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Mens Chukka Boots

1-36 of 232 results
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Clarks Wallabee Boot (Men's)
Clarks Wallabee Boot (Men's)
Clarks Wallabee Boot (Men's)
Clarks Wallabee Boot (Men's)
Clarks Wallabee Boot (Men's)
Clarks Wallabee Boot (Men's)
Clarks Wallabee Boot (Men's)
New!
Sale
Clarks Wallabee Boot(
Men's) -
Beeswax/Beeswax Leather
Clarks Wallabee Boot(
Men's) -
Black/Black Leather
Clarks Wallabee Boot(
Men's) -
Black/Black Suede
Clarks Wallabee Boot(
Men's) -
Dark Brown Suede
Clarks Wallabee Boot(
Men's) -
Maple Suede
Clarks Wallabee Boot(
Men's) -
Rust Leather
$127.95 - $139.95
$140.00 up to 9% off
Clarks Desert Boot (Men's)
Clarks Desert Boot (Men's)
Clarks Desert Boot (Men's)
Clarks Desert Boot (Men's)
Clarks Desert Boot (Men's)
Clarks Desert Boot (Men's)
Clarks Desert Boot (Men's)
Clarks Desert Boot (Men's)
Clarks Desert Boot (Men's)
Clarks Desert Boot (Men's)
Clarks Desert Boot (Men's)
Clarks Desert Boot (Men's)
New!
Sale
Clarks Desert Boot(
Men's) -
Amber Gold
Clarks Desert Boot(
Men's) -
Beeswax
Clarks Desert Boot(
Men's) -
Black Smooth
Clarks Desert Boot(
Men's) -
Brown
Clarks Desert Boot(
Men's) -
Green Leather
Clarks Desert Boot(
Men's) -
Navy Leather
Clarks Desert Boot(
Men's) -
New Black Suede
Clarks Desert Boot(
Men's) -
Rust Leather
Clarks Desert Boot(
Men's) -
Sand Somerset
Clarks Desert Boot(
Men's) -
Taupe Distressed Suede
Clarks Desert Boot(
Men's) -
Terracotta Suede
$129.95
Clarks Wallabee (Men's)
Clarks Wallabee (Men's)
Clarks Wallabee (Men's)
Clarks Wallabee (Men's)
Clarks Wallabee (Men's)
New!
Sale
Clarks Wallabee(
Men's) -
Beeswax/Beeswax Leather
Clarks Wallabee(
Men's) -
Black/Black Leather
Clarks Wallabee(
Men's) -
Brown Tumbled Leather
Clarks Wallabee(
Men's) -
Maple Suede
$134.95
Clarks Stinson Hi (Men's)
Clarks Stinson Hi (Men's)
Clarks Stinson Hi (Men's)
Clarks Stinson Hi (Men's)
Clarks Stinson Hi (Men's)
Clarks Stinson Hi (Men's)
New!
Sale
Clarks Stinson Hi(
Men's) -
Beeswax Leather
Clarks Stinson Hi(
Men's) -
Black Oily Leather
Clarks Stinson Hi(
Men's) -
Black Suede
Clarks Stinson Hi(
Men's) -
Brown Oily Leather
Clarks Stinson Hi(
Men's) -
Sand Suede
$99.95
Rockport Charson Lace Up Ankle Boot (Men's)
Rockport Charson Lace Up Ankle Boot (Men's)
Rockport Charson Lace Up Ankle Boot (Men's)
Rockport Charson Lace Up Ankle Boot (Men's)
New!
Sale
Rockport Charson Lace Up Ankle Boot(
Men's) -
Black Leather
Rockport Charson Lace Up Ankle Boot(
Men's) -
Chocolate Leather
Rockport Charson Lace Up Ankle Boot(
Men's) -
Dark Brown Leather
Sale
$109.95 - $139.95
$140.00 up to 21% off
Johnston & Murphy Copeland Chukka Boot (Men's)
Johnston & Murphy Copeland Chukka Boot (Men's)
Johnston & Murphy Copeland Chukka Boot (Men's)
Johnston & Murphy Copeland Chukka Boot (Men's)
Johnston & Murphy Copeland Chukka Boot (Men's)
Johnston & Murphy Copeland Chukka Boot (Men's)
Johnston & Murphy Copeland Chukka Boot (Men's)
New!
Sale
Johnston & Murphy Copeland Chukka Boot(
Men's) -
Black Tumbled Full Grain Leather
Johnston & Murphy Copeland Chukka Boot(
Men's) -
Camel Suede
Johnston & Murphy Copeland Chukka Boot(
Men's) -
Dark Gray Suede
Johnston & Murphy Copeland Chukka Boot(
Men's) -
Navy Suede
Johnston & Murphy Copeland Chukka Boot(
Men's) -
Red Brown Oiled Full Grain Leather
Johnston & Murphy Copeland Chukka Boot(
Men's) -
Tan Oiled Full Grain
$149.95
Tsubo Beale (Men's)
Tsubo Beale (Men's)
Tsubo Beale (Men's)
New!
