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  • 158 Items
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Polo Ralph Lauren Men's Ranger Tumbled Leather Buckle Lug Sole BootsMen's Ranger Tumbled Leather Buckle Lug Sole Boots

Polo Ralph LaurenMen's Ranger Tumbled Leather Buckle Lug Sole 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(48)
Ariat Men's Rambler Chelsea BootsMen's Rambler Chelsea Boots

AriatMen's Rambler Chelsea Boots

Rated 4.6186 out of 5 starsRated 4.6186 out of 5 starsRated 4.6186 out of 5 starsRated 4.6186 out of 5 starsRated 4.6186 out of 5 stars(312)
Born Men's Hemlock Leather Chelsea BootsMen's Hemlock Leather Chelsea Boots

BornMen's Hemlock Leather Chelsea Boots

Extended Sizes
Rated 4.6977 out of 5 starsRated 4.6977 out of 5 starsRated 4.6977 out of 5 starsRated 4.6977 out of 5 starsRated 4.6977 out of 5 stars(43)
Ariat Men's Booker Ultra Western Leather BootsMen's Booker Ultra Western Leather Boots

AriatMen's Booker Ultra Western Leather Boots

Extended Sizes
Rated 4.8063 out of 5 starsRated 4.8063 out of 5 starsRated 4.8063 out of 5 starsRated 4.8063 out of 5 starsRated 4.8063 out of 5 stars(981)
Johnston & Murphy Men's Calder Leather Chelsea BootsMen's Calder Leather Chelsea Boots

Johnston & MurphyMen's Calder Leather Chelsea Boots

Extended Sizes
Rated 3.68 out of 5 starsRated 3.68 out of 5 starsRated 3.68 out of 5 starsRated 3.68 out of 5 starsRated 3.68 out of 5 stars(25)
Steve Madden Men's Albie Suede Chukka BootsMen's Albie Suede Chukka Boots

Steve MaddenMen's Albie Suede Chukka Boots

Internet Exclusive
Johnston & Murphy Mens XC Flex® Cade Leather Wingtip BootsMens XC Flex® Cade Leather Wingtip Boots

Johnston & MurphyMens XC Flex® Cade Leather Wingtip Boots

Internet Exclusive
Johnston & Murphy Mens XC Flex Daylen Chelsea BootsMens XC Flex Daylen Chelsea Boots

Johnston & MurphyMens XC Flex Daylen Chelsea Boots

Internet Exclusive
Men's Ranger Tumbled Leather Buckle Lug Sole Boots

PLACEHOLDERMen's Ranger Tumbled Leather Buckle Lug Sole 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(48)

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)

Johnston & MurphyMen's Conlin Inside Zip Boots

PLACEHOLDERMen's Ranger Tumbled Leather Buckle Lug Sole 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(48)

Steve MaddenMen's Ebner Leather Cap Toe Boots

Johnston & MurphyMen's Reeve Leather Chelsea Zip Boots

Extended Sizes
Rated 4.3333 out of 5 starsRated 4.3333 out of 5 starsRated 4.3333 out of 5 starsRated 4.3333 out of 5 starsRated 4.3333 out of 5 stars(6)

PLACEHOLDERMen's Ranger Tumbled Leather Buckle Lug Sole 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(48)

ECCOMen's Milan Leather Chelsea Boots

SorelMen's Lark 47 Moc Toe Waterproof Boots

Extended Sizes

PLACEHOLDERMen's Ranger Tumbled Leather Buckle Lug Sole 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(48)

Twisted XMen's Driving CellStretch Leather Moc Toe Chukka 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)

Dr. MartensMen's 2976 Chelsea Boots

Extended Sizes
Rated 4.5208 out of 5 starsRated 4.5208 out of 5 starsRated 4.5208 out of 5 starsRated 4.5208 out of 5 starsRated 4.5208 out of 5 stars(48)

BlundstoneMen's 550 Water Resistant Chelsea 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(1)

Steve MaddenMen's Brompton Leather Chelsea Boots

UGGMen's Neumel Suede Chelsea Boots

Extended Sizes
Rated 4.8947 out of 5 starsRated 4.8947 out of 5 starsRated 4.8947 out of 5 starsRated 4.8947 out of 5 starsRated 4.8947 out of 5 stars(19)

Cole HaanMen's Chamberlin Water Resistant Nubuck EVA Chelsea Boots

Johnston & MurphyMen's XC+ Durham Cap Toe Waterproof Boots

TimberlandMen's Waterproof Field 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)

Cole HaanMen's Chamberlin Grand Water Resistant Chukka Boots

AriatMen's Hybrid Low Boy Boots

Rated 4.7124 out of 5 starsRated 4.7124 out of 5 starsRated 4.7124 out of 5 starsRated 4.7124 out of 5 starsRated 4.7124 out of 5 stars(226)

Cole HaanMen's Chamberlin Water Resistant Leather EVA Chelsea Boots

Internet Exclusive

Bed StuMen's Michelangelo Rustic Leather Chelsea Boots

Internet Exclusive

DannerMen's Logger Moc 917 GTX Waterproof Nubuck Leather Boots

Internet Exclusive
Extended Sizes

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)

Steve MaddenMen's Harken Leather Chukka Boots

Internet Exclusive
Extended Sizes
Rated 4.0 out of 5 starsRated 4.0 out of 5 starsRated 4.0 out of 5 starsRated 4.0 out of 5 starsRated 4.0 out of 5 stars(6)

Dune LondonMen's Matchin Leather Chelsea Boots

Johnston & MurphyMens Barrett Suede Zip Boots

Internet Exclusive
Extended Sizes
Rated 1.5 out of 5 starsRated 1.5 out of 5 starsRated 1.5 out of 5 starsRated 1.5 out of 5 starsRated 1.5 out of 5 stars(2)

Twisted XMen's Driving Moccasin Chukka Boots

Internet Exclusive
Extended Sizes

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)

Johnston & MurphyMen's Clint Leather Chukka Boots

Marc NolanMen's Dax Patent 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(5)

AriatMen's Split Rock Leather Moc Toe Chukka Boots

Rated 4.9375 out of 5 starsRated 4.9375 out of 5 starsRated 4.9375 out of 5 starsRated 4.9375 out of 5 starsRated 4.9375 out of 5 stars(16)

AriatMen's Booker Ultra Western Boots

Extended Sizes
Rated 4.8005 out of 5 starsRated 4.8005 out of 5 starsRated 4.8005 out of 5 starsRated 4.8005 out of 5 starsRated 4.8005 out of 5 stars(862)

UGGMen's Neumel Classic Fur Lined Suede Lace Up Chukka Boots

Extended Sizes
Rated 4.875 out of 5 starsRated 4.875 out of 5 starsRated 4.875 out of 5 starsRated 4.875 out of 5 starsRated 4.875 out of 5 stars(368)

Johnston & MurphyMen's Calder Leather Chukka Lace Up Boots

Extended Sizes
Rated 4.25 out of 5 starsRated 4.25 out of 5 starsRated 4.25 out of 5 starsRated 4.25 out of 5 starsRated 4.25 out of 5 stars(64)

Twisted XMen's Chukka Driving CellStretch Mocs

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)

Steve MaddenMen's Noby Leather Boots

Extended Sizes

Marc NolanMen's Dax Leather Western Chelsea Boots

Extended Sizes
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(3)

Steve MaddenMen's Highline Leather Chelsea Boots

Internet Exclusive
Extended Sizes

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)

Steve MaddenMen's Brompton Suede Chelsea Boots

Johnston & MurphyMen's XC Flex Daylen Chelsea Boots

BornMen's Henry Chukka Boots

BornMen's Harrison Leather Chukka Boots

Extended Sizes
Rated 4.7059 out of 5 starsRated 4.7059 out of 5 starsRated 4.7059 out of 5 starsRated 4.7059 out of 5 starsRated 4.7059 out of 5 stars(34)

Twisted XMen's Driving Leather Moccasin 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(9)

Section XMen's Steven Leather Zip 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)

L.L.BeanMen's Stonington Leather Moc Toe Boots

Extended Sizes
Rated 4.625 out of 5 starsRated 4.625 out of 5 starsRated 4.625 out of 5 starsRated 4.625 out of 5 starsRated 4.625 out of 5 stars(472)

Johnston & MurphyCollection Men's Arrister Brush Finish Leather Chelsea Boots

AriatMen's Spitfire Boots

Extended Sizes
Rated 4.7595 out of 5 starsRated 4.7595 out of 5 starsRated 4.7595 out of 5 starsRated 4.7595 out of 5 starsRated 4.7595 out of 5 stars(370)

AriatMen's Spitfire Waterproof Leather Boots

Extended Sizes
Rated 4.5147 out of 5 starsRated 4.5147 out of 5 starsRated 4.5147 out of 5 starsRated 4.5147 out of 5 starsRated 4.5147 out of 5 stars(68)

Sam EdelmanMen's Cameron Suede Chukka Boots

UGGMen's Loften Waterproof Lace Up Shoes

Extended Sizes

AriatMen's Rambler Recon Leather Square Toe Chelsea Boot

Rated 4.7857 out of 5 starsRated 4.7857 out of 5 starsRated 4.7857 out of 5 starsRated 4.7857 out of 5 starsRated 4.7857 out of 5 stars(14)

UGGMen's Idyllwild Leather Lace 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)

