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| Best Seller  | 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 |
 | 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 |
| Best Seller  | Timberland Men's Premium Chukka - 8 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 Men's Premium Chukka - 10 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 Men's Premium Chukka - 10 Tan 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 |
 | Wide Width Men's White Ledge Waterproof boot by Timberland in Black (Size 12 W) Rugged, durable, and waterproof, these lace-up boots will be your go-to boot for outdoor adventures. EVA footbed & midsoleTop lace hooksWaterproof faux leather upperImported | Wide Width Men's White Ledge Waterproof boot by Timberland in Black (Size 12 W) more | $169.99 $138.99 go to store |
 | Wide Width Men's White Ledge Waterproof boot by Timberland in Medium Brown (Size 11 W) Rugged, durable, and waterproof, these lace-up boots will be your go-to boot for outdoor adventures. EVA footbed & midsoleTop lace hooksWaterproof faux leather upperImported | Wide Width Men's White Ledge Waterproof boot by Timberland in Medium Brown... more | $169.99 $138.99 go to store |
 | Men's White Ledge Waterproof boot by Timberland in Wheat Nubuck (Size 11 M) Rugged, durable, and waterproof, these lace-up boots will be your go-to boot for outdoor adventures. EVA footbed & midsoleTop lace hooksWaterproof faux leather upperImported | Men's White Ledge Waterproof boot by Timberland in Wheat Nubuck (Size 11 M) more | $169.99 $138.99 go to store |
 | TIMBERLAND PRO 86515 Size 13W Men's Hiker Boot Steel Work Boot, Brown Hiker Boot, Style Family Hiker Boot, Metatarsal Guard No, ASTM Standards Met Compression (C/75), Impact (I/75), Closure Lace Up, Chemical Resisting Sole Yes, Color Brown, Width W, Gender Men's, Heel Definition Flat Heel, Non Metallic Upper Yes,... more | go to store |
 | TIMBERLAND PRO TB047001242 Size 10-1/2 Men's 6 in Work Boot Steel Work Boot, 6-Inch Work Boot, Style Family 6-Inch Work Boot, Metatarsal Guard No, ASTM Standards Met Compression (C/75), Impact (I/75), Closure Lace Up, Chemical Resisting Sole Yes, Color Rancher Worchester, Width M, Gender Men's, Heel Definition Defined Heel, Non... more | go to store |
 | TIMBERLAND PRO TB026063214 Size 14XW Men's 6 in Work Boot Alloy Work Boot, Brown 6-Inch Work Boot, Style Family 6-Inch Work Boot, Metatarsal Guard No, ASTM Standards Met Compression (C/75), Impact (I/75), Closure Lace Up, Chemical Resisting Sole No, Color Brown, Width XW, Gender Men's, Heel Definition Defined Heel, Non Metallic... more | go to store |
 | Men's Timberland® Mt.Maddsen Waterproof Hiking Boots by Timberland in Black (Size 12 M) Make footprints on your favorite trail in our Timberland® Mt.Maddsen Waterproof Hiking Boots. Keeping your feet dry in rugged style, these leather hikers take on any terrain and look great with your performance hiking gear and with jeans and a tee.... more | $145.99 $130.99 go to store |
 | Wide Width Men's Timberland® Mt.Maddsen Waterproof Hiking Boots by Timberland in Black (Size 12 W) Make footprints on your favorite trail in our Timberland® Mt.Maddsen Waterproof Hiking Boots. Keeping your feet dry in rugged style, these leather hikers take on any terrain and look great with your performance hiking gear and with jeans and a tee.... more | $145.99 $130.99 go to store |
 | Men's Timberland® Mt.Maddsen Waterproof Hiking Boots by Timberland in Dark Brown (Size 11 M) Make footprints on your favorite trail in our Timberland® Mt.Maddsen Waterproof Hiking Boots. Keeping your feet dry in rugged style, these leather hikers take on any terrain and look great with your performance hiking gear and with jeans and a tee.... more | $145.99 $130.99 go to store |
 | Timberland Men's Premium Chukka - 7 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 Men's Premium Chukka - 9 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 Men's Premium Chukka - 7 Brown 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 Men's Premium Chukka - 8 Brown 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 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 $86.97 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 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 Men's Premium Chukka - 9.5 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 |
 | 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 $101.97 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 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 |
 | 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 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 $100.97 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 8 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 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 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 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 $100.97 FREE shipping go to store |
 | Timberland Maple Grove Chukka - Mens 10 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 $86.97 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 Men's Premium Chukka - 7.5 Tan 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 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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