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  • 477 Items
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Cole Haan Men's Morse Leather Chukka BootsMen's Morse Leather Chukka Boots

Cole HaanMen's Morse Leather Chukka Boots

Cole Haan Men's Chamberlin Water Resistant Nubuck Chelsea BootsMen's Chamberlin Water Resistant Nubuck Chelsea Boots

Cole HaanMen's Chamberlin Water Resistant Nubuck Chelsea Boots

Cole Haan Men's Chamberlin Water Resistant Nubuck Chukka BootsMen's Chamberlin Water Resistant Nubuck Chukka Boots

Cole HaanMen's Chamberlin Water Resistant Nubuck Chukka Boots

Internet Exclusive
Twisted X Men's Chukka Driving MocsMen's Chukka Driving Mocs

Twisted XMen's Chukka Driving Mocs

Internet Exclusive
Extended Sizes
Dr. Martens Men's Combs Tech II Utility BootsMen's Combs Tech II Utility Boots

Dr. MartensMen's Combs Tech II Utility Boots

Internet Exclusive
Extended Sizes
Twisted X Men's Waterproof Driving Moccasins Chukka BootsMen's Waterproof Driving Moccasins Chukka Boots

Twisted XMen's Waterproof Driving Moccasins Chukka Boots

Extended Sizes
Rated 4.6667 out of 5 starsRated 4.6667 out of 5 starsRated 4.6667 out of 5 starsRated 4.6667 out of 5 starsRated 4.6667 out of 5 stars(3)
Merrell Men's Thermo Chill 2 Waterproof Mesh and Suede Winter BootsMen's Thermo Chill 2 Waterproof Mesh and Suede Winter Boots

MerrellMen's Thermo Chill 2 Waterproof Mesh and Suede Winter Boots

Extended Sizes
Rated 4.4 out of 5 starsRated 4.4 out of 5 starsRated 4.4 out of 5 starsRated 4.4 out of 5 starsRated 4.4 out of 5 stars(20)
Birkenstock Men's Uppsala Mid Suede BootsMen's Uppsala Mid Suede Boots

BirkenstockMen's Uppsala Mid Suede Boots

Men's Morse Leather Chukka Boots

PLACEHOLDERMen's Morse Leather Chukka Boots

KeenMen's Targhee II Waterproof Hiking Boots

Internet Exclusive
Rated 3.6197 out of 5 starsRated 3.6197 out of 5 starsRated 3.6197 out of 5 starsRated 3.6197 out of 5 starsRated 3.6197 out of 5 stars(71)

Section XMen's Steven Zip Oiled Leather Chelsea Boots

Dillard's Exclusive
Rated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 stars(3)

PLACEHOLDERMen's Morse Leather Chukka Boots

TimberlandMen's Euro Hiker Boots

Rated 4.7422 out of 5 starsRated 4.7422 out of 5 starsRated 4.7422 out of 5 starsRated 4.7422 out of 5 starsRated 4.7422 out of 5 stars(128)

Josef SeibelMen's Earl 04 Leather Lace Up Chukka Boots

Rated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 stars(6)

PLACEHOLDERMen's Morse Leather Chukka Boots

Section XMen's Steven Zip Nubuck Chelsea Boots

Dillard's Exclusive
Rated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 stars(1)

Twisted XMen's 4" Woven Leather Boots

Extended Sizes
Rated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 stars(2)

PLACEHOLDERMen's Morse Leather Chukka Boots

Marc NolanMen's Belmont Appaloosa Cow Print Brogue Wingtip Combat Boots

Internet Exclusive
Extended Sizes

PikolinosMen's York Leather Lace Up Boots

AriatMen's Hybrid Low Boy Boots

Rated 4.6692 out of 5 starsRated 4.6692 out of 5 starsRated 4.6692 out of 5 starsRated 4.6692 out of 5 starsRated 4.6692 out of 5 stars(133)

TecovasMen's The Dean Cowhide Leather Zip Cowboy Boots

Extended Sizes

AriatMen's Bodie Western Boots

Rated 4.8 out of 5 starsRated 4.8 out of 5 starsRated 4.8 out of 5 starsRated 4.8 out of 5 starsRated 4.8 out of 5 stars(15)

Johnston & MurphyCollection Men's Hartford Leather Chelsea Dress Boots

Rated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 stars(2)

AriatMen's Sonoro Leather Roper Toe Western Boots

Rated 4.5 out of 5 starsRated 4.5 out of 5 starsRated 4.5 out of 5 starsRated 4.5 out of 5 starsRated 4.5 out of 5 stars(2)

