Category: Chukka Boots
-26% Timberland Men’s EK Kempton Chukka Snow Boot, Black Smooth, 12 M US

Timberland Men’s EK Kempton Chukka Snow Boot, Black Smooth, 12 M US

FEATURES of the Timberland Men's Kempton Chukka Boot Premium full-grain leather for comfort and long-lasting wear Durable, water-based, PFC-free SiO2 water repellent creates a ...

$103.01 $140.00

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-1% Bed Stu Men’s Draco Chukka Boot,Black,8.5 M US

Bed Stu Men’s Draco Chukka Boot,Black,8.5 M US

Bedford Stu, otherwise known as BED:STU, has its roots in the tough NYC neighborhood known for bareknuckle boxing and lively loud music. BED:STU footwear has evolved into a rock ...

$134.95 $135.00

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-1% Crevo Men’s Longport Chukka Boot, Dark Brown Crazy Horse Leather, 9 M US

Crevo Men’s Longport Chukka Boot, Dark Brown Crazy Horse Leather, 9 M US

The Longport casual shoe has a genuine leather upper with soft textile suede lining and has a memory foam heel-cup sock for added comfort and a flexible, non-slip rubber with hemp ...

$79.95 $80.00

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-34% Dr. Martens Men’s Sawyer 3 Desert Boot, Dark Brown, 8 UK/9 M US

Dr. Martens Men’s Sawyer 3 Desert Boot, Dark Brown, 8 UK/9 M US

With the Sawyer lace shoe, the piping around the collar and topline add a premium feel for everyday wear.

$92.90 $139.95

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-23% Lugz Men’s Swagger Slip Resistant Boot,Brown,9.5 D

Lugz Men’s Swagger Slip Resistant Boot,Brown,9.5 D

The Swagger SR men's boot is a update on a classic, taking you from work to play while keeping you comfortable all day. Thermabuck upper, moc toe design, cotton drill lining, ...

$49.50 $64.95

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-19% Kenneth Cole REACTION Men’s High Five Chukka Boot, Sand, 12 M US

Kenneth Cole REACTION Men’s High Five Chukka Boot, Sand, 12 M US

Kenneth Cole New York is the American designer brand with a conscience. It's the thinking man's brand, a distinction that's more important than ever as today's consumer sees real ...

$79.80 $98.00

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Clarks Men’s Cobalt Suede Stinson Hi 12 D(M) US

Clarks Men’s Cobalt Suede Stinson Hi 12 D(M) US

Get relaxed style with the Clarks Stinson Hi ankle boot. This men's Wallabee-inspired ankle boot features a suede or leather upper with tonal laces for a snug fit; moccasin-style ...

$109.94 $109.94

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-16% Toms Chukka Boots Mens Leather Chukka Boots Brown 9.5 US
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-1% Timberland Men’s Britton Hill Clean Chukka WP Winter Boot, Chestnut Quartz Buttersoft, 9 M US

Timberland Men’s Britton Hill Clean Chukka WP Winter Boot, Chestnut Quartz Buttersoft, 9 M US

Look sharp rain or shine in the Timberland Britton Hill Waterproof Chukka. This casual boot features a combination of full-grain and nubuck leather for a stylish contrast and with ...

$179.01 $180.00

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-18% Rockport Men’s RocSports Lite 2 Chukka Boot,Brown,10.5 M US

Rockport Men’s RocSports Lite 2 Chukka Boot,Brown,10.5 M US

Redefine the term "weekend warrior" in the Rockport RocSports Lite 2 Chukka boot. Modeled after the classic desert boot, this men's casual ankle boot has a premium nubuck or ...

$97.16 $119.95

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-32% Clarks Men’s Desert Boot,Grey Perforated,12 M US

Clarks Men’s Desert Boot,Grey Perforated,12 M US

Clarks adds modern flourishes to the classic chukka boot.

$89.99 $130.00

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-32% Steve Madden Men’s Savantt Boot,Sand,10.5 M US

Steve Madden Men’s Savantt Boot,Sand,10.5 M US

Suede and canvas create an attractive juxtaposition in this updated desert boot.

$68.63 $100.00

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-21% Vivobarefoot Men’s Porto Desert Boot, Dark Brown, 44 EU/10.5-11 M US

Vivobarefoot Men’s Porto Desert Boot, Dark Brown, 44 EU/10.5-11 M US

The VIVOBAREFOOT Porto makes no excuses: it unites premium luxury with classic style and has been created using the finest traditional shoe-making techniques available. This ...

$252.85 $320.00

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-25% Giorgio Brutini Men’s Thorton Boot, Black/Tan, 10.5 M US

Giorgio Brutini Men’s Thorton Boot, Black/Tan, 10.5 M US

The Thornton makes a striking dress boot for any occasion. A smooth leather upper and contrast colored welt give it a dapper personality. Contrast leather heel counter. ...

$82.43 $109.00

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Serene Mens Comfortable Retro Steel Toe Chukka Boots (7.5 D(M)US, Navy)

Serene Mens Comfortable Retro Steel Toe Chukka Boots (7.5 D(M)US, Navy)

The shoes is the newest style and very popular all over the world. It is selling crazy at difference website. This shoes can suit for difference style clothing and various ...

$89.00 $89.00

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-34% Clarks Men’s Mahale Mid Chukka Boot,Brown,11.5 M US

Clarks Men’s Mahale Mid Chukka Boot,Brown,11.5 M US

With a mid-cut profile and rugged construction made of leather, suede, and mesh, this men's lace-up boot from the 1825 collection is ready for whatever the day brings. The fabric, ...

$89.99 $135.00

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-1% Merrell Men’s Realm Chukka Boot,Cinnamon,13 M US

Merrell Men’s Realm Chukka Boot,Cinnamon,13 M US

FEATURES of the Merrell Men's Realm Chukka Boot Full grain leather upper M Select Fresh naturally prevents odor before it starts for Fresh smelling feet M Select Move footframe ...

$149.95 $150.00

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-15% Timberland Men’s Groveton Moccasin Toe Chukka Snow Boot, Black Canvas, 10 M US

Timberland Men’s Groveton Moccasin Toe Chukka Snow Boot, Black Canvas, 10 M US

Go canvas casual with the Timberland 6513B Groveton Canvas Moc Toe Chukka! This Cordura nylon canvas boot has a 100% recycled PET mesh lining and footbed cover and an unique L7 ...

$64.88 $75.00

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-49% Clarks Men’s Milloy Mid Boot,Brown,10 M

Clarks Men’s Milloy Mid Boot,Brown,10 M

This men's lace-up shoe from the 1825 collection has a casual vibe and super versatile style. It's made of leather with a fabric, leather, and synthetic lining. A removable ...

$64.99 $125.00

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