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  • 141 Items
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Marc Nolan Men's Dax Leather Western Chelsea BootsMen's Dax Leather Western Chelsea Boots

Marc NolanMen's Dax Leather Western Chelsea Boots

Extended Sizes
Ariat Men's Rambler Chelsea BootsMen's Rambler Chelsea Boots

AriatMen's Rambler Chelsea Boots

Rated 4.5803 out of 5 starsRated 4.5803 out of 5 starsRated 4.5803 out of 5 starsRated 4.5803 out of 5 starsRated 4.5803 out of 5 stars(274)
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 4.8005 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(817)
Ariat Men's Booker Ultra Western BootsMen's Booker Ultra Western Boots

AriatMen's Booker Ultra Western Boots

Extended Sizes
Rated 4.7978 out of 5 starsRated 4.7978 out of 5 starsRated 4.7978 out of 5 starsRated 4.7978 out of 5 starsRated 4.7978 out of 5 stars(717)
Johnston & Murphy Men's Calder Leather Chukka Lace Up BootsMen's Calder Leather Chukka Lace Up Boots

Johnston & MurphyMen's Calder Leather Chukka Lace Up Boots

Extended Sizes
Rated 4.5185 out of 5 starsRated 4.5185 out of 5 starsRated 4.5185 out of 5 starsRated 4.5185 out of 5 starsRated 4.5185 out of 5 stars(54)
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 4.9 out of 5 starsRated 4.9 out of 5 starsRated 4.9 out of 5 starsRated 4.9 out of 5 starsRated 4.9 out of 5 stars(20)
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 4.6522 out of 5 starsRated 4.6522 out of 5 starsRated 4.6522 out of 5 starsRated 4.6522 out of 5 starsRated 4.6522 out of 5 stars(46)
Men's Dax Leather Western Chelsea Boots

PLACEHOLDERMen's Dax Leather Western Chelsea Boots

Extended Sizes

BlundstoneMen's Water-Resistant Leather Chelsea Boots

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)

PLACEHOLDERMen's Dax Leather Western Chelsea Boots

Extended Sizes

Marc NolanMen's Dax Croco Embossed 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(3)

Johnston & MurphyMen's Reeve Leather Chelsea Zip Boots

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)

PLACEHOLDERMen's Dax Leather Western Chelsea Boots

Extended Sizes

Johnston & MurphyMen's Calder Leather Chelsea Boots

Extended Sizes
Rated 4.15 out of 5 starsRated 4.15 out of 5 starsRated 4.15 out of 5 starsRated 4.15 out of 5 starsRated 4.15 out of 5 stars(20)

BirkenstockMen's Uppsala Mid Suede Boots

PLACEHOLDERMen's Dax Leather Western Chelsea Boots

Extended Sizes

Johnston & MurphyMen's Reeve Leather Chelsea Dress Boots

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)

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)

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

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(12)

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)

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)

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(3)

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

Internet Exclusive
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)

BlundstoneMen's Ant Brn 550 Water Resistant Leather Chelsea Boots

Twisted XMen's Chukka Driving Moccasins

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)

Marc NolanMen's Dante Leather Chelsea Boots

Internet Exclusive
Extended Sizes

Dune LondonMen's Matchin Leather Chelsea Boots

L.L.BeanMen's Portland Leather Chelsea Boots

Rated 4.1923 out of 5 starsRated 4.1923 out of 5 starsRated 4.1923 out of 5 starsRated 4.1923 out of 5 starsRated 4.1923 out of 5 stars(26)

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

Extended Sizes
Rated 4.6402 out of 5 starsRated 4.6402 out of 5 starsRated 4.6402 out of 5 starsRated 4.6402 out of 5 starsRated 4.6402 out of 5 stars(453)

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)

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)

AriatMen's Booker Leather Chelsea Boots

Internet Exclusive
Rated 4.7969 out of 5 starsRated 4.7969 out of 5 starsRated 4.7969 out of 5 starsRated 4.7969 out of 5 starsRated 4.7969 out of 5 stars(714)

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)

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(2)

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)

BornMen's Harrison Leather Chukka Boots

Internet Exclusive
Extended Sizes
Rated 4.697 out of 5 starsRated 4.697 out of 5 starsRated 4.697 out of 5 starsRated 4.697 out of 5 starsRated 4.697 out of 5 stars(33)

UGGMen's Neumel Cold Weather Waterproof Hybrid Boots

Save on Select Items
Orig.
Now
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)