ECCOMen's Metropole Milan Suede Chukka Boots

FryeMen's Campus Leather Inside Zip Boots

Internet Exclusive
Rated 4.5 out of 5 starsRated 4.5 out of 5 starsRated 4.5 out of 5 starsRated 4.5 out of 5 starsRated 4.5 out of 5 stars(10)

ECCOMen's Soft 7 Suede Penny Loafers

Extended Sizes

Johnston & MurphyMen's XC+Durham Waterproof Leather Chelsea Boots

Extended Sizes
Rated 4.75 out of 5 starsRated 4.75 out of 5 starsRated 4.75 out of 5 starsRated 4.75 out of 5 starsRated 4.75 out of 5 stars(4)

Dr. MartensMen's Combs Leather Boots

Rated 4.6667 out of 5 starsRated 4.6667 out of 5 starsRated 4.6667 out of 5 starsRated 4.6667 out of 5 starsRated 4.6667 out of 5 stars(33)

TaftMen's Rome Bottega Suede Cap Toe Boots

Internet Exclusive
Rated 1.0 out of 5 starsRated 1.0 out of 5 starsRated 1.0 out of 5 starsRated 1.0 out of 5 starsRated 1.0 out of 5 stars(1)

ALIGNMen's Ryder Weatherproof Leather Boots

Internet Exclusive

TaftMen's Jack Wool Calfskin Cap Toe Braided Welt Detail Boots

Internet Exclusive
Extended Sizes
Rated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 stars(7)

AriatMen's Clean Country Suede Chukka Boots

Rated 4.4091 out of 5 starsRated 4.4091 out of 5 starsRated 4.4091 out of 5 starsRated 4.4091 out of 5 starsRated 4.4091 out of 5 stars(22)

AriatMen's Split Rock Leather Moc Toe Chukka Boots

Rated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 stars(5)

Twisted XMen's Chelsea Driving Moc Boots

ObozMen's Katabatic Light Mid GTX Hiking Boots

TecovasMen's The Earl Cowhide Leather Roper Boots

Internet Exclusive
Extended Sizes

BornMen's Nigel Leather Lace Up Boots

Extended Sizes
Rated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 stars(3)

Tony LamaMen's Quaid Western Boots

Internet Exclusive

TimberlandMen's Redwood Edge Leather Lace Up Boots

Extended Sizes
Rated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 stars(2)

AriatMen's Stoney Creek Distressed Leather Western Boots

Internet Exclusive
Rated 4.5 out of 5 starsRated 4.5 out of 5 starsRated 4.5 out of 5 starsRated 4.5 out of 5 starsRated 4.5 out of 5 stars(6)

Marc NolanMen's Aiden Croco Embossed Leather Boots

Internet Exclusive
Extended Sizes

TaftMen's Rome Floral Embossed Leather Cap Toe Boots

Extended Sizes
Rated 4.4857 out of 5 starsRated 4.4857 out of 5 starsRated 4.4857 out of 5 starsRated 4.4857 out of 5 starsRated 4.4857 out of 5 stars(105)

AriatMen's Hybrid Patriot H20 Waterproof Western Boots

Internet Exclusive
Extended Sizes
Rated 4.8776 out of 5 starsRated 4.8776 out of 5 starsRated 4.8776 out of 5 starsRated 4.8776 out of 5 starsRated 4.8776 out of 5 stars(196)

Dune LondonMen's Matchin Leather Chelsea Boots

SorelMen's Madson II Waterproof Leather Chukka Boots

Internet Exclusive
Extended Sizes
Rated 4.375 out of 5 starsRated 4.375 out of 5 starsRated 4.375 out of 5 starsRated 4.375 out of 5 starsRated 4.375 out of 5 stars(88)

Twisted XMen's Cellstretch® Wedge Sole Boots

Extended Sizes
Rated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 stars(1)

Marc NolanMen's Sawyer Cow Print Pony Hair Cowboy Boots

Extended Sizes

AriatMen's Spitfire Waterproof Leather Boots

Extended Sizes
Rated 4.5 out of 5 starsRated 4.5 out of 5 starsRated 4.5 out of 5 starsRated 4.5 out of 5 starsRated 4.5 out of 5 stars(48)

BornMen's Brody Destressed Leather Chelsea Boots

Extended Sizes
Rated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 stars(19)

Josef SeibelMen's Earl 12 Leather Chelsea Boots

Polo Ralph LaurenMen's Bryson Leather and Wool Cap Toe Boots

Extended Sizes
Rated 4.0476 out of 5 starsRated 4.0476 out of 5 starsRated 4.0476 out of 5 starsRated 4.0476 out of 5 starsRated 4.0476 out of 5 stars(21)

