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Blundstone Men's 550 Water Resistant Chelsea BootsMen's 550 Water Resistant Chelsea Boots

BlundstoneMen's 550 Water Resistant Chelsea Boots

Johnston & Murphy Men's Calder Leather Chelsea BootsMen's Calder Leather Chelsea Boots

Johnston & MurphyMen's Calder Leather Chelsea Boots

Save on Select Items
Orig.
Now
Extended Sizes
Rated 4.2778 out of 5 starsRated 4.2778 out of 5 starsRated 4.2778 out of 5 starsRated 4.2778 out of 5 starsRated 4.2778 out of 5 stars(18)
UGG Men's Neumel Suede Chelsea BootsMen's Neumel Suede 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)
UGG Men's Classic Ultra Mini Family Matching BootiesMen's Classic Ultra Mini Family Matching Booties

UGGMen's Classic Ultra Mini Family Matching Booties

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(10)
Born Men's Hemlock Leather Chelsea BootsMen's Hemlock Leather Chelsea Boots

BornMen's Hemlock Leather Chelsea Boots

Extended Sizes
Rated 4.675 out of 5 starsRated 4.675 out of 5 starsRated 4.675 out of 5 starsRated 4.675 out of 5 starsRated 4.675 out of 5 stars(40)
Ariat Men's Booker Ultra Western Leather BootsMen's Booker Ultra Western Leather Boots

AriatMen's Booker Ultra Western Leather Boots

Extended Sizes
Rated 4.788 out of 5 starsRated 4.788 out of 5 starsRated 4.788 out of 5 starsRated 4.788 out of 5 starsRated 4.788 out of 5 stars(764)
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

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

AriatMen's Rambler Chelsea Boots

Rated 4.567 out of 5 starsRated 4.567 out of 5 starsRated 4.567 out of 5 starsRated 4.567 out of 5 starsRated 4.567 out of 5 stars(261)
Men's 550 Water Resistant Chelsea Boots

PLACEHOLDERMen's 550 Water Resistant Chelsea Boots

AriatMen's Booker Ultra Western Boots

Extended Sizes
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(672)

Johnston & MurphyMen's XC Flex Raleigh Leather Chelsea Boots

Extended Sizes
Rated 4.6842 out of 5 starsRated 4.6842 out of 5 starsRated 4.6842 out of 5 starsRated 4.6842 out of 5 starsRated 4.6842 out of 5 stars(57)

PLACEHOLDERMen's 550 Water Resistant Chelsea Boots

UGGMen's Classic Suede Family Matching Mini Booties

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)

AriatMen's Sport Outdoor Western Boots

Extended Sizes
Rated 4.7525 out of 5 starsRated 4.7525 out of 5 starsRated 4.7525 out of 5 starsRated 4.7525 out of 5 starsRated 4.7525 out of 5 stars(101)

PLACEHOLDERMen's 550 Water Resistant Chelsea Boots

UGGMen's Classic Mini GTX Boots

Extended Sizes

SorelMen's Madson II Waterproof Leather Chukka Boots

Internet Exclusive
Extended Sizes
Rated 4.3678 out of 5 starsRated 4.3678 out of 5 starsRated 4.3678 out of 5 starsRated 4.3678 out of 5 starsRated 4.3678 out of 5 stars(87)

PLACEHOLDERMen's 550 Water Resistant Chelsea Boots

UGGMen's Classic Ultra Mini Weather Hybrid Boots

Extended Sizes

BlundstoneMen's Water-Resistant Leather Chelsea Boots

AriatMen's Sport Wide Square Toe Four-Row Stitch Western Boots

Extended Sizes
Rated 4.748 out of 5 starsRated 4.748 out of 5 starsRated 4.748 out of 5 starsRated 4.748 out of 5 starsRated 4.748 out of 5 stars(369)

Johnston & MurphyMen's Barrett Suede Zip Boots

Rated 4.6923 out of 5 starsRated 4.6923 out of 5 starsRated 4.6923 out of 5 starsRated 4.6923 out of 5 starsRated 4.6923 out of 5 stars(13)

Marc NolanMen's Dax Leather Western Chelsea Boots

Extended Sizes

UGGMen's Classic Suede Family Matching Short 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(5)

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)

Polo Ralph LaurenMen's Asher Leather Chelsea Boots

Internet Exclusive

Steve MaddenMen's Montreux Leather Chelsea Boots

Extended Sizes

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

UGGMen's Chelsea Lug Leather Boots

Extended Sizes

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)

Flag LTD.Men's Garrett Leather Chelsea Dress Boots

Dillard's Exclusive

Johnston & MurphyMen's Upton Leather 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(4)

BlundstoneMen's Ant Brn 550 Water Resistant Leather Chelsea Boots

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

Internet Exclusive
Extended Sizes

AriatMen's Hybrid Low Boy Boots

Rated 4.6975 out of 5 starsRated 4.6975 out of 5 starsRated 4.6975 out of 5 starsRated 4.6975 out of 5 starsRated 4.6975 out of 5 stars(119)

Dan PostMen's Gehrig 13" Full Quill Ostrich Round Toe Western Boots

Internet Exclusive

L.L.BeanMen's Portland Leather Chelsea Boots

Rated 4.1579 out of 5 starsRated 4.1579 out of 5 starsRated 4.1579 out of 5 starsRated 4.1579 out of 5 starsRated 4.1579 out of 5 stars(19)

Johnston & MurphyMen's Calder 175th Anniversary Leather Chukka Boots

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(3)

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

BirkenstockMen's Highwood Leather Chelsea Boots

AriatMen's Hybrid Patriot H20 Waterproof Western Boots

Internet Exclusive
Extended Sizes
Rated 4.8703 out of 5 starsRated 4.8703 out of 5 starsRated 4.8703 out of 5 starsRated 4.8703 out of 5 starsRated 4.8703 out of 5 stars(185)

Justin BootsMen's Kilgore 10" Stampede Boots

Extended Sizes

Marc NolanMen's Dax Patent 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)

Steve MaddenMen's Hatton Suede Chelsea Boots

Internet Exclusive

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)

AriatMen's Booker Ultra Suede Western Chelsea Boots

Extended Sizes
Rated 4.7854 out of 5 starsRated 4.7854 out of 5 starsRated 4.7854 out of 5 starsRated 4.7854 out of 5 starsRated 4.7854 out of 5 stars(671)

Johnston & MurphyMen's Calder 175th Anniversary Leather Chelsea Boots

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)

Cole HaanMen's Chamberlin Water Resistant Nubuck Chelsea Boots

Internet Exclusive

Johnston & MurphyMen's Reeve Leather Chelsea Dress Boots

Extended Sizes

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)

AriatMen's Circuit Patriot Western Boots

Rated 4.3055 out of 5 starsRated 4.3055 out of 5 starsRated 4.3055 out of 5 starsRated 4.3055 out of 5 starsRated 4.3055 out of 5 stars(311)

Cole HaanMen's ØriginalGrand CitySpectre Leather Chelsea Boots

Internet Exclusive

AriatMen's Sport Freedom Western Boots

Internet Exclusive
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)

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(1)

Justin BootsMen's Jeb 10" Western Roper Leather Boots

Extended Sizes

Steve MaddenMen's Brompton Suede Chelsea Boots

SorelMen's CYPRUS Waterproof Suede Chelsea Boots

Internet Exclusive
Extended Sizes

AriatMen's Sonoro Leather Roper Toe Western Boots

Dr. MartensMen's 2976 Leather Family Matching 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(10)

SkechersMen's Slip-ins Relaxed Fit: Respected 2.0 - Hagler Boots

Extended Sizes

AriatMen's Captivate Wide Square Toe Cowboy 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)

Dr. MartensMen's Hardie 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(6)

AriatMen's Wexford Waterproof Chelsea Boots

Rated 4.5556 out of 5 starsRated 4.5556 out of 5 starsRated 4.5556 out of 5 starsRated 4.5556 out of 5 starsRated 4.5556 out of 5 stars(243)

