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  • 79 Items
UGG Men's Birch Chelsea Waterproof BootsMen's Birch Chelsea Waterproof Boots

UGGMen's Birch Chelsea Waterproof Boots

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

AriatMen's Booker Chelsea Boots

Rated 4.7959 out of 5 starsRated 4.7959 out of 5 starsRated 4.7959 out of 5 starsRated 4.7959 out of 5 starsRated 4.7959 out of 5 stars(887)
Ariat Men's Booker Ultra Western Leather BootsMen's Booker Ultra Western Leather Boots

AriatMen's Booker Ultra Western Leather Boots

Extended Sizes
Rated 4.8034 out of 5 starsRated 4.8034 out of 5 starsRated 4.8034 out of 5 starsRated 4.8034 out of 5 starsRated 4.8034 out of 5 stars(1012)
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 BootsMen's Booker Ultra Western Boots

AriatMen's Booker Ultra Western Boots

Extended Sizes
Rated 4.7966 out of 5 starsRated 4.7966 out of 5 starsRated 4.7966 out of 5 starsRated 4.7966 out of 5 starsRated 4.7966 out of 5 stars(890)
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 4.8846 out of 5 starsRated 4.8846 out of 5 starsRated 4.8846 out of 5 starsRated 4.8846 out of 5 starsRated 4.8846 out of 5 stars(26)
Steve Madden Men's Highline Suede Chelsea BootsMen's Highline Suede Chelsea Boots

Steve MaddenMen's Highline Suede Chelsea 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)
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 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)
Men's Birch Chelsea Waterproof Boots

PLACEHOLDERMen's Birch Chelsea Waterproof Boots

Extended Sizes

ECCOMen's Milan Leather Chelsea Boots

AriatMen's Rambler Chelsea Boots

Rated 4.6234 out of 5 starsRated 4.6234 out of 5 starsRated 4.6234 out of 5 starsRated 4.6234 out of 5 starsRated 4.6234 out of 5 stars(316)

PLACEHOLDERMen's Birch Chelsea Waterproof Boots

Extended Sizes

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)

PLACEHOLDERMen's Birch Chelsea Waterproof Boots

Extended Sizes

Cole HaanMen's Chamberlin Water Resistant Nubuck EVA Chelsea Boots

Johnston & MurphyMen's XC+ Durham Cap Toe Waterproof 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(1)

PLACEHOLDERMen's Birch Chelsea Waterproof Boots

Extended Sizes

Flag LTD.Flag Ltd. Men's Marcus Leather Chelsea Boot

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)

Cole HaanMen's Windham Grand Chelsea Waterproof Boots

Internet Exclusive

PLACEHOLDERMen's Birch Chelsea Waterproof 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(5)

Johnston & MurphyMens XC Flex Daylen Chelsea 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(3)

PLACEHOLDERMen's Birch Chelsea Waterproof Boots

Extended Sizes

Cole HaanMen's Chamberlin Water Resistant Leather EVA Chelsea Boots

Johnston & MurphyMen's XC Flex Daylen Chelsea Boots

PLACEHOLDERMen's Birch Chelsea Waterproof Boots

Extended Sizes

HunterMen's Original Waterproof Chelsea Boots

Internet Exclusive

Cole HaanMen's Chamberlin Water Resistant Nubuck Chelsea Boots

Internet Exclusive

PLACEHOLDERMen's Birch Chelsea Waterproof Boots

Extended Sizes

AriatMen's Booker Leather Chelsea Boots

Internet Exclusive
Only size 13 available
Rated 4.7959 out of 5 starsRated 4.7959 out of 5 starsRated 4.7959 out of 5 starsRated 4.7959 out of 5 starsRated 4.7959 out of 5 stars(887)

Johnston & MurphyMen's Reeve Leather Chelsea Dress Boots

Extended Sizes

PLACEHOLDERMen's Birch Chelsea Waterproof 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)

Steve MaddenMen's Highline Leather Chelsea Boots

Internet Exclusive
Extended Sizes

PLACEHOLDERMen's Birch Chelsea Waterproof Boots

Extended Sizes

AriatMen's Recon Leather Suede Shrimp Boots

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

PLACEHOLDERMen's Birch Chelsea Waterproof Boots

Extended Sizes

AriatMen's Hybrid Low Boy Boots

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(238)

AriatMen's Rambler Recon Leather Square Toe Chelsea Boot

Rated 4.4706 out of 5 starsRated 4.4706 out of 5 starsRated 4.4706 out of 5 starsRated 4.4706 out of 5 starsRated 4.4706 out of 5 stars(17)

PLACEHOLDERMen's Birch Chelsea Waterproof Boots

Extended Sizes

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)

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 Suede Chelsea Boots

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)

BlundstoneMen's Water-Resistant Leather Chelsea Boots

ALIGNMen's Rangley Leather Chelsea Boots

Internet Exclusive

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

Rated 4.5625 out of 5 starsRated 4.5625 out of 5 starsRated 4.5625 out of 5 starsRated 4.5625 out of 5 starsRated 4.5625 out of 5 stars(16)

SorelMen's Lark 47 Waterproof Chelsea Boots

Extended Sizes

FryeTyler Flex 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)

AriatMen's Cooper Water Resistant Leather Chelsea 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(9)

FryeMen's Lowell Chelsea Boots

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)

To Boot New YorkMen's Largo Chelsea Boots

BlundstoneMen's Ant Brn 550 Water Resistant Leather Chelsea Boots

Steve MaddenMen's Devera Leather Chelsea Boots

Internet Exclusive

Sam EdelmanMen's Cade Suede Chelsea Boots

Internet Exclusive

BirkenstockMen's Highwood Chelsea Boots

Internet Exclusive

Steve MaddenMen's Hatton Suede Chelsea Boots

Internet Exclusive

Dune LondonMen's Matchin Leather Chelsea Boots

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)

HunterMen's PLAY Insulated Short Rain Boots

Internet Exclusive

Dune LondonMen's Manson Leather Chelsea Boots

Internet Exclusive

Johnston & MurphyCollection Men's Hartford Pull Up Boots

Internet Exclusive

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 & 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)

FryeMen's Lowell Chelsea Boots

Internet Exclusive

Steve MaddenMen's Avenue Suede Chelsea Boots

Internet Exclusive

AriatMen's Wexford Waterproof Chelsea Boots

Rated 4.544 out of 5 starsRated 4.544 out of 5 starsRated 4.544 out of 5 starsRated 4.544 out of 5 starsRated 4.544 out of 5 stars(307)

Johnston & MurphyMen's Clint Suede Slip On Chelsea Boot

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)

Bed StuMen's Michelangelo Rustic Leather Chelsea Boots

Internet Exclusive

Dr. MartensMen's 2976 Chelsea 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(12)

DannerMen's Bull Run Leather 6" Chelsea Boots

Internet Exclusive
Extended Sizes

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

Extended Sizes
Rated 4.4286 out of 5 starsRated 4.4286 out of 5 starsRated 4.4286 out of 5 starsRated 4.4286 out of 5 starsRated 4.4286 out of 5 stars(7)

Johnston & MurphyMen's Clint Leather Chelsea Boot

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)

FryeMen's Connor Leather Chelsea Boots

Johnston & MurphyCollection Mens Hartford Chelsea Boots

Internet Exclusive
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)

FryeMen's Connor Suede Chelsea Boots

Internet Exclusive

Johnston & MurphyCollection Mens Hartford Chelsea Boots

Internet Exclusive

Johnston & MurphyCollection Men's Arrister Leather Chelsea Boots

Internet Exclusive

Twisted XMen's Chelsea Driving Moc Boots

HunterMen's Landon Waterproof Chelsea Boots

Internet Exclusive

ECCOMen's Metropole London Leather Chelsea Boots

Internet Exclusive
Extended Sizes

HunterMen's Orford Waterproof Chelsea Boots

Internet Exclusive

Polo Ralph LaurenMen's Owen Chelsea Boots

Extended Sizes

Marc NolanMen's Dax Cow Print Pony Hair Chelsea Boots

Limited Time Offer
Orig.
Now
Internet Exclusive
Extended Sizes

Johnston & MurphyMen's Calder Suede Chelsea Boots

Permanently Reduced
Orig.
Now
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)
Cole Haan Men's ØriginalGrand CitySpectre Leather Chelsea BootsMen's ØriginalGrand CitySpectre Leather Chelsea Boots

Cole HaanMen's ØriginalGrand CitySpectre Leather Chelsea Boots

Permanently Reduced
Orig.
Now
  • 79 Items

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