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clear allChelseaclear filter
  • 89 Items
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
Dr. Martens Women's 2976 Quad Leather Platform Chelsea BootsWomen's 2976 Quad Leather Platform Chelsea Boots

Dr. MartensWomen's 2976 Quad Leather Platform Chelsea Boots

Internet Exclusive
Extended Sizes
Rated 4.4138 out of 5 starsRated 4.4138 out of 5 starsRated 4.4138 out of 5 starsRated 4.4138 out of 5 starsRated 4.4138 out of 5 stars(29)
Ariat Men's Booker Ultra Western BootsMen's Booker Ultra Western Boots

AriatMen's Booker Ultra Western 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(747)
Marc Nolan Men's Dante Leather Chelsea BootsMen's Dante Leather Chelsea Boots

Marc NolanMen's Dante Leather Chelsea Boots

Internet Exclusive
Extended Sizes
Johnston & Murphy Men's Calder Leather Chelsea BootsMen's Calder Leather Chelsea Boots

Johnston & MurphyMen's Calder Leather Chelsea Boots

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(21)
To Boot New York Men's Largo Chelsea BootsMen's Largo Chelsea Boots

To Boot New YorkMen's Largo Chelsea Boots

Internet Exclusive
Ariat Men's Booker Ultra Western Leather BootsMen's Booker Ultra Western Leather Boots

AriatMen's Booker Ultra Western Leather Boots

Extended Sizes
Rated 4.8033 out of 5 starsRated 4.8033 out of 5 starsRated 4.8033 out of 5 starsRated 4.8033 out of 5 starsRated 4.8033 out of 5 stars(849)
Blundstone Women's Originals Water-Resistant Rustic Leather Brogue BootