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Hamilton Wingtip Waterproof Chukka Boot

Hamilton Wingtip Waterproof Chukka Boot

Men's Allen Edmonds Hamilton Wingtip Waterproof Chukka Boot - Brown - Casual boots A waterproof finish and all-weather Dainite sole make this cap-toe boot truly durable, and traditional brouging adds class to this dress-casual style. more

$495.00 $349.00

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Timberland Men's Premium Chukka - 9.5 Black Boot Medium

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... more

$149.95

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Best Seller
Timberland Men's Premium Chukka - 10 Tan Boot Medium

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... more

$149.95

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Timberland Men's Premium Chukka - 7 Black Boot Medium

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... more

$149.95

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Columbia Shoes | Columbia 10 Irvington Ii Chukka Leather Waterproof Ankle Boots Winter Brown Lace | Color: Brown | Size: 10

Columbia Shoes | Columbia 10 Irvington Ii Chukka Leather Waterproof Ankle Boots Winter Brown Lace | Color: Brown | Size: 10

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... more

$150.00

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Vedolay Men s Oxfords Mens Fashion Leather Wingtip Oxford Dress Boots Casual Mid-Top Ankle Chukka Motorcycle Boot Business Shoes for Men(Black 11)

Vedolay Men s Oxfords Mens Fashion Leather Wingtip Oxford Dress Boots Casual Mid-Top Ankle Chukka Motorcycle Boot Business Shoes for Men(Black 11)

Sleek lines and a classic design lends this men s lace-up shoe a look that s timeless and modern all at once. The durable rubber outsole has shock-absorbing properties and provides traction for enhanced stability. Goes with everything from suits and... more

$30.48 $24.11

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Vedolay Men s Oxfords Mens Fashion Leather Wingtip Oxford Dress Boots Casual Mid-Top Ankle Chukka Motorcycle Boot Business Shoes for Men(White 9)

Vedolay Men s Oxfords Mens Fashion Leather Wingtip Oxford Dress Boots Casual Mid-Top Ankle Chukka Motorcycle Boot Business Shoes for Men(White 9)

Sleek lines and a classic design lends this men s lace-up shoe a look that s timeless and modern all at once. The durable rubber outsole has shock-absorbing properties and provides traction for enhanced stability. Goes with everything from suits and... more

$33.76 $26.85

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Columbia Shoes | Columbia Leather Chinook Waterproof Chukka Boot Sz 11.5 Black | Color: Black | Size: 11.5

Columbia Shoes | Columbia Leather Chinook Waterproof Chukka Boot Sz 11.5 Black | Color: Black | Size: 11.5

Street Smart With A Hiker's Mentality, The Columbia Men's Chinook Waterproof Chukka Boots Embody The Outdoors While Executing An Everyday Style That's Sure To Fit Into Your Wardrobe. These Casual Boots Feature Omni-Tech Waterproof Properties To Keep... more

$65.00

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

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

$65.00

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Chandler Weatherproof Leather Chukka Boots

Chandler Weatherproof Leather Chukka Boots

Men's Allen Edmonds Chandler Weatherproof Leather Chukka Boots - Brown - Casual boots Allen Edmonds "Chandler" chukka boots in waterproof leather 360º bench welt construction for durability and stability 0.50 in / 15 mm stacked heel Round toe Laceup... more

$495.00

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® Burleigh Chukka Trainer

® 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®... more

$160.00

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Entyinea Mens Casual Shoes Motorcycle Casual Boots for Men Waterproof Chukka Boots Mens Black 39

Entyinea Mens Casual Shoes Motorcycle Casual Boots for Men Waterproof Chukka Boots Mens Black 39

Mens Casual Shoes Motorcycle Casual Boots for Men Waterproof Chukka Boots Mens Gender: Men Boys Upper Material:Cloth Sole Material: Rubber Scenes:Indoor&Outdoor Fashion Leisure Sport Style:Princess Casual Toe Style:Round Toe Shoes Heel High:... more

$49.37

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Timberland Men's Premium Chukka - 9 Black Boot Medium

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... more

$149.95

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Timberland Men's Premium Chukka - 7.5 Black Boot Medium

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... more

$149.95

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Timberland Men's Premium Chukka - 8 Black Boot Medium

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... more

$149.95

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Timberland Men's Premium Chukka - 7.5 Tan Boot Medium

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... more

$149.95

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Timberland Redwood Falls Waterproof Chukka - Mens 11 Brown Boot Medium

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

$129.95 $116.97

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Timberland Redwood Falls Waterproof Chukka - Mens 9.5 Brown Boot Medium

Timberland Redwood Falls Waterproof Chukka - Mens 9.5 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

$129.95 $116.97

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Timberland Redwood Falls Waterproof Chukka - Mens 10.5 Brown Boot Medium

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

$129.95 $116.97

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Timberland Redwood Falls Waterproof Chukka - Mens 10 Brown Boot Medium

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

$129.95 $116.97

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Timberland Redwood Falls Waterproof Chukka - Mens 8 Brown Boot Medium

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

$129.95 $116.97

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Timberland Redwood Falls Waterproof Chukka - Mens 8.5 Brown Boot Medium

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

$129.95 $116.97

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Timberland Redwood Falls Waterproof Chukka - Mens 13 Brown Boot Medium

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

$129.95 $116.97

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Timberland Redwood Falls Waterproof Chukka - Mens 9 Brown Boot Medium

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

$129.95 $116.97

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Timberland Redwood Falls Waterproof Chukka - Mens 11.5 Brown Boot Medium

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

$129.95 $116.97

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Timberland Redwood Falls Waterproof Chukka - Mens 10 Brown Boot Medium

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

$129.95

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Nunn Bush Denali Plain Toe Waterproof Chukka - Mens 12 Black Boot Medium

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

$99.95

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Nunn Bush Denali Plain Toe Waterproof Chukka - Mens 13 Black Boot Medium

Nunn Bush Denali Plain Toe Waterproof Chukka - Mens 13 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

$99.95

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Nunn Bush Denali Plain Toe Waterproof Chukka - Mens 10.5 Black Boot Medium

Nunn Bush Denali Plain Toe Waterproof Chukka - Mens 10.5 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

$99.95

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Nunn Bush Denali Plain Toe Waterproof Chukka - Mens 10 Black Boot Medium

Nunn Bush Denali Plain Toe Waterproof Chukka - Mens 10 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

$99.95

FREE shipping

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Nunn Bush Denali Plain Toe Waterproof Chukka - Mens 11 Black Boot Medium

Nunn Bush Denali Plain Toe Waterproof Chukka - Mens 11 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

$99.95

FREE shipping

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Nunn Bush Denali Plain Toe Waterproof Chukka - Mens 8 Black Boot Medium

Nunn Bush Denali Plain Toe Waterproof Chukka - Mens 8 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

$99.95

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Nunn Bush Denali Plain Toe Waterproof Chukka - Mens 9.5 Black Boot Medium

Nunn Bush Denali Plain Toe Waterproof Chukka - Mens 9.5 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

$99.95

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Nunn Bush Denali Plain Toe Waterproof Chukka - Mens 8.5 Black Boot W

Nunn Bush Denali Plain Toe Waterproof Chukka - Mens 8.5 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

$99.95

FREE shipping

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Nunn Bush Denali Plain Toe Waterproof Chukka - Mens 11.5 Black Boot Medium

Nunn Bush Denali Plain Toe Waterproof Chukka - Mens 11.5 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

$99.95

FREE shipping

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Nunn Bush Denali Plain Toe Waterproof Chukka - Mens 14 Black Boot Medium

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

$99.95

FREE shipping

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Nunn Bush Denali Plain Toe Waterproof Chukka - Mens 9 Black Boot Medium

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

$99.95

FREE shipping

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Nunn Bush Denali Plain Toe Waterproof Chukka - Mens 10.5 Black Boot W

Nunn Bush Denali Plain Toe Waterproof Chukka - Mens 10.5 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

$99.95

FREE shipping

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Nunn Bush Denali Plain Toe Waterproof Chukka - Mens 13 Black Boot W

Nunn Bush Denali Plain Toe Waterproof Chukka - Mens 13 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

$99.95

FREE shipping

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Nunn Bush Denali Plain Toe Waterproof Chukka - Mens 11 Black Boot W

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

$99.95

FREE shipping

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