Men's Shoes › hamilton wingtip waterproof chukka boot

® 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

® Neumel Weather Hybrid Suede/waterproof Classic Boots

Women's Ugg ® Neumel Weather Hybrid Suede/waterproof Classic Boots - Red - Ankle 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

® 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

Morris Peak Chukka Boot

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

Columbia Shoes | Columbia Men’s Bm2545-010 Bugaboot Plus Chukka Winter Boots Size 7.5 | Color: Black | Size: 7.5

Columbia Bm2545-010 Bugaboot Plus Chukka Winter Boots Waterproof Men’s Size 7.5 Size - Men’s Us 7.5 Color - Black Great Preowned Condition. Gently Used, Shown In The Photos. This Item May Have Been Worn But Has No Visible Signs Of Wear. See All... more

ugg(r) Burleigh Chukka

Men's ugg(r) Burleigh Chukka - Brown - Casual boots Grippy treads support a waterproof suede Chukka boot lined with a wool-rich moisture-wicking textile crafted to feel and wear like genuine shearling. more

® Burleigh Chukka Trainer

Men's Ugg ® Burleigh Chukka Sneaker - Brown - Hi-top sneakers The Burleigh Chukka offers the fashionable presence of a sneaker with the functionality of a light-weather boot. With waterproof features, seam-sealed construction, and Spider Rubber® pods... more

® Burleigh Chukka Suede Shoes

Men's Ugg ® Burleigh Chukka Suede Shoes - Brown - Hi-top sneakers The Burleigh Chukka offers the fashionable presence of a sneaker with the functionality of a light-weather boot. With waterproof features, seam-sealed construction, and Spider Rubber... more

® Burleigh Chukka Trainer

Men's Ugg ® Burleigh Chukka Sneaker - Black - Hi-top sneakers The Burleigh Chukka offers the fashionable presence of a sneaker with the functionality of a light-weather boot. With waterproof features, seam-sealed construction, and Spider Rubber® pods... more

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

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

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

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

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

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

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

Timberland Men's Premium Chukka - 8.5 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

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

Timberland Atwells Ave WP Chukka - Mens 10 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

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

Timberland Atwells Ave WP Chukka - Mens 11 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

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

Timberland Redwood Falls Chukka WP - Mens 10 Brown Boot Medium

*Casual boot from Timberland *Waterproof Premium Timberland® leather upper *Lace-up front closure *ReBOTL™ fabric lining *OrthoLite® footbed *EVA midsole *Seam-sealed construction *Gripstick™ rubber outsole *Patented L7 lug design features... more

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

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

Timberland Men's Premium Chukka - 10.5 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

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

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

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

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

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

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

Timberland Men's Premium Chukka - 7.5 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

Timberland Men's Premium Chukka - 11 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

® 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

Neumel Weather Ii Boot

Men's Ugg Neumel Weather Ii Boot - Black - 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 ultra-soft... more

Chaco Paonia Desert Boot - Men's Cinnamon Brown 15 Medium JCH108359-15

Chaco Paonia Desert Boot - Men's Cinnamon Brown 15 Medium JCH108359-15. All the comfort and fit of your favorite Zs now in a handsome and versatile chukka-style boot. An upper built from waterproof waxy suede leather keeps the elements out while our... more

Chaco Paonia Desert Boot - Mens Teak 12 JCH108737-12

Chaco Paonia Desert Boot - Mens Teak 12 JCH108737-12. All the comfort and fit of your favorite Zs now in a handsome and versatile chukka-style boot. An upper built from waterproof waxy suede leather keeps the elements out while our Gold-Rated sourcing... more