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clear allChelseaclear filterWork Bootclear filter
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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)
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)
Ariat Men's Booker Ultra Western Leather BootsMen's Booker Ultra Western Leather Boots

AriatMen's Booker Ultra Western Leather Boots

Extended Sizes
Rated 4.8057 out of 5 starsRated 4.8057 out of 5 starsRated 4.8057 out of 5 starsRated 4.8057 out of 5 starsRated 4.8057 out of 5 stars(978)
Cole Haan Men's Chamberlin Water Resistant Leather EVA Chelsea BootsMen's Chamberlin Water Resistant Leather EVA Chelsea Boots

Cole HaanMen's Chamberlin Water Resistant Leather EVA Chelsea Boots

Internet Exclusive
Blundstone Men's Ant Brn 550 Water Resistant Antique Leather Chelsea BootsMen's Ant Brn 550 Water Resistant Antique Leather Chelsea Boots

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)
Johnston & Murphy Mens XC Flex Daylen Chelsea BootsMens XC Flex Daylen Chelsea Boots

Johnston & MurphyMens XC Flex Daylen Chelsea Boots

Internet Exclusive
Blundstone Men's Ant Brn 550 Water Resistant Rustic Leather Chelsea BootsMen's Ant Brn 550 Water Resistant Rustic Leather Chelsea Boots

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

Rated 4.913 out of 5 starsRated 4.913 out of 5 starsRated 4.913 out of 5 starsRated 4.913 out of 5 starsRated 4.913 out of 5 stars(23)
Ariat Men's Booker Ultra Western BootsMen's Booker Ultra Western Boots

AriatMen's Booker Ultra Western Boots

Extended Sizes
Rated 4.7998 out of 5 starsRated 4.7998 out of 5 starsRated 4.7998 out of 5 starsRated 4.7998 out of 5 starsRated 4.7998 out of 5 stars(859)
Men's Hemlock Leather Chelsea Boots

PLACEHOLDERMen'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)

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)

LaCrosseMen's Alpha Waterproof 6" Deck Boots

Internet Exclusive
Extended Sizes
Rated 4.2222 out of 5 starsRated 4.2222 out of 5 starsRated 4.2222 out of 5 starsRated 4.2222 out of 5 starsRated 4.2222 out of 5 stars(9)

PLACEHOLDERMen'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)

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

Chippewa Est. 1901Men's Valdor 8" Waterproof Composite Toe Logger Boots

Internet Exclusive

PLACEHOLDERMen'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)

Johnston & MurphyMen's Conlin Leather Side Zip Boots

Internet Exclusive

CarolinaMen's Birch Composite Toe Logger Work Boots

Internet Exclusive
Extended Sizes

PLACEHOLDERMen'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)

Johnston & MurphyMen's XC Flex Daylen Chelsea Boots

ECCOMen's Milan Leather Chelsea 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)

TimberlandPRO® Men's Boondock Ultralight 6" Composite Toe Waterproof Work Boots

Internet Exclusive
Extended Sizes
Rated 4.6852 out of 5 starsRated 4.6852 out of 5 starsRated 4.6852 out of 5 starsRated 4.6852 out of 5 starsRated 4.6852 out of 5 stars(54)

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)

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)

Justin BootsMen's Driller 11" Soft Toe Work Boots

Internet Exclusive

Steve MaddenMen's Brompton Leather Chelsea Boots

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)

Cole HaanMen's Chamberlin Water Resistant Nubuck EVA Chelsea 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)

Steve MaddenMen's Brompton Suede 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)

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)

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

Johnston & MurphyMen's Conlin Inside Zip Boots

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)

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)

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)

AriatMen's Cooper Water Resistant Leather Chelsea Boots

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(2)

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)

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)

FryeTyler Flex Leather Chelsea Boots

Internet Exclusive
Rated 3.2857 out of 5 starsRated 3.2857 out of 5 starsRated 3.2857 out of 5 starsRated 3.2857 out of 5 starsRated 3.2857 out of 5 stars(7)

Cole HaanMen's Windham Grand Chelsea Waterproof Boots

Internet Exclusive

BlundstoneMen's Water-Resistant Leather Chelsea Boots

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)

Marc NolanMen's Dante Leather Chelsea Boots

Extended Sizes

FryeMen's Paul Chukka Lite 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 Montreux 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(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)

Dune LondonMen's Matchin Leather Chelsea Boots

BlundstoneMen's Ant Brn 550 Water Resistant Leather Chelsea Boots

To Boot New YorkMen's Largo Chelsea Boots

FryeMen's Hudson Leather Wedge Work 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(3)

Steve MaddenMen's Devera Leather Chelsea Boots

Internet Exclusive

BirkenstockMen's Highwood Chelsea Boots

Internet Exclusive

Johnston & MurphyMen's Calder Suede Chelsea 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(4)

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

Extended Sizes
Rated 4.2853 out of 5 starsRated 4.2853 out of 5 starsRated 4.2853 out of 5 starsRated 4.2853 out of 5 starsRated 4.2853 out of 5 stars(354)

FryeMen's Hudson Leather Lug Work Boots

Internet Exclusive
Rated 4.3846 out of 5 starsRated 4.3846 out of 5 starsRated 4.3846 out of 5 starsRated 4.3846 out of 5 starsRated 4.3846 out of 5 stars(13)

FryeMen's Duke Western Roper Leather Boots

Internet Exclusive
Extended Sizes
Rated 3.725 out of 5 starsRated 3.725 out of 5 starsRated 3.725 out of 5 starsRated 3.725 out of 5 starsRated 3.725 out of 5 stars(40)