BirkenstockMen's Utti Lace Up Chukkas

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(4)

Twisted XMen's Moc Toe Leather Lace Up 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(3)

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

Extended Sizes
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)

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)

AriatMen's Spitfire Boots

Extended Sizes
Rated 4.7245 out of 5 starsRated 4.7245 out of 5 starsRated 4.7245 out of 5 starsRated 4.7245 out of 5 starsRated 4.7245 out of 5 stars(323)

Twisted XMen's Chelsea Driving Moc Boots

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)

Twisted XMen's Pull-On Moc Toe 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(6)

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

Extended Sizes
Rated 4.8817 out of 5 starsRated 4.8817 out of 5 starsRated 4.8817 out of 5 starsRated 4.8817 out of 5 starsRated 4.8817 out of 5 stars(355)

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)

Bed StuMen's Lincoln Lace Up Leather Boots

Dr. MartensMen's Hardie Chelsea Boots

Internet Exclusive
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(7)

Josef SeibelMen's Earl 12 Leather Chelsea Boots

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)

Twisted XMen's Driving Leather Moc Toe Chukka Boots

Extended Sizes

Johnston & MurphyCollection Men's Hartford Leather Chelsea Dress 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)

AriatMen's Booker Ultra Suede Western Chelsea Boots

Extended Sizes
Rated 4.7919 out of 5 starsRated 4.7919 out of 5 starsRated 4.7919 out of 5 starsRated 4.7919 out of 5 starsRated 4.7919 out of 5 stars(716)

Cole HaanMen's Chamberlin Water Resistant Nubuck Chelsea Boots

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)

Cole HaanMen's Chamberlin Water Resistant Nubuck Chukka Boots

Internet Exclusive

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)

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)

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)

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)

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)

BornMen's Brody Destressed 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(19)

Dune LondonMen's Smoky Leather Casual Ankle Boots

Internet Exclusive

AriatMen's Wexford Waterproof Chelsea Boots

Rated 4.531 out of 5 starsRated 4.531 out of 5 starsRated 4.531 out of 5 starsRated 4.531 out of 5 starsRated 4.531 out of 5 stars(258)

To Boot New YorkMen's Largo Chelsea Boots

Internet Exclusive

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)

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)

DannerMen's Logger Moc 917 GTX Waterproof Nubuck Leather Boots

Internet Exclusive
Extended Sizes

Cole HaanMen's ØriginalGrand CitySpectre Leather Chelsea Boots

Internet Exclusive

SorelMen's CYPRUS Waterproof Suede Chelsea Boots

Extended Sizes

Twisted XMen's Chukka Driving Mocs

Internet Exclusive
Extended Sizes

Twisted XMen's Work Steel Toe Leather Chukka Driving Moccasins

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 Dax Cow Print Pony Hair Chelsea Boots

Internet Exclusive
Extended Sizes

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)

Twisted XMen's Work Composite Toe Slip On Driving Moccasins

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(1)

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)

ALIGNMen's Rangley Leather Chelsea 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)

ALDOMen's Farrell Leather Lace Up Boots

Extended Sizes

Twisted XMen's Chukka Driving Mocs

Internet Exclusive
Extended Sizes

ALIGNMen's Rivers Weatherproof Oiled Leather Flannel Lined Winter Boots

Internet Exclusive

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)

Bed StuMen's Illiad Leather Chukka Boots

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)

FryeMen's Connor Leather 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)

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(2)

FryeMen's Astor Leather Chukka Boots

Rated 4.2308 out of 5 starsRated 4.2308 out of 5 starsRated 4.2308 out of 5 starsRated 4.2308 out of 5 starsRated 4.2308 out of 5 stars(13)

Twisted XMen's Chukka Driving Mocs

Extended Sizes

ALDOMen's Collen Suede Chelsea Boots

Internet Exclusive
Extended Sizes
Only size 7, 7.5 available

DannerMen's Bull Run Leather 6" Chelsea Boots

Extended Sizes

Twisted XMen's Driving Moccasin Chukka Boots

Internet Exclusive
Extended Sizes

ALDOMen's Zeddy Suede Chelsea Boots

Extended Sizes

Bed StuMen's Michelangelo Rustic Leather Chelsea Boots

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

Twisted XMen's Chukka Driving Mocs

Internet Exclusive
Extended Sizes
  • 141 Items
  • 1
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