Sale
Tsubo Beale(
Men's) -
Black Leather
Tsubo Beale(
Men's) -
Bourbon Leather
$149.95
Naot Pilot (Men's)
Naot Pilot (Men's)
Naot Pilot (Men's)
Naot Pilot (Men's)
Naot Pilot (Men's)
Naot Pilot (Men's)
New!
Sale
Naot Pilot(
Men's) -
Oily Coal Nubuck
New
Naot Pilot(
Men's) -
Blue Velvet Suede
Naot Pilot(
Men's) -
Gray Suede
Naot Pilot(
Men's) -
Seal Brown Suede
Naot Pilot(
Men's) -
Vintage Grey Leather
$199.95
Pikolinos Chile 01G-5056 (Men's)
Pikolinos Chile 01G-5056 (Men's)
Pikolinos Chile 01G-5056 (Men's)
Pikolinos Chile 01G-5056 (Men's)
New!
Sale
Pikolinos Chile 01G-5056(
Men's) -
Black
Pikolinos Chile 01G-5056(
Men's) -
Cuero
Pikolinos Chile 01G-5056(
Men's) -
Olmo
$165.00
Clarks Bushacre 2 (Men's)
Clarks Bushacre 2 (Men's)
Clarks Bushacre 2 (Men's)
Clarks Bushacre 2 (Men's)
Clarks Bushacre 2 (Men's)
New!
Sale
Clarks Bushacre 2(
Men's) -
Black Leather
Sale
Clarks Bushacre 2(
Men's) -
Navy Leather
Sale
Clarks Bushacre 2(
Men's) -
Tan Leather
Sale
Clarks Bushacre 2(
Men's) -
Wheat Suede
$89.95 - $99.95
$100.00 up to 10% off
Clarks Bushacre 2 Boot (Men's)
Clarks Bushacre 2 Boot (Men's)
Clarks Bushacre 2 Boot (Men's)
Clarks Bushacre 2 Boot (Men's)
Clarks Bushacre 2 Boot (Men's)
New!
Sale
Clarks Bushacre 2 Boot(
Men's) -
Beeswax Leather
Sale
Clarks Bushacre 2 Boot(
Men's) -
Black Suede
Sale
Clarks Bushacre 2 Boot(
Men's) -
Brown Suede
Sale
Clarks Bushacre 2 Boot(
Men's) -
Dark Brown Leather
Sale
$84.95
$99.00 14% off
Florsheim NDNS Chukka Boot (Men's)
Florsheim NDNS Chukka Boot (Men's)
Florsheim NDNS Chukka Boot (Men's)
New!
Sale
Florsheim NDNS Chukka Boot(
Men's) -
Brown Nubuck Leather
New
Florsheim NDNS Chukka Boot(
Men's) -
Black Leather
$129.95
Woolrich Lane (Men's)
Woolrich Lane (Men's)
Woolrich Lane (Men's)
Woolrich Lane (Men's)
New!
Sale
Woolrich Lane(
Men's) -
Ballentyne
Sale
Woolrich Lane(
Men's) -
Camel
Sale
Woolrich Lane(
Men's) -
Yellowstone
Sale
$80.95
$160.00 49% off
Rockport Rugged Bucks Waterproof Boot (Men's)
Rockport Rugged Bucks Waterproof Boot (Men's)
Rockport Rugged Bucks Waterproof Boot (Men's)
Rockport Rugged Bucks Waterproof Boot (Men's)
New!
Sale
Rockport Rugged Bucks Waterproof Boot(
Men's) -
Espresso Nubuck
Rockport Rugged Bucks Waterproof Boot(
Men's) -
Tan Full Grain Leather
Sale
Rockport Rugged Bucks Waterproof Boot(
Men's) -
Wheat Nubuck
$109.95 - $119.95
$120.00 up to 8% off
Dr. Martens Barnie Chukka Boot (Men's)
Dr. Martens Barnie Chukka Boot (Men's)
Dr. Martens Barnie Chukka Boot (Men's)
Dr. Martens Barnie Chukka Boot (Men's)
New!
Sale
Dr. Martens Barnie Chukka Boot(
Men's) -
Black Grizzly
Sale
Dr. Martens Barnie Chukka Boot(
Men's) -
Black Overdrive
Dr. Martens Barnie Chukka Boot(
Men's) -
Dark Brown Grizzly
Sale
$89.95 - $119.95
$120.00 up to 25% off
Steve Madden Hestonn (Men's)
Steve Madden Hestonn (Men's)
Steve Madden Hestonn (Men's)
Steve Madden Hestonn (Men's)
New!
Sale
Steve Madden Hestonn(
Men's) -
Dark Brown Leather
Sale
Steve Madden Hestonn(
Men's) -
Grey Leather
Sale
Steve Madden Hestonn(
Men's) -
Tan Leather
Sale
$65.95 - $84.95
$90.00 up to 27% off
Florsheim Castellano Chukka (Men's)
Florsheim Castellano Chukka (Men's)
Florsheim Castellano Chukka (Men's)
Florsheim Castellano Chukka (Men's)
New!