TecovasMen's The Knox Roper Boots

Internet Exclusive
Extended Sizes

Johnston & MurphyMen's Ripley Leather Zip Boots

Johnston & MurphyCollection Men's Hartford Leather Chelsea Dress Boots

Internet Exclusive
Rated 3.6667 out of 5 starsRated 3.6667 out of 5 starsRated 3.6667 out of 5 starsRated 3.6667 out of 5 starsRated 3.6667 out of 5 stars(3)

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

Internet Exclusive
Extended Sizes
Rated 4.4542 out of 5 starsRated 4.4542 out of 5 starsRated 4.4542 out of 5 starsRated 4.4542 out of 5 starsRated 4.4542 out of 5 stars(262)

FryeMen's Connor Leather Chelsea Boots

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(5)

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)

AriatMen's Wexford Waterproof Chelsea Boots

Rated 4.5424 out of 5 starsRated 4.5424 out of 5 starsRated 4.5424 out of 5 starsRated 4.5424 out of 5 starsRated 4.5424 out of 5 stars(295)

Cole HaanMen's Chamberlin Water Resistant Nubuck Chelsea Boots

Internet Exclusive

TimberlandPRO Men's Boondock Ultralight 6" Soft Toe Waterproof Leather Work 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(15)

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)

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)

Johnston & MurphyMen's Reeve Leather Chelsea Dress Boots

Extended Sizes

Steve MaddenMen's Highline Leather Chelsea Boots

Internet Exclusive
Extended Sizes

ALIGNMen's Rangley Leather Chelsea Boots

Internet Exclusive

TimberlandPRO® Men's Direct Attach 8" Waterproof Work Boots

Internet Exclusive
Extended Sizes
Rated 4.59 out of 5 starsRated 4.59 out of 5 starsRated 4.59 out of 5 starsRated 4.59 out of 5 starsRated 4.59 out of 5 stars(100)

Polo Ralph LaurenMen's Alpine Leather Lite Boots

Internet Exclusive
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(1)

Steve MaddenMen's Avenue Suede Chelsea Boots

Internet Exclusive

Justin BootsMen's Driller 11" Waterproof Work Boots

Internet Exclusive

TimberlandPRO® Men's Boondock Ultralight Pull On Composite Waterproof Work Boots

Internet Exclusive
Extended Sizes
Rated 4.6875 out of 5 starsRated 4.6875 out of 5 starsRated 4.6875 out of 5 starsRated 4.6875 out of 5 starsRated 4.6875 out of 5 stars(16)

TimberlandPRO Men's Tempe 6" Alloy Toe Waterproof Leather Work Boots

Internet Exclusive
Extended Sizes
Rated 4.4103 out of 5 starsRated 4.4103 out of 5 starsRated 4.4103 out of 5 starsRated 4.4103 out of 5 starsRated 4.4103 out of 5 stars(39)

Chippewa Est. 1901Men's Edge Walker Waterproof Lace-Up Work Boots

Internet Exclusive

Johnston & MurphyMen's Clint Leather Chelsea Boot

Internet Exclusive

ECCOMen's Track 30 Waterproof Nubuck Boots

Internet Exclusive

AriatMen's Booker Leather Chelsea Boots

Internet Exclusive
Only size 9.5, 13 available
Rated 4.7991 out of 5 starsRated 4.7991 out of 5 starsRated 4.7991 out of 5 starsRated 4.7991 out of 5 starsRated 4.7991 out of 5 stars(856)

Twisted XMen's Work 4" Steel Toe Leather Wedge Sole Boot

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)

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)

DannerMen's Bull Run Leather 6" Chelsea Boots

Extended Sizes

TimberlandPRO® Men's Boondock Ultralight 8" Composite Toe Waterproof Insulated Work Boots

Internet Exclusive
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(6)

Justin BootsMen's Driller Steel Toe Work 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)

Chippewa Est. 1901Men's Descaro 17" Snake Boots

Internet Exclusive
Extended Sizes

Johnston & MurphyMen's XC+Durham 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(3)

Johnston & MurphyCollection Men's Hartford Pull Up Boots

Internet Exclusive

TimberlandPRO® Men's Boondock 8" Composite Rubber Toe Waterproof Work Boots

Internet Exclusive
Extended Sizes
Rated 4.1356 out of 5 starsRated 4.1356 out of 5 starsRated 4.1356 out of 5 starsRated 4.1356 out of 5 starsRated 4.1356 out of 5 stars(59)

Bed StuMen's Michelangelo Rustic Leather Chelsea Boots

Internet Exclusive

FryeMen's Connor Suede Chelsea Boots

Internet Exclusive

Johnston & MurphyCollection Mens Hartford Chelsea Boots

Internet Exclusive

TimberlandPRO® Men's 6" Ambridge Waterproof Leather Composite Toe Work Boots

Internet Exclusive

Steve MaddenMen's Hatton Suede Chelsea Boots

Internet Exclusive

Johnston & MurphyCollection Men's Arrister Leather Chelsea Boots

Internet Exclusive

Justin BootsMen's Bolt 11" Work Boots

Internet Exclusive

TimberlandPRO Men's Boondock Ultralight 8" Composite Toe Waterproof Work Boots

Internet Exclusive
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(8)
Twisted X Men's All Around Leather Work BootsMen's All Around Leather Work Boots

Twisted XMen's All Around Leather Work Boots

Internet Exclusive
Extended Sizes
  • 152 Items
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