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clear allChelseaclear filter
  • 77 Items
UGG Men's Neumel Suede Chelsea BootsMen's Neumel Suede Chelsea Boots

UGGMen's Neumel Suede Chelsea Boots

Save on Select Items
Orig.
Now
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 4.572 out of 5 starsRated 4.572 out of 5 starsRated 4.572 out of 5 starsRated 4.572 out of 5 starsRated 4.572 out of 5 stars(264)
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
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 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 Nolan Men's Dax Patent Leather Chelsea BootsMen's Dax Patent Leather Chelsea Boots

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

Johnston & MurphyMen's Calder Leather Chelsea Boots

Extended Sizes
Rated 4.1053 out of 5 starsRated 4.1053 out of 5 starsRated 4.1053 out of 5 starsRated 4.1053 out of 5 starsRated 4.1053 out of 5 stars(19)
Born Men's Hemlock Leather Chelsea BootsMen's Hemlock Leather Chelsea Boots

BornMen's Hemlock Leather Chelsea Boots

Extended Sizes
Rated 4.6829 out of 5 starsRated 4.6829 out of 5 starsRated 4.6829 out of 5 starsRated 4.6829 out of 5 starsRated 4.6829 out of 5 stars(41)
Blundstone Men's 550 Water Resistant Chelsea BootsMen's 550 Water Resistant 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)
Men's Neumel Suede Chelsea Boots

PLACEHOLDERMen's Neumel Suede Chelsea Boots

Save on Select Items
Orig.
Now
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 Booker Ultra Western Leather Boots

Extended Sizes
Rated 4.7893 out of 5 starsRated 4.7893 out of 5 starsRated 4.7893 out of 5 starsRated 4.7893 out of 5 starsRated 4.7893 out of 5 stars(769)

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(2)

PLACEHOLDERMen's Neumel Suede Chelsea Boots

Save on Select Items
Orig.
Now
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)

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)

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(4)

PLACEHOLDERMen's Neumel Suede Chelsea Boots

Save on Select Items
Orig.
Now
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)

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)

AriatMen's Booker Ultra Western Boots

Extended Sizes
Rated 4.787 out of 5 starsRated 4.787 out of 5 starsRated 4.787 out of 5 starsRated 4.787 out of 5 starsRated 4.787 out of 5 stars(676)

PLACEHOLDERMen's Neumel Suede Chelsea Boots

Save on Select Items
Orig.
Now
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)

BlundstoneMen's Water-Resistant Leather Chelsea Boots

Steve MaddenMen's Highline Suede Chelsea Boots

Extended Sizes
Only size 10 available
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)

Marc NolanMen's Dante Leather Chelsea Boots

Extended Sizes

UGGMen's Chelsea Lug 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(1)

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)

Section XMen's Steven Leather Zip 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)

BlundstoneMen's Ant Brn 550 Water Resistant Leather Chelsea Boots

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)

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

Rated 4.7778 out of 5 starsRated 4.7778 out of 5 starsRated 4.7778 out of 5 starsRated 4.7778 out of 5 starsRated 4.7778 out of 5 stars(9)

Cole HaanMen's Chamberlin Water Resistant Nubuck Chelsea Boots

Internet Exclusive

ALDOMen's Zeddy Suede Chelsea Boots

Internet Exclusive
Extended Sizes

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)

L.L.BeanMen's Portland Leather Chelsea Boots

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(20)

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

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)

AriatMen's Booker Ultra Suede Western Chelsea Boots

Extended Sizes
Rated 4.7811 out of 5 starsRated 4.7811 out of 5 starsRated 4.7811 out of 5 starsRated 4.7811 out of 5 starsRated 4.7811 out of 5 stars(676)

AriatMen's Wexford Waterproof Chelsea Boots

Rated 4.541 out of 5 starsRated 4.541 out of 5 starsRated 4.541 out of 5 starsRated 4.541 out of 5 starsRated 4.541 out of 5 stars(244)

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)

SorelMen's CYPRUS Waterproof Suede Chelsea Boots

Extended Sizes

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)

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)

BirkenstockMen's Stalon Nubuck Chelsea Boots

Only size 12, 13 available

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)

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)

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

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)

Twisted XMen's Chelsea Driving Moc Boots

TaftLewis Floral Embossed Leather Side Zipper Boots

Internet Exclusive
Extended Sizes
Rated 4.6296 out of 5 starsRated 4.6296 out of 5 starsRated 4.6296 out of 5 starsRated 4.6296 out of 5 starsRated 4.6296 out of 5 stars(27)

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)

Cole HaanMen's ØriginalGrand CitySpectre Leather Chelsea Boots

Internet Exclusive

TaftMen's Glen Suede Printed Goring Chelsea Boots

Internet Exclusive
Extended Sizes

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)

Johnston & MurphyCollection Men's Hartford Waxed Suede Chelsea Boots

DannerMen's Bull Run Leather 6" Chelsea Boots

Extended Sizes

TaftMen's Murphy 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)

FryeMen's Connor Leather Chelsea Boots

Internet Exclusive

FryeMen's Connor Waxed Suede Chelsea Boots

Internet Exclusive

Bed StuMen's Michelangelo Rustic Leather Chelsea Boots

Dune LondonMen's Saltwood Leather Cap Toe Chelsea Boots

Internet Exclusive

Johnston & MurphyCollection Men's Flynch Suede Chelsea Boots

Internet Exclusive
Extended Sizes

ALIGNMen's Rangley Leather Chelsea Boots

Internet Exclusive

FryeMen's Connor Suede Chelsea Boots

Internet Exclusive

Johnston & MurphyMen's XC Flex Raleigh Leather Chelsea Boots

Permanently Reduced
Orig.
Now
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)

Steve MaddenMen's Haynes Leather Side Zip Dress Boot

Permanently Reduced
Orig.
Now
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)

Johnston & MurphyMen's Upton Leather Chelsea Boots

Permanently Reduced
Orig.
Now
Extended Sizes
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(6)

Steve MaddenMen's Hatford Leather Chelsea Boots

Permanently Reduced
Orig.
Now
Extended Sizes

BirkenstockMen's Highwood Leather Chelsea Boots

Permanently Reduced
Orig.
Now

Flag LTD.Men's Garrett Leather Chelsea Dress Boots

Permanently Reduced
Orig.
Now
Dillard's Exclusive

Steve MaddenMen's Hatford Suede Chelsea Boots

Permanently Reduced
Orig.
Now
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 Montreux Leather Chelsea Boots

Permanently Reduced
Orig.
Now
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)

Section XMen's Steven Zip Suede Chelsea Boots

Permanently Reduced
Orig.
Now

Polo Ralph LaurenMen's Asher Leather Chelsea Boots

Permanently Reduced
Orig.
Now
Internet Exclusive
Only size 9, 10 available

Steve MaddenMen's Aben Leather Chelsea Boots

Permanently Reduced
Orig.
Now

Steve MaddenMen's Huston Leather Chelsea Dress Boots

Permanently Reduced
Orig.
Now

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

Permanently Reduced
Orig.
Now
Rated 2.5 out of 5 starsRated 2.5 out of 5 starsRated 2.5 out of 5 starsRated 2.5 out of 5 starsRated 2.5 out of 5 stars(2)

Steve MaddenMen's Duke Leather Chelsea Boots

Permanently Reduced
Orig.
Now
Extended Sizes

Josef SeibelMen's Earl 12 Leather Chelsea Boots

Permanently Reduced
Orig.
Now
UGG Men's Chelsea Lug Suede BootsMen's Chelsea Lug Suede Boots

UGGMen's Chelsea Lug Suede Boots

Permanently Reduced
Orig.
Now
Extended Sizes
Only size 11.5, 14 available
  • 77 Items

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