BelvedereMen's Alvaro Hand Painted Multi Color Ostrich Chukka Boots

Internet Exclusive

SorelMen's Buxton Lite Lace Plus Waterproof Boots

Extended Sizes

Dan PostMen's Ringold 13" Teju Lizard Square Toe Western Boots

Internet Exclusive

SorelMen's Cyprus Waterproof Leather Boots

Internet Exclusive
Extended Sizes
Rated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 stars(1)

Dr. MartensMen's Hardie Chelsea Boots

Extended Sizes
Only size 14 available
Rated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 stars(6)

SorelMen's Slabtown 62' Stoic Suede Chukka Boots

Internet Exclusive
Extended Sizes
Rated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 stars(1)

TaftRome Leather Cap Toe Dress Boots

Extended Sizes
Rated 4.829 out of 5 starsRated 4.829 out of 5 starsRated 4.829 out of 5 starsRated 4.829 out of 5 starsRated 4.829 out of 5 stars(1000)

Johnston & MurphyMens XC+ Durham Embossed Leather Brogue Detail Wingtip Shearling Waterproof Boots

Extended Sizes

Marc NolanMen's Dante Cow Print Boots

Extended Sizes

Marc NolanMen's Dax Cow Print Pony Hair Chelsea Boots

Internet Exclusive
Extended Sizes

TecovasMen's The Cartwright Goat Leather Cowboy Boots

Extended Sizes

Twisted XMen's ECO Moc-Toe Lace Up Boot

Only size 8, 10.5 available
Rated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 stars(2)

MerrellMen's Moab 3 Mid Waterproof Hiking Boots

Extended Sizes
Rated 4.3408 out of 5 starsRated 4.3408 out of 5 starsRated 4.3408 out of 5 starsRated 4.3408 out of 5 starsRated 4.3408 out of 5 stars(446)

Johnston & MurphyMens Barrett Suede Zip Boots

Extended Sizes
Rated 2.0 out of 5 starsRated 2.0 out of 5 starsRated 2.0 out of 5 starsRated 2.0 out of 5 starsRated 2.0 out of 5 stars(1)

AriatMen's Lookout Leather Chukka Boots

Only size 11 available
Rated 4.1159 out of 5 starsRated 4.1159 out of 5 starsRated 4.1159 out of 5 starsRated 4.1159 out of 5 starsRated 4.1159 out of 5 stars(69)

FryeMen's Duke Western Roper Leather Boots

Extended Sizes
Rated 3.6216 out of 5 starsRated 3.6216 out of 5 starsRated 3.6216 out of 5 starsRated 3.6216 out of 5 starsRated 3.6216 out of 5 stars(37)

FryeMen's Paul Leather Chukka Boots

Internet Exclusive
Rated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 stars(2)

To Boot New YorkMen's Largo Chelsea Boots

Internet Exclusive

AriatMen's Sport Wide Square Toe Western Boots

Internet Exclusive
Extended Sizes
Rated 4.7518 out of 5 starsRated 4.7518 out of 5 starsRated 4.7518 out of 5 starsRated 4.7518 out of 5 starsRated 4.7518 out of 5 stars(407)

Johnston & MurphyMen's Calder Suede Chelsea Boots

Extended Sizes
Rated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 stars(2)

Steve MaddenMen's Noby Leather Boots

Internet Exclusive
Extended Sizes
Only size 11 available

TimberlandPRO® Men's Direct Attach 6" Waterproof Insulated Work Boots

Internet Exclusive
Extended Sizes
Rated 4.4496 out of 5 starsRated 4.4496 out of 5 starsRated 4.4496 out of 5 starsRated 4.4496 out of 5 starsRated 4.4496 out of 5 stars(238)

FryeMen's Paul Leather Zip Boots

Internet Exclusive
Rated 4.1667 out of 5 starsRated 4.1667 out of 5 starsRated 4.1667 out of 5 starsRated 4.1667 out of 5 starsRated 4.1667 out of 5 stars(6)

TecovasMen's The Earl Goat Leather Roper Boots

Internet Exclusive

Twisted XMen's Driving Woven Leather Moccasin Chukka Boots

Extended Sizes
Rated 4.5 out of 5 starsRated 4.5 out of 5 starsRated 4.5 out of 5 starsRated 4.5 out of 5 starsRated 4.5 out of 5 stars(2)

Johnston & MurphyCollection Men's Hartford Leather Plain Toe Boots

Internet Exclusive
Rated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 stars(1)

