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clear allChelseaclear filter
  • 81 Items
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.
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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)
Johnston & Murphy Men's XC Flex Raleigh Leather Chelsea BootsMen's XC Flex Raleigh Leather Chelsea Boots

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)
Ariat Men's Booker Ultra Western Leather BootsMen's Booker Ultra Western Leather Boots

AriatMen's Booker Ultra Western Leather Boots

Extended Sizes
Rated 4.7874 out of 5 starsRated 4.7874 out of 5 starsRated 4.7874 out of 5 starsRated 4.7874 out of 5 starsRated 4.7874 out of 5 stars(762)
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)
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)
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)
Blundstone Men's 550 Water Resistant Chelsea BootsMen's 550 Water Resistant Chelsea Boots

BlundstoneMen's 550 Water Resistant Chelsea Boots

Flag LTD. Men's Garrett Leather Chelsea Dress BootsMen's Garrett Leather Chelsea Dress Boots

Flag LTD.Men's Garrett Leather Chelsea Dress Boots

Dillard's Exclusive
Men's Calder Leather Chelsea Boots

PLACEHOLDERMen'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)

AriatMen's Booker Ultra Western 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)

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)

PLACEHOLDERMen's Calder Leather Chelsea Boots

Save on Select Items
Orig.
Now
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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)

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

Marc NolanMen's Dax Leather Western Chelsea Boots

Extended Sizes

PLACEHOLDERMen'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)

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

BlundstoneMen's Water-Resistant Leather Chelsea Boots

PLACEHOLDERMen'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)

Johnston & MurphyMen's XC+Durham Waterproof Suede 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(3)

AriatMen's Booker Ultra Suede Western Chelsea Boots

Extended Sizes
Rated 4.7851 out of 5 starsRated 4.7851 out of 5 starsRated 4.7851 out of 5 starsRated 4.7851 out of 5 starsRated 4.7851 out of 5 stars(670)

FryeTyler Flex Leather Chelsea 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(3)

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(2)

Steve MaddenMen's Montreux Leather Chelsea Boots

Extended Sizes

Section XMen's Steven Leather Zip Chelsea Boots

UGGMen's Chelsea Lug Leather Boots

Extended Sizes

Marc NolanMen's Dante Leather Chelsea Boots

Extended Sizes

Johnston & MurphyMen's Reeve Leather Chelsea Zip 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 Chelsea Driving Moc Boots

BornMen's Brody Destressed 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(19)

Section XMen's Steven Zip Nubuck 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)

Section XMen's Steven Zip Oiled 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)

Polo Ralph LaurenMen's Asher Leather Chelsea Boots

Internet Exclusive

Johnston & MurphyMens Barrett Suede Zip Boots

Internet Exclusive
Extended Sizes

Steve MaddenMen's Haynes Leather Side Zip Dress Boot

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)

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)

Steve MaddenMen's Brompton Suede Chelsea Boots

COACHMen's Dalton Leather Chelsea Boots

Internet Exclusive

BlundstoneMen's Ant Brn 550 Water Resistant Leather Chelsea Boots

Bed StuMen's Michelangelo Rustic Leather Chelsea Boots

Josef SeibelMen's Earl 12 Leather Chelsea Boots

Section XMen's Steven Zip Suede Chelsea Boots

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)

FryeMen's Connor Leather Chelsea Boots

Internet Exclusive

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)

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

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)

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)

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)

Cole HaanMen's Chamberlin Water Resistant Nubuck Chelsea Boots

Internet Exclusive

SorelMen's CYPRUS Waterproof Suede Chelsea Boots

Internet Exclusive
Extended Sizes

Johnston & MurphyMen's Reeve Leather Chelsea Dress Boots

Extended Sizes

AriatMen's Wexford Waterproof Chelsea Boots

Rated 4.5537 out of 5 starsRated 4.5537 out of 5 starsRated 4.5537 out of 5 starsRated 4.5537 out of 5 starsRated 4.5537 out of 5 stars(242)

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)

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)

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)

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(1)

BirkenstockMen's Highwood Leather Chelsea Boots

ALDOMen's Collen Suede Chelsea Boots

Internet Exclusive
Extended Sizes

To Boot New YorkMen's Largo Chelsea Boots

Internet Exclusive

BirkenstockMen's Stalon Nubuck Chelsea Boots

Only size 12, 13 available

Cole HaanMen's ØriginalGrand CitySpectre Leather Chelsea Boots

Internet Exclusive

TaftLewis Floral Embossed Leather Side Zipper Boots

Internet Exclusive
Extended Sizes
Rated 4.6 out of 5 starsRated 4.6 out of 5 starsRated 4.6 out of 5 starsRated 4.6 out of 5 starsRated 4.6 out of 5 stars(25)

Johnston & MurphyCollection Men's Hartford Waxed Suede Chelsea Boots

Marc NolanMen's Dax Cow Print Pony Hair Chelsea Boots

Internet Exclusive
Extended Sizes

Dune LondonMen's Matchin Leather Chelsea Boots

Internet Exclusive

Donald PlinerMen's Ashford Leather Chelsea Boots

Internet Exclusive
Extended Sizes

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)

TaftMen's Glen Suede Printed Goring Chelsea Boots

Internet Exclusive
Extended Sizes

Ted Baker LondonMen's Norwich Leather Chelsea Ankle Boots

Internet Exclusive
Extended Sizes

TaftMen's Glen Leather Printed Goring 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)

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)

ALDOMen's Zeddy Suede Chelsea Boots

Internet Exclusive
Extended Sizes

Johnston & MurphyCollection Men's Flynch Suede Chelsea Boots

Internet Exclusive
Extended Sizes

Dune LondonMen's Saltwood Leather Cap Toe Chelsea Boots

Internet Exclusive

FryeMen's Connor Waxed Suede Chelsea Boots

Internet Exclusive

TaftMen's Murphy Leather Printed Goring Chelsea Boots

Internet Exclusive
Extended Sizes

ALIGNMen's Rangley Leather Chelsea Boots

Internet Exclusive

FryeMen's Connor Suede Chelsea Boots

Internet Exclusive

UGGMen's Chelsea Lug Suede Boots

Permanently Reduced
Orig.
Now
Extended Sizes

Steve MaddenMen's Hatford Leather Chelsea Boots

Permanently Reduced
Orig.
Now
Extended Sizes

Steve MaddenMen's Hatford Suede Chelsea Boots

Permanently Reduced
Orig.
Now
Extended Sizes

Steve MaddenMen's Huston Leather Chelsea Dress Boots

Permanently Reduced
Orig.
Now

Steve MaddenMen's Duke Leather Chelsea Boots

Permanently Reduced
Orig.
Now
Extended Sizes
Steve Madden Men's Aben Leather Chelsea BootsMen's Aben Leather Chelsea Boots

Steve MaddenMen's Aben Leather Chelsea Boots

Permanently Reduced
Orig.
Now
Internet Exclusive
  • 81 Items

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