Cole HaanMen's Grand Neoclassic FlexCraft Chukka Boots

Internet Exclusive

BlundstoneMen's Ant Brn 550 Water Resistant Antique Leather Chelsea 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(14)

Marc NolanMen's Dax Croco Embossed Leather Chelsea 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(5)

BlundstoneMen's Water-Resistant Leather Chelsea Boots

BornMen's Rex Boots

Internet Exclusive
Extended Sizes

Cole HaanMen's Chamberlin Water Resistant Nubuck Chukka Boots

FryeTyler Flex Leather Chelsea Boots

Internet Exclusive

UGGMen's Neumel Cold Weather Waterproof Hybrid Boots

Extended Sizes
Rated 4.0 out of 5 starsRated 4.0 out of 5 starsRated 4.0 out of 5 starsRated 4.0 out of 5 starsRated 4.0 out of 5 stars(6)

BlundstoneMen's Ant Brn 550 Water Resistant Leather Chelsea Boots

Cole HaanMen's Chamberlin Water Resistant Nubuck Chelsea Boots

Internet Exclusive

Twisted XMen's Driving Leather Moc Toe Chukka Boots

Extended Sizes
Rated 4.7143 out of 5 starsRated 4.7143 out of 5 starsRated 4.7143 out of 5 starsRated 4.7143 out of 5 starsRated 4.7143 out of 5 stars(7)

BirkenstockMen's Uppsala Mid Suede 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)

Cole HaanMen's Windham Grand Chelsea Waterproof Boots

Internet Exclusive

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)

To Boot New YorkMen's Largo Chelsea Boots

Johnston & MurphyMen's XC+ Durham Waterproof Leather Cap Toe Boots

Extended Sizes
Rated 4.7778 out of 5 starsRated 4.7778 out of 5 starsRated 4.7778 out of 5 starsRated 4.7778 out of 5 starsRated 4.7778 out of 5 stars(9)

BlundstoneMen's Ant Brn 550 Water Resistant Rustic Leather Chelsea Boots

Rated 4.9167 out of 5 starsRated 4.9167 out of 5 starsRated 4.9167 out of 5 starsRated 4.9167 out of 5 starsRated 4.9167 out of 5 stars(24)

Bed StuMen's Lincoln Lace Up Leather Boots

Internet Exclusive

Twisted XMen's Chukka Driving Mocs

Internet Exclusive
Extended Sizes

FryeMen's Paul Chukka Lite Boots

Johnston & MurphyMen's Britton Leather Boots

Internet Exclusive

TimberlandMen's Auburn Falls Waterproof Nubuck Chukka Boots

Internet Exclusive

Sam EdelmanMen's Cameron Leather Cozy Chukka Boots

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

Extended Sizes
Rated 4.8571 out of 5 starsRated 4.8571 out of 5 starsRated 4.8571 out of 5 starsRated 4.8571 out of 5 starsRated 4.8571 out of 5 stars(7)

Marc NolanMen's Logan Cowhide Chukka Boots

Internet Exclusive
Extended Sizes

Marc NolanMen's Dante Leather Chelsea Boots

Extended Sizes

Twisted XMen's Slip-On Chukka Leather Driving Moccasin 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(2)

Johnston & MurphyMen's Ripley Leather Zip Boots

Johnston & MurphyMen's XC Flex Cade Plain Toe Lug Boots

Internet Exclusive

SorelMen's Buxton Lite Lace Plus Waterproof Boots

Extended Sizes
Rated 4.125 out of 5 starsRated 4.125 out of 5 starsRated 4.125 out of 5 starsRated 4.125 out of 5 starsRated 4.125 out of 5 stars(8)

Bed StuMen's Illiad Leather Chukka Boots

Dr. MartensMen's 2976 Chelsea Boots

Internet Exclusive
Extended Sizes
Rated 4.6364 out of 5 starsRated 4.6364 out of 5 starsRated 4.6364 out of 5 starsRated 4.6364 out of 5 starsRated 4.6364 out of 5 stars(11)

SorelMen's Cyprus Waterproof 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(1)

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)

Johnston & MurphyMens Ripley Suede Chukka Boot

Internet Exclusive

AriatMen's Wexford Waterproof Chelsea Boots

Rated 4.5338 out of 5 starsRated 4.5338 out of 5 starsRated 4.5338 out of 5 starsRated 4.5338 out of 5 starsRated 4.5338 out of 5 stars(296)

FryeMen's Paul Leather Chukka Boots

Internet Exclusive
Johnston & Murphy Collection Men's Hartford Pull Up BootsCollection Men's Hartford Pull Up Boots

Johnston & MurphyCollection Men's Hartford Pull Up Boots

Internet Exclusive
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