Cole HaanMen's ØriginalGrand CitySpectre Leather Chelsea Boots

Internet Exclusive

DannerMen's Logger Moc 917 GTX Waterproof Nubuck Leather Boots

Internet Exclusive
Extended Sizes

AriatMen's Rambler Patriot Western Boots

Extended Sizes
Only size 11 available
Rated 4.7197 out of 5 starsRated 4.7197 out of 5 starsRated 4.7197 out of 5 starsRated 4.7197 out of 5 starsRated 4.7197 out of 5 stars(132)

AriatMen's Sport Cool VentTEK Western Boots

Extended Sizes
Rated 4.55 out of 5 starsRated 4.55 out of 5 starsRated 4.55 out of 5 starsRated 4.55 out of 5 starsRated 4.55 out of 5 stars(60)

TaftMen's Rome Leather Cap Toe Boots

Internet Exclusive
Extended Sizes
Rated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 stars(1)

FryeMen's Austin Oiled Suede Inside Zip Western Boots

Internet Exclusive
Rated 3.7368 out of 5 starsRated 3.7368 out of 5 starsRated 3.7368 out of 5 starsRated 3.7368 out of 5 starsRated 3.7368 out of 5 stars(19)

TaftLewis Floral Embossed Leather Side Zipper Boots

Internet Exclusive
Extended Sizes
Rated 4.6429 out of 5 starsRated 4.6429 out of 5 starsRated 4.6429 out of 5 starsRated 4.6429 out of 5 starsRated 4.6429 out of 5 stars(28)

Bed StuMen's Protege Distressed Leather Back Zip Combat Boots

Internet Exclusive
Extended Sizes

L.L.BeanMen's Wicked Good Boot Moc Slippers

Extended Sizes
Rated 4.4338 out of 5 starsRated 4.4338 out of 5 starsRated 4.4338 out of 5 starsRated 4.4338 out of 5 starsRated 4.4338 out of 5 stars(982)

Dan PostMen's Sturgis 13" Python Snake Leather Western Boots

Internet Exclusive

Dan PostMen's Kingsly 11" Caiman Square Toe Western Boots

Extended Sizes

TaftMen's Dylan Woven Boots

Internet Exclusive
Extended Sizes
Rated 4.7909 out of 5 starsRated 4.7909 out of 5 starsRated 4.7909 out of 5 starsRated 4.7909 out of 5 starsRated 4.7909 out of 5 stars(263)

TaftMen's Jack Floral Print Cotton Jacquard Calfskin Cap Toe Dress Boots

Internet Exclusive
Extended Sizes
Rated 4.8377 out of 5 starsRated 4.8377 out of 5 starsRated 4.8377 out of 5 starsRated 4.8377 out of 5 starsRated 4.8377 out of 5 stars(1312)

Steve MaddenMen's Highline Suede Chelsea Boots

Internet Exclusive
Extended Sizes
Rated 4.2 out of 5 starsRated 4.2 out of 5 starsRated 4.2 out of 5 starsRated 4.2 out of 5 starsRated 4.2 out of 5 stars(5)

Dan PostMen's Alamosa 11" Full Quill Ostrich Western Boots

Internet Exclusive
Extended Sizes

FryeTyler Flex Leather Chelsea Boots

Rated 3.5 out of 5 starsRated 3.5 out of 5 starsRated 3.5 out of 5 starsRated 3.5 out of 5 starsRated 3.5 out of 5 stars(4)

TimberlandPRO® Men's Direct Attach 6" Waterproof Insulated Steel-Toe Work Boots

Internet Exclusive
Extended Sizes
Rated 4.2803 out of 5 starsRated 4.2803 out of 5 starsRated 4.2803 out of 5 starsRated 4.2803 out of 5 starsRated 4.2803 out of 5 stars(346)

SorelMen's CYPRUS Waterproof Suede Chelsea Boots

Extended Sizes

TaftMen's Jack Floral Jacquard Cap Toe Dress Boots

Internet Exclusive
Rated 4.8 out of 5 starsRated 4.8 out of 5 starsRated 4.8 out of 5 starsRated 4.8 out of 5 starsRated 4.8 out of 5 stars(5)

BelvedereMen's Greco Colorblock Boots

Internet Exclusive
Taft Men's Jack Paisley Jacquard Cap Toe Dress BootsMen's Jack Paisley Jacquard Cap Toe Dress Boots

TaftMen's Jack Paisley Jacquard Cap Toe Dress Boots

Internet Exclusive
Rated 3.0 out of 5 starsRated 3.0 out of 5 starsRated 3.0 out of 5 starsRated 3.0 out of 5 starsRated 3.0 out of 5 stars(2)
  • 477 Items
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