COACHMen's Dalton Leather Chelsea Boots

Internet Exclusive

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)

Justin BootsMen's Chisolm 13" Full Quill Ostrich Western Boots

Extended Sizes

Twisted XMen's Chelsea Driving Moc Boots

To Boot New YorkMen's Largo Chelsea Boots

Internet Exclusive

AriatMen's Sport Rambler Western Boots

Extended Sizes
Rated 4.7879 out of 5 starsRated 4.7879 out of 5 starsRated 4.7879 out of 5 starsRated 4.7879 out of 5 starsRated 4.7879 out of 5 stars(66)

FryeTyler Flex Leather Chelsea Boots

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)

Dan PostMen's Ka Western 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)

BirkenstockMen's Stalon Nubuck Chelsea Boots

Only size 13 available

Dune LondonMen's Matchin Leather Chelsea Boots

Internet Exclusive

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)

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

Internet Exclusive

AriatMen's Heritage Roper Western Boots

Extended Sizes
Rated 4.4523 out of 5 starsRated 4.4523 out of 5 starsRated 4.4523 out of 5 starsRated 4.4523 out of 5 starsRated 4.4523 out of 5 stars(283)

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

Internet Exclusive
Extended Sizes

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

Internet Exclusive

Dan PostMen's Triton 13" Leather Snip Toe Western Boots

Internet Exclusive

FryeMen's Engineer 12R Leather Buckle Hardware Boots

Internet Exclusive
Extended Sizes
Rated 4.1333 out of 5 starsRated 4.1333 out of 5 starsRated 4.1333 out of 5 starsRated 4.1333 out of 5 starsRated 4.1333 out of 5 stars(45)

AriatMen's Classic Cash Wide Square Toe Western 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)

Dan PostMen's Tempe 12" Full Quill Ostrich Western Boots

Internet Exclusive

Tony LamaMen's Lenado 12" Western Boots

Extended Sizes

FryeMen's Leather 12R O-Ring Harness Hardware Square Toe Boots

Rated 4.5063 out of 5 starsRated 4.5063 out of 5 starsRated 4.5063 out of 5 starsRated 4.5063 out of 5 starsRated 4.5063 out of 5 stars(79)

Ted Baker LondonMen's Norwich Leather Chelsea Ankle Boots

Internet Exclusive
Extended Sizes

AriatMen's Sport Cool VentTEK Western Boots

Extended Sizes
Rated 4.5263 out of 5 starsRated 4.5263 out of 5 starsRated 4.5263 out of 5 starsRated 4.5263 out of 5 starsRated 4.5263 out of 5 stars(57)

Bed StuMen's Michelangelo Rustic Leather Chelsea Boots

Justin BootsMen's Tobias 12" Leather Western Boots

Internet Exclusive

Donald PlinerMen's Ashford Leather Chelsea Boots

Internet Exclusive
Extended Sizes

AriatMen's Plano Western Boots

Internet Exclusive
Rated 3.9412 out of 5 starsRated 3.9412 out of 5 starsRated 3.9412 out of 5 starsRated 3.9412 out of 5 starsRated 3.9412 out of 5 stars(17)

Dan PostMen's Abram Western Boots

Extended Sizes

Johnston & MurphyCollection Men's Hartford Waxed Suede Chelsea Boots

ALDOMen's Zeddy Suede Chelsea Boots

Internet Exclusive
Extended Sizes

Dan PostMen's Brutus 11" Python Snake Square Toe Western Boots

Internet Exclusive

FryeMen's Hudson Suede Chelsea Work 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(2)

AriatMen's Plano Square Toe Western Boots

Rated 3.9412 out of 5 starsRated 3.9412 out of 5 starsRated 3.9412 out of 5 starsRated 3.9412 out of 5 starsRated 3.9412 out of 5 stars(17)

FryeMen's Connor Leather Chelsea Boots

Internet Exclusive
ALDO Men's Collen Suede Chelsea BootsMen's Collen Suede Chelsea Boots

ALDOMen's Collen Suede Chelsea Boots

Internet Exclusive
Extended Sizes
  • 141 Items
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