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Men's Chukka Work Boots & Shoes

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Wolverine 1134 - Men's - Waterproof Chukka Soft Toe
These Wolverine chukkas are strong enough for work, but stylish enough to wear anytime. Features rugged pigskin upper, permanent direct-attach molding which seals out water, durabl..
$119.99
Timberland PRO A1BAB - Men's - Disruptor - Alloy Toe - Work Shoes - Brown Nubuck
These work shoes feature styling that’s packed with technology: Alloy safety toes, electrical hazard protection, oil-and heat-resistant outsoles and anti-fatigue technology. Prem..
$124.95
Caterpillar 74074 - Men's - Parker ESD - Soft Toe Work Boot
Working hard shouldn’t mean being uncomfortable. Introducing our new Ease – Engineered Comfort, a proprietary foam midsole that is 30% lighter, more shock absorbing and more fl..
$124.95
Rocky RKS0210 - Men's - Cruiser Casual Chukka - Brown/Red
Opanka construction Full-grain leather upper Polyurethane/rubber outsole Pigskin lining 5 Inches in height EnergyBed footbed featuring memory foam..
$120.99
Thorogood 834-6906 - Men's - Soft Streets Series Chukka
You’re on your feet all day, and these Made in the USA, Berry Compliant, Postal Certified, Plain Toe Chukka Shoes bear the load like a champ. Our exclusive Soft Streets dual-dens..
$136.00
Georgia Boot GB00176 - Men's - Small Batch Chukka Boot
Steel shank Light and flexible cement construction Full-grain leather upper Pigskin lining Cushion EVA midsole Vibram Christy blown rubber wedge outsole TDC (Technology Driven Comf..
$129.99
Wolverine 8404 - Men's - 6" Wolverine Moc Safety Toe Chukka
Tradition meets modern comfort and performance. This chukka features full-grain leather, flexible cement construction, a nylon shank, breathable fabric lining, and a removable full..
$104.99
Timberland PRO A1BAK - Men's - Disruptor - Alloy Toe - Work Shoes - Wheat Nubuck
These work shoes feature styling that’s packed with technology: Alloy safety toes, electrical hazard protection, oil-and heat-resistant outsoles and anti-fatigue technology. Prem..
$124.95
Rocky RKS0206 - Men's - Cruiser Casual Chukka - Brown/Orange
Opanka construction Full-grain leather upper Polyurethane/rubber outsole Pigskin lining 5 Inches in height EnergyBed footbed featuring memory foam..
$124.99
Rocky 2984 - Men's - Western Cruiser Chukka Casual Boot
Oil-resistant rubber outsole Flexible opanka construction Rocky® Air-Port® cushion footbed Full-grain leather upper 1 1/4 Inch heel Round toe 6 Inches in height Goodyear® welt c..
$139.99
Wolverine W10818 - Men's - Bedford SR Steel Toe Chukka - Black
Premium full-grain leather upper Moisture wicking mesh lining Removable dual-density PU EPX™ Anti-Fatigue High performance Injected EVA midsole Wolverine™ Slip-Resistant Rubber..
$109.99
Georgia Boot GB00257 - Men's - Wedge Chukka Composite Work Boot
SPR Leather Padded Gusset Fully lined with breathable moisture-wicking material Proprietary chemical and oil-resistant "Poly Wedge Ultra" Outsole ASTM F2413 protective toe classifi..
$134.99
Georgia Boot GB1222 - Men's - Farm & Ranch Chukka Soft Toe Wedge
America’s hardest working boot is also America’s most comfortable work boot. Features full-grain SPR leather, steel shank, durable/resolable Goodyear Welt™ construction, cove..
$124.99
Dr. Martens R16941200 - Men's - Trade Rivet ST Chukka - Teak
Rivet is a low-cut pull-on boot - part of the general purpose Trade collection and provides steel-toe protection on a flexible PVC outsole. Tumbled leather uppers, a removable EVA ..
$110.00
Caterpillar 74072 - Men's - Parker ESD - Soft Toe Work Boot
Working hard shouldn’t mean being uncomfortable. Introducing our new Ease – Engineered Comfort, a proprietary foam midsole that is 30% lighter, more shock absorbing and more fl..
$124.95
Rocky RKW0186 - Men's - Cruiser Casual Western Chukka
Light and flexible cement construction Suede leather upper Rubber outsole 3 Inches in height Moc toe Contoured ventilated removable cushion footbed Weight: 2.5 pounds per pair for ..
$109.99
Wolverine W10819 - Men's - Bedford SR Steel Toe Chukka - Brown
Premium full-grain leather upper Moisture wicking mesh lining Removable dual-density PU EPX™ Anti-Fatigue High performance Injected EVA midsole Wolverine™ Slip-Resistant Rubber..
$109.99
Rockport RK2801 - Men's -  Prestige Point Work Chukka Steel Toe
Toe:SteelUpper:Full Grain LeatherColor:Beeswax Brown Type:Lace Up ChukkaLining:Easy Care Synthetic Soft LeatherInsole:Memory Foam Cushion Removable Footbed with truTech Shock Absor..
$109.99
Rocky 5005 - Men's - TMC Postal-Approved Soft Toe Chukka
Approved for use by United States Postal Service employees. The perforated air-port footbed provides stability and cushion and is coated with Aegis® Microbe Shield to prevent odor..
$134.99
Dr. Martens R16942001 - Men's - Trade Rivet ST Chukka - Black
Rivet is a low-cut pull-on boot - part of the general purpose Trade collection and provides steel-toe protection on a flexible PVC outsole. Tumbled leather uppers, a removable EVA ..
$110.00
Caterpillar 74073 - Men's - Parker ESD - Soft Toe Work Boot
Working hard shouldn’t mean being uncomfortable. Introducing our new Ease – Engineered Comfort, a proprietary foam midsole that is 30% lighter, more shock absorbing and more fl..
$124.95
Rocky RKS0209 - Men's - Cruiser Casual Chukka - Brown
Opanka construction Full-grain leather upper Polyurethane/rubber outsole Pigskin lining 5 Inches in height EnergyBed footbed featuring memory foam..
$134.99
Wolverine W20510 - Men's - Bedford SR Chukka Soft Toe - Brown
Premium full-grain leather upper Moisture wicking mesh lining Removable dual-density PU EPX™ Anti-Fatigue footbed High performance injected EVA midsole Wolverine™ Slip-Resistan..
$104.99
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