Leather Comfortable Casual Shoes

Guide Gear Men's Arrowhead II Leather Waterproof Slip-on Shoes

Key Features

  • Guide Dry® 100% waterproof/breathable membrane
  • Premium waterproof full-grain leather upper
  • Aggressive rubber lug outsole
  • Removable OrthoLite® insole
  • EVA midsole
  • Moisture-wicking mesh lining
  • Heel and toe bumper for added durability
  • Twin gore panels for easy on/off
On-Sale!   Was $99.95
Buyer's Club
$71.99
Non-Member $79.99
ALL CLUB ORDERS $49+ SHIP FREE!

Key Features

  • Guide Dry® 100% waterproof/breathable membrane
  • Premium waterproof full-grain leather upper
  • Aggressive rubber lug outsole
  • Removable OrthoLite® insole
  • EVA midsole
  • Moisture-wicking mesh lining
  • Heel and toe bumper for added durability
  • Twin gore panels for easy on/off

Guide Gear Men's Arrowhead II Camo Nylon/Leather Waterproof Slip-on Shoes

Key Features

  • Guide Dry® 100% waterproof/breathable membrane
  • Mossy Oak Break-Up COUNTRY® nylon and full-grain leather upper
  • Aggressive rubber lug outsole
  • Removable Ortholite® insole
  • EVA midsole
  • Moisture-wicking mesh lining
  • Heel and toe bumper for added durability
  • Twin gore panels for easy on/off
Buyer's Club
$89.96
Non-Member $99.95
ALL CLUB ORDERS $49+ SHIP FREE!

Key Features

  • Guide Dry® 100% waterproof/breathable membrane
  • Mossy Oak Break-Up COUNTRY® nylon and full-grain leather upper
  • Aggressive rubber lug outsole
  • Removable Ortholite® insole
  • EVA midsole
  • Moisture-wicking mesh lining
  • Heel and toe bumper for added durability
  • Twin gore panels for easy on/off

Irish Setter Countrysider Men's Waterproof Leather Chukkas

Key Features

  • Full grain leather Chukka Boots
  • UltraDry™ waterproofing system
  • Cement construction with sidewall stitch
  • Removable EVA footbed
  • Steel shank
  • PathFinder outsole
  • Moisture-wicking, nylon lining
Club Pricing Applied at Checkout!
Non-Member $154.95
ALL CLUB ORDERS $49+ SHIP FREE!
    • This item cannot ship to Canada.

Key Features

  • Full grain leather Chukka Boots
  • UltraDry™ waterproofing system
  • Cement construction with sidewall stitch
  • Removable EVA footbed
  • Steel shank
  • PathFinder outsole
  • Moisture-wicking, nylon lining

Born Men's Joel Shoes

Key Features

  • Leather uppers
  • High-traction, flexible rubber outsole
  • Foam/leather moisture-wicking insole
  • EVA midsole
  • Breathable lining
  • Patented hand-crafted Tru Opanka construction
  • 1"h. heel
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$69.99
Non-Member $109.95
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Key Features

  • Leather uppers
  • High-traction, flexible rubber outsole
  • Foam/leather moisture-wicking insole
  • EVA midsole
  • Breathable lining
  • Patented hand-crafted Tru Opanka construction
  • 1"h. heel
NEW!

Guide Gear Men's Rugged Timber Waterproof Oxford Shoes

Key Features

  • Waterproof Rugged Casual Shoes
  • Tumbled, oiled, full-grain leather uppers
  • Waterproof bootie
  • 360° leather storm welt construction
  • OrthoLite® insole
  • Polyurethane midsole
  • Steel shank
  • Rubber outsole with stars & bars tread
Buyer's Club
$125.96
Non-Member $139.95
ALL CLUB ORDERS $49+ SHIP FREE!

Key Features

  • Waterproof Rugged Casual Shoes
  • Tumbled, oiled, full-grain leather uppers
  • Waterproof bootie
  • 360° leather storm welt construction
  • OrthoLite® insole
  • Polyurethane midsole
  • Steel shank
  • Rubber outsole with stars & bars tread

Born Men's Hutchins III Shoes

Key Features

  • Leather uppers
  • High-traction, flexible rubber outsole
  • Foam/leather moisture-wicking insole
  • Breathable suede lining
  • EVA midsole
  • Patented hand-crafted Tru Opanka construction
  • 1.25"h. heel
Buyer's Club
$112.46
Non-Member $124.95
ALL CLUB ORDERS $49+ SHIP FREE!

Key Features

  • Leather uppers
  • High-traction, flexible rubber outsole
  • Foam/leather moisture-wicking insole
  • Breathable suede lining
  • EVA midsole
  • Patented hand-crafted Tru Opanka construction
  • 1.25"h. heel

Irish Setter Men's Soft Paw Waterproof Oxford Shoes

Key Features

  • Waterproof full-grain leather uppers
  • UltraDry™ waterproofing system
  • SoftPaw II mini-lug outsole
  • Removable comfort cork EVA/memory foam insole
  • Moisture-wicking nylon lining
  • Non-metallic shank
  • Heel-molded counter
  • ScentBan™ odor control
Club Pricing Applied at Checkout!
Non-Member $159.95
ALL CLUB ORDERS $49+ SHIP FREE!

Key Features

  • Waterproof full-grain leather uppers
  • UltraDry™ waterproofing system
  • SoftPaw II mini-lug outsole
  • Removable comfort cork EVA/memory foam insole
  • Moisture-wicking nylon lining
  • Non-metallic shank
  • Heel-molded counter
  • ScentBan™ odor control

Merrell Men's Jungle Moc Suede Shoes

Key Features

  • Pig suede leather uppers
  • M-Select™ GRIP outsole, 3mm lugs
  • M-Select™ FIT.ECO insole with organic odor control
  • Breathable mesh lining
  • Merrell air cushion in heel
  • Molded nylon arch shank
Club Pricing Applied at Checkout!
Non-Member $99.95
ALL CLUB ORDERS $49+ SHIP FREE!

Key Features

  • Pig suede leather uppers
  • M-Select™ GRIP outsole, 3mm lugs
  • M-Select™ FIT.ECO insole with organic odor control
  • Breathable mesh lining
  • Merrell air cushion in heel
  • Molded nylon arch shank

Irish Setter Men's Canyons Waterproof Hiking Boots

Key Features

  • Waterproof full-grain leather uppers
  • UltraDry™ waterproofing system
  • Vibram® Beehive outsole
  • Removable memory foam/EVA insole
  • EVA midsole
  • TPU heel cup
  • CuShin™ comfort tongue
  • ScentBan™ scent control
On-Sale!   Was $169.95
Buyer's Club
$89.99
Non-Member $99.99
ALL CLUB ORDERS $49+ SHIP FREE!

Key Features

  • Waterproof full-grain leather uppers
  • UltraDry™ waterproofing system
  • Vibram® Beehive outsole
  • Removable memory foam/EVA insole
  • EVA midsole
  • TPU heel cup
  • CuShin™ comfort tongue
  • ScentBan™ scent control
NEW!

Guide Gear Men's Rugged Timber Waterproof Slip-on Shoes

Key Features

  • Waterproof Slip-on Shoes
  • Tumbled, oiled, full-grain leather uppers
  • Waterproof bootie
  • 360° leather storm welt construction
  • OrthoLite® insole
  • Polyurethane midsole
  • Steel shank
  • Rubber outsole with stars & bars tread
Buyer's Club
$125.96
Non-Member $139.95
ALL CLUB ORDERS $49+ SHIP FREE!

Key Features

  • Waterproof Slip-on Shoes
  • Tumbled, oiled, full-grain leather uppers
  • Waterproof bootie
  • 360° leather storm welt construction
  • OrthoLite® insole
  • Polyurethane midsole
  • Steel shank
  • Rubber outsole with stars & bars tread

Irish Setter Men's Soft Paw Chukka Boots

Key Features

  • Oiled and waxed nubuck leather uppers
  • Soft Paw II lugged outsole
  • EnerG midsole
  • Removable insole, leather topcover
  • ScentBan™ odor control
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Buyer's Club
$79.99
Non-Member $154.95
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Key Features

  • Oiled and waxed nubuck leather uppers
  • Soft Paw II lugged outsole
  • EnerG midsole
  • Removable insole, leather topcover
  • ScentBan™ odor control

Born Men's Blast III Slip On Shoes

Key Features

  • Full-grain leather uppers
  • EVA and rubber outsole
  • Square toe offers extra room for wider feet
  • Cushioned micro-suede footbed
  • Micro suede lining
  • Handcrafted Opanka construction
Buyer's Club
$112.46
Non-Member $124.95
ALL CLUB ORDERS $49+ SHIP FREE!

Key Features

  • Full-grain leather uppers
  • EVA and rubber outsole
  • Square toe offers extra room for wider feet
  • Cushioned micro-suede footbed
  • Micro suede lining
  • Handcrafted Opanka construction
NEW!

Ariat Men's Spitfire Shoes

Key Features

  • Ariat® Spitfire Shoes
  • Full-grain leather uppers
  • Mesh lining
  • Removable, padded insole
  • Lightweight EVA midsole
  • Duratread™ outsole
Club Pricing Applied at Checkout!
Non-Member $119.95
ALL CLUB ORDERS $49+ SHIP FREE!

Key Features

  • Ariat® Spitfire Shoes
  • Full-grain leather uppers
  • Mesh lining
  • Removable, padded insole
  • Lightweight EVA midsole
  • Duratread™ outsole

KEEN Men's Revel IV Chelsea Waterproof Slip-on Insulated Boots

Key Features

  • Waterproof LWG-certified leather, performance mesh uppers
  • KEEN.DRY breathable waterproof membrane
  • KEEN.Polar Traction outsole, 5mm lugs
  • 200 grams of KEEN.WARM insulation
  • Thermal heat shield insole
  • Eco anti-odor treatment
  • Twin-gore slip-on style
  • Rated to -25°F
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Buyer's Club
$109.99
Non-Member $179.95
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Key Features

  • Waterproof LWG-certified leather, performance mesh uppers
  • KEEN.DRY breathable waterproof membrane
  • KEEN.Polar Traction outsole, 5mm lugs
  • 200 grams of KEEN.WARM insulation
  • Thermal heat shield insole
  • Eco anti-odor treatment
  • Twin-gore slip-on style
  • Rated to -25°F

Born Men's Sawyer Slip-on Shoes

Key Features

  • Full-grain leather uppers
  • Handcrafted Opanka construction
  • Moisture-wicking fabric insole
  • Twin gore panels for easy on/off
  • Lightweight outsole
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Buyer's Club
$69.99
Non-Member $109.95
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Key Features

  • Full-grain leather uppers
  • Handcrafted Opanka construction
  • Moisture-wicking fabric insole
  • Twin gore panels for easy on/off
  • Lightweight outsole

KEEN Men's Targhee III Oxford Shoes

Key Features

  • Premium leather upper
  • KEEN.ALL-TERRAIN rubber outsole
  • Removable EVA footbed with arch support
  • Dual-density EVA midsole
  • Breathable mesh lining
Club Pricing Applied at Checkout!
Non-Member $144.95
ALL CLUB ORDERS $49+ SHIP FREE!

Key Features

  • Premium leather upper
  • KEEN.ALL-TERRAIN rubber outsole
  • Removable EVA footbed with arch support
  • Dual-density EVA midsole
  • Breathable mesh lining

KEEN Men's Targhee III Slip-on Shoes

Key Features

  • Premium leather upper
  • KEEN.ALL-TERRAIN rubber outsole
  • Removable EVA footbed with arch support
  • Dual-density EVA midsole
  • Breathable mesh lining
Club Pricing Applied at Checkout!
Non-Member $134.95
ALL CLUB ORDERS $49+ SHIP FREE!

Key Features

  • Premium leather upper
  • KEEN.ALL-TERRAIN rubber outsole
  • Removable EVA footbed with arch support
  • Dual-density EVA midsole
  • Breathable mesh lining

Ariat Men's Spitfire H2O Waterproof Shoes, Reliable Brown

Key Features

  • Waterproof full-grain leather
  • Waterproof PRO™
  • Rubber outsole with flex grooves
  • Removable padded insole
  • EVA midsole
Club Pricing Applied at Checkout!
Non-Member $149.95
ALL CLUB ORDERS $49+ SHIP FREE!

Key Features

  • Waterproof full-grain leather
  • Waterproof PRO™
  • Rubber outsole with flex grooves
  • Removable padded insole
  • EVA midsole

Born Men's Nigel Boots

Key Features

  • Nubuck leather uppers
  • Rubber outsole
  • Removable, cushioned microfiber insole
  • Micro-suede lining
  • Handcrafted Opanka construction
  • Dual gore panels for slip-on ease
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Buyer's Club
$89.99
Non-Member $139.95
ALL CLUB ORDERS $49+ SHIP FREE!

Key Features

  • Nubuck leather uppers
  • Rubber outsole
  • Removable, cushioned microfiber insole
  • Micro-suede lining
  • Handcrafted Opanka construction
  • Dual gore panels for slip-on ease

Merrell Men's Jungle Moc Nubuck Slip-on Shoes

Key Features

  • Nubuck leather uppers
  • M-Select GRIP outsole is slip-resistant on wet and dry ground
  • Ortholite® removable comfort insole
  • M-Select FRESH eliminates sweat and odor-causing bacteria
  • Air Cushion in the heel
  • Dual gore panels for easy on/off
Club Pricing Applied at Checkout!
Non-Member $109.95
ALL CLUB ORDERS $49+ SHIP FREE!

Key Features

  • Nubuck leather uppers
  • M-Select GRIP outsole is slip-resistant on wet and dry ground
  • Ortholite® removable comfort insole
  • M-Select FRESH eliminates sweat and odor-causing bacteria
  • Air Cushion in the heel
  • Dual gore panels for easy on/off

Born Men's Nigel Slip-on Shoes

Key Features

  • Nubuck leather uppers
  • Rubber outsole
  • Cushioned microfiber insole
  • Microfiber lining
  • Handcrafted Opanka construction
  • Dual gore panels for slip-on ease
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Buyer's Club
$79.99
Non-Member $119.95
ALL CLUB ORDERS $49+ SHIP FREE!

Key Features

  • Nubuck leather uppers
  • Rubber outsole
  • Cushioned microfiber insole
  • Microfiber lining
  • Handcrafted Opanka construction
  • Dual gore panels for slip-on ease

Irish Setter Men's Canyons Waterproof Pull-on Boots

Key Features

  • Waterproof full-grain leather
  • UltraDry™ waterproofing system
  • Vibram® Beehive outsole
  • Removable memory foam/EVA insole
  • EVA midsole
  • TPU heel cup
  • ScentBan™ scent control
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Buyer's Club
$74.99
Non-Member $159.95
ALL CLUB ORDERS $49+ SHIP FREE!

Key Features

  • Waterproof full-grain leather
  • UltraDry™ waterproofing system
  • Vibram® Beehive outsole
  • Removable memory foam/EVA insole
  • EVA midsole
  • TPU heel cup
  • ScentBan™ scent control
NEW!

Ariat Men's Spitfire Outdoor H2O Waterproof Chukkas

Key Features

  • Waterproof, full-grain leather
  • Waterproof PRO™ membrane
  • Removable padded insole
  • Lightweight EVA midsole
  • Duratread™ outsole
Club Pricing Applied at Checkout!
Non-Member $149.95
ALL CLUB ORDERS $49+ SHIP FREE!

Key Features

  • Waterproof, full-grain leather
  • Waterproof PRO™ membrane
  • Removable padded insole
  • Lightweight EVA midsole
  • Duratread™ outsole

Danner Men's Logger 917 Boots

Key Features

  • Full-grain leather uppers
  • Vibram® 917 outsole with XS trek
  • Vibram® SPE midsole
  • Removable OrthoLite® insole
  • TPU shank
  • Moderized stitchdown construction
  • Two lace options
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Buyer's Club
$139.99
Non-Member $239.95
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Key Features

  • Full-grain leather uppers
  • Vibram® 917 outsole with XS trek
  • Vibram® SPE midsole
  • Removable OrthoLite® insole
  • TPU shank
  • Moderized stitchdown construction
  • Two lace options

Danner Men's Logger 917 GTX Waterproof Boots, GORE-TEX

Key Features

  • Full-grain leather uppers
  • GORE-TEX® breathable waterproof
  • Vibram® 917 outsole with XS trek
  • Vibram® SPE midsole
  • Removable OrthoLite® insole
  • TPU shank
  • Moderized stitchdown construction
  • Two lace options
Club Pricing Applied at Checkout!
Non-Member $249.95
or 4 interest-free payments of $62.49 with
ALL CLUB ORDERS $49+ SHIP FREE!

Key Features

  • Full-grain leather uppers
  • GORE-TEX® breathable waterproof
  • Vibram® 917 outsole with XS trek
  • Vibram® SPE midsole
  • Removable OrthoLite® insole
  • TPU shank
  • Moderized stitchdown construction
  • Two lace options

Irish Setter Men's Canyons Waterproof Insulated Pull-on Boots, 200 Gram

Key Features

  • Waterproof full-grain leather
  • UltraDry™ waterproofing system
  • 200-gram PrimaLoft® insulation
  • Vibram® Beehive outsole
  • Removable memory foam/EVA insole
  • EVA midsole
  • TPU heel cup
  • ScentBan™ scent control
Bullseye Deal
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Save 53%
Buyer's Club
$74.99
Non-Member $159.95
ALL CLUB ORDERS $49+ SHIP FREE!

Key Features

  • Waterproof full-grain leather
  • UltraDry™ waterproofing system
  • 200-gram PrimaLoft® insulation
  • Vibram® Beehive outsole
  • Removable memory foam/EVA insole
  • EVA midsole
  • TPU heel cup
  • ScentBan™ scent control

Danner Men's Jag Low Shoes

Key Features

  • Nubuck leather/1,000-deneir nylon uppers
  • Removable OrthoLite® insole
  • Danner waffle outsole
  • Mesh lining
  • EVA midsole
  • 2 pairs of laces included
Club Pricing Applied at Checkout!
Non-Member $169.95
or 4 interest-free payments of $42.49 with
ALL CLUB ORDERS $49+ SHIP FREE!
    • This item is shipped directly from the factory. Sorry, no express shipping available. We are unable to ship factory direct items to Alaska, Hawaii, Puerto Rico or APO or FPO addresses.

Key Features

  • Nubuck leather/1,000-deneir nylon uppers
  • Removable OrthoLite® insole
  • Danner waffle outsole
  • Mesh lining
  • EVA midsole
  • 2 pairs of laces included

Irish Setter Men's Soft Paw Waterproof Chukka Boots

Key Features

  • Waterproof full-grain leather uppers
  • UltraDry™ waterproofing system
  • SoftPaw II mini-lug outsole
  • Removable comfort cork EVA/memory foam insole
  • Moisture-wicking nylon lining
  • Non-metallic shank
  • Heel-molded counter
  • ScentBan™ odor control
Club Pricing Applied at Checkout!
Non-Member $174.95
or 4 interest-free payments of $43.74 with
ALL CLUB ORDERS $49+ SHIP FREE!

Key Features

  • Waterproof full-grain leather uppers
  • UltraDry™ waterproofing system
  • SoftPaw II mini-lug outsole
  • Removable comfort cork EVA/memory foam insole
  • Moisture-wicking nylon lining
  • Non-metallic shank
  • Heel-molded counter
  • ScentBan™ odor control

KEEN Women's Greta Chelsea Waterproof Insulated Boots, 200 Grams

Key Features

  • PFC-free waterproof LWG-certified leather/textile uppers
  • KEEN.DRY breathable waterproof membrane
  • KEEN.FREEZE rubber outsole
  • KEEN.WARM insulation
  • Thermal Heat Shield insole
  • Eco anti-odor treatment
  • Twin gore panels
  • Rated to -25°F
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Buyer's Club
$84.99
Non-Member $174.95
ALL CLUB ORDERS $49+ SHIP FREE!

Key Features

  • PFC-free waterproof LWG-certified leather/textile uppers
  • KEEN.DRY breathable waterproof membrane
  • KEEN.FREEZE rubber outsole
  • KEEN.WARM insulation
  • Thermal Heat Shield insole
  • Eco anti-odor treatment
  • Twin gore panels
  • Rated to -25°F

Northside Men's Beauford Chelsea Boots

Key Features

  • Leather uppers with twin elastic gores
  • Traction outsole
  • Anti-fatigue insole
  • Polyurethane midsole
  • Pull loops
  • Slip-on Chelsea style
Buyer's Club
$76.46
Non-Member $84.95
ALL CLUB ORDERS $49+ SHIP FREE!

Key Features

  • Leather uppers with twin elastic gores
  • Traction outsole
  • Anti-fatigue insole
  • Polyurethane midsole
  • Pull loops
  • Slip-on Chelsea style