Paw Chukka Leather Men's Hiking Boots are rugged and comfortably casual. The Soft Paw line features updated styling with new leathers and contrast stitching. The shoes also utilize a sole platform that combines ENERG material in... more | go to store |
 | Irish Setter Soft Paw Chukka Hiking Boots Leather Men's, Tan SKU - 500601 The Irish Setter Soft Paw Chukka Leather Men's Hiking Boots are rugged and comfortably casual. The Soft Paw line features updated styling with new leathers and contrast stitching. The shoes also utilize a sole platform that combines ENERG material in... more | 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 $101.97 FREE shipping go to store |
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