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| Best Seller  | 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 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 |
| Best Seller  | 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 $118.97 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 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 |
 | Timberland Men's Premium Chukka - 7.5 Black Boot Medium *Whatever the weather outside, the forecast inside this boot is dry and comfortable *Seam-sealed waterproof nubuck leather upper *Cambrelle® fabric lining wicks away foot moisture *Collar, tongue, and insole are cushioned to soften every step *Durable... more | FREE shipping go to store |
 | Timberland Redwood Falls Waterproof Chukka - Mens 10 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 9 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 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 7 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 |
 | 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 |
 | Nunn Bush Denali Plain Toe Waterproof Chukka - Mens 12 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 14 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 11 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 |
 | ® Neumel High Moc Weather Leather Classic Boots Men's Ugg ® Neumel High Moc Weather Leather Classic Boots - Black - Casual boots Adapting the Neumel with distinctive moc stitching for a refined finish, this high-top take on our timeless chukka is cold-weather rated to -20C with seam-sealed... more | $180.00 $125.99 go to store |
 | Men's Sorel Carson Boot - Brown - Casual boots Complete casual looks by adding the Carson boots to your look. These kicks from SOREL sport a chukka-inspired silhouette for a stylish touch but are crafted with waterproof leather and a rubber traction... more | FREE shipping go to store |
 | ® Neumel Weather Ii Leather Cold Weather Boots Men's Ugg ® Neumel Weather Ii Leather Cold Weather Boots - Black - Casual boots Your favorite chukka boot now incorporates waterproof features to help it look better for longer. Crafted with seam-sealed construction and waterproof leather lined in our... more | $160.00 $111.99 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 |
 | ® Neumel Weather Hybrid Suede/waterproof Classic 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 | FREE shipping go to store |
 | ® Neumel Weather Hybrid Suede/waterproof Classic 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 $125.99 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 9.5 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 10 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 10 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 9.5 Black 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 9 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 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 10.5 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 8.5 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 10.5 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 8 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 9.5 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 11 Black 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 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 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 |
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