Sale
Florsheim Castellano Chukka(
Men's) -
Black Leather
Florsheim Castellano Chukka(
Men's) -
Brown Leather
Florsheim Castellano Chukka(
Men's) -
Saddle Tan Leather
$139.95
Clarks Stratton Limit (Men's)
Clarks Stratton Limit (Men's)
Clarks Stratton Limit (Men's)
New!
Sale
Clarks Stratton Limit(
Men's) -
Black Leather
Clarks Stratton Limit(
Men's) -
Brown Leather
$134.95
Johnston & Murphy McGuffey Chukka (Men's)
Johnston & Murphy McGuffey Chukka (Men's)
Johnston & Murphy McGuffey Chukka (Men's)
Johnston & Murphy McGuffey Chukka (Men's)
Johnston & Murphy McGuffey Chukka (Men's)
Johnston & Murphy McGuffey Chukka (Men's)
New!
Sale
Johnston & Murphy McGuffey Chukka(
Men's) -
Chocolate Suede
Sale
Johnston & Murphy McGuffey Chukka(
Men's) -
Gray Suede
Sale
Johnston & Murphy McGuffey Chukka(
Men's) -
Navy Suede
Sale
Johnston & Murphy McGuffey Chukka(
Men's) -
Olive Suede
Sale
Johnston & Murphy McGuffey Chukka(
Men's) -
Taupe Suede
Sale
$104.95
$125.00 16% off
Rockport Total Motion Fusion Desert Boot (Men's)
Rockport Total Motion Fusion Desert Boot (Men's)
Rockport Total Motion Fusion Desert Boot (Men's)
Rockport Total Motion Fusion Desert Boot (Men's)
Rockport Total Motion Fusion Desert Boot (Men's)
New!
Sale
Rockport Total Motion Fusion Desert Boot(
Men's) -
Black
Rockport Total Motion Fusion Desert Boot(
Men's) -
New Dress Blues
Rockport Total Motion Fusion Desert Boot(
Men's) -
Rocksand
Rockport Total Motion Fusion Desert Boot(
Men's) -
Tan
$149.95
ECCO Turn GORE-TEX Boot (Men's)
ECCO Turn GORE-TEX Boot (Men's)
ECCO Turn GORE-TEX Boot (Men's)
New!
Sale
ECCO Turn GORE-TEX Boot(
Men's) -
Coffee Lexi Leather
ECCO Turn GORE-TEX Boot(
Men's) -
Mocha Oil Nubuck
Sale
$174.95 - $229.95
$230.00 up to 24% off
Florsheim Doon Chukka (Men's)
Florsheim Doon Chukka (Men's)
Florsheim Doon Chukka (Men's)
New!
Sale
Florsheim Doon Chukka(
Men's) -
Black
Florsheim Doon Chukka(
Men's) -
Brown Smooth
$119.95
Mark Nason Skechers Burwood Boot (Men's)
Mark Nason Skechers Burwood Boot (Men's)
New!
Sale
Mark Nason Skechers Burwood Boot(
Men's) -
Desert
Sale
$99.95
$135.00 26% off
Deer Stags Seattle Boot (Men's)
Deer Stags Seattle Boot (Men's)
Deer Stags Seattle Boot (Men's)
New!
Sale
Deer Stags Seattle Boot(
Men's) -
Black
Sale
Deer Stags Seattle Boot(
Men's) -
Luggage
Sale
$59.99
$80.00 25% off
Timberland Earthkeepers Brook Park Chukka (Men's)
Timberland Earthkeepers Brook Park Chukka (Men's)
Timberland Earthkeepers Brook Park Chukka (Men's)
Timberland Earthkeepers Brook Park Chukka (Men's)
New!
Sale
Timberland Earthkeepers Brook Park Chukka(
Men's) -
Black Smooth
Timberland Earthkeepers Brook Park Chukka(
Men's) -
Brown Smooth
Timberland Earthkeepers Brook Park Chukka(
Men's) -
Red Brown Smooth
Sale
$104.95 - $129.95
$130.00 up to 19% off
Clarks Stinson Lo (Men's)
Clarks Stinson Lo (Men's)
New!
Sale
Clarks Stinson Lo(
Men's) -
Beeswax Leather
Sale
$89.95
$100.00 10% off
Nunn Bush Rawson Chukka (Men's)
Nunn Bush Rawson Chukka (Men's)
Nunn Bush Rawson Chukka (Men's)
New!
Sale
Nunn Bush Rawson Chukka(
Men's) -
Black Leather
Sale
Nunn Bush Rawson Chukka(
Men's) -
Chestnut Leather
Sale
$71.95
$90.00 20% off
Clarks Hawkley Rise Chukka (Men's)
Clarks Hawkley Rise Chukka (Men's)
Clarks Hawkley Rise Chukka (Men's)
New!
Sale
Clarks Hawkley Rise Chukka(
Men's) -
Dark Brown Combi
Sale
Clarks Hawkley Rise Chukka(
Men's) -
Tan Leather
$82.45 - $124.95
$125.00 up to 34% off
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