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| Best Seller  | Men's Timberland Maple Grove Chukka Boot - White - Casual boots Sporty yet refined, this leather chukka boot is one you can feel good about, with a lining made partially from post-consumer plastic bottles. more | FREE shipping go to store |
 | Men's Timberland Attleboro Chukka Boot - Black - Casual boots Step out in handsome style with the Attleboro Chukka boot from Timberland. Crafted from premium Timberland leather upper for long-term wear, this boot comes with steel shank for enhanced... more | FREE shipping go to store |
| Best Seller  | Men's Timberland Maple Grove Chukka Boot - Brown - Casual boots Sporty yet refined, this leather chukka boot is one you can feel good about, with a lining made partially from post-consumer plastic bottles. more | FREE shipping go to store |
 | Killington Chukka Boots - Black - Timberland Boots Men's Timberland Killington Chukka Boots - Black - Casual boots Men's Timberland boots with premium full-grain leather uppers from a Leather Working Group Silver-rated sustainable tannery. Showcasing an iconic, chukka boot silhouette, the lightweight,... more | $170.00 $86.00 go to store |
 | Timberland Atwells Ave WP Chukka - Mens 10 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 $130.97 FREE shipping go to store |
 | Timberland Maple Grove Chukka - Mens 9.5 Tan Boot Medium *Take on your day with this eco-friendly chukka boot! *Upper made with Better Leather from an LWG Silver-rated tannery *Lace-up closure *ReBOTL fabric lining *Rubber midsole *55% rubber outsole from farms committed to regenerative agriculture more | FREE shipping go to store |
 | Timberland Maple Grove Chukka - Mens 9 Brown Boot Medium *Take on your day with this eco-friendly chukka boot! *Upper made with Better Leather from an LWG Silver-rated tannery *Lace-up closure *ReBOTL fabric lining *Rubber midsole *55% rubber outsole from farms committed to regenerative agriculture more | $124.95 $111.97 FREE shipping go to store |
 | Winsor Park Chukka - Black - Timberland Boots Men's Timberland Winsor Park Chukka - Black - Casual boots By purchasing this product, you are supporting the responsible manufacturing of leather through the Leather Working Group. more | $190.00 $95.00 go to store |
 | Men's Timberland Davis Square Chukka Boot - Brown - Casual boots Elevate your casual wardrobe with the Davis Square chukka boot from Timberland. The plush trim on the collar lend a cozy touch, while the Defender Repellent Systems treatment deters... more | $84.99 $59.98 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 |
 | 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 Maple Grove Chukka - Mens 9 Black Boot Medium *Take on your day with this eco-friendly chukka boot! *Upper made with Better Leather from an LWG Silver-rated tannery *Lace-up closure *ReBOTL fabric lining *Rubber midsole *55% rubber outsole from farms committed to regenerative agriculture more | 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 Maple Grove Chukka - Mens 10 Tan Boot Medium *Take on your day with this eco-friendly chukka boot! *Upper made with Better Leather from an LWG Silver-rated tannery *Lace-up closure *ReBOTL fabric lining *Rubber midsole *55% rubber outsole from farms committed to regenerative agriculture more | 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 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 |
 | Timberland Redwood Falls Waterproof Chukka - Mens 11.5 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 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 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 Ashwood Park Warm Lined Chukka - Mens 11.5 Black Boot Medium *Chukka boot from Timberland *Better Leather upper *Teddy fleece lining in collar and tongue *Lace-up front closure *OrthoLite comfort footbed *Rubber lug outsole more | $99.95 $88.97 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 $130.97 FREE shipping go to store |
 | Timberland Maple Grove Chukka - Mens 11 Tan Boot Medium *Take on your day with this eco-friendly chukka boot! *Upper made with Better Leather from an LWG Silver-rated tannery *Lace-up closure *ReBOTL fabric lining *Rubber midsole *55% rubber outsole from farms committed to regenerative agriculture more | 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 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 $130.97 FREE shipping go to store |
 | Timberland Maple Grove Chukka - Mens 12 Tan Boot Medium *Take on your day with this eco-friendly chukka boot! *Upper made with Better Leather from an LWG Silver-rated tannery *Lace-up closure *ReBOTL fabric lining *Rubber midsole *55% rubber outsole from farms committed to regenerative agriculture more | FREE shipping go to store |
 | Timberland Maple Grove Chukka - Mens 9.5 Black Boot Medium *Take on your day with this eco-friendly chukka boot! *Upper made with Better Leather from an LWG Silver-rated tannery *Lace-up closure *ReBOTL fabric lining *Rubber midsole *55% rubber outsole from farms committed to regenerative agriculture more | 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 Maple Grove Chukka - Mens 9 Tan Boot Medium *Take on your day with this eco-friendly chukka boot! *Upper made with Better Leather from an LWG Silver-rated tannery *Lace-up closure *ReBOTL fabric lining *Rubber midsole *55% rubber outsole from farms committed to regenerative agriculture more | FREE shipping go to store |
 | Timberland Arbor Road Waterproof Chukka - Mens 13 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 Maple Grove Chukka - Mens 10 Black Boot Medium *Take on your day with this eco-friendly chukka boot! *Upper made with Better Leather from an LWG Silver-rated tannery *Lace-up closure *ReBOTL fabric lining *Rubber midsole *55% rubber outsole from farms committed to regenerative agriculture more | FREE shipping go to store |
 | Timberland Atwells Ave WP Chukka - Mens 11.5 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 Atwells Ave WP Chukka - Mens 8 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 $130.97 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 |
 | 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 $152.97 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 $152.97 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 Ashwood Park Warm Lined Chukka - Mens 8.5 Tan Boot Medium *Chukka boot from Timberland *Better Leather upper *Teddy fleece lining in collar and tongue *Lace-up front closure *OrthoLite comfort footbed *Rubber lug outsole more | $99.95 $89.97 FREE shipping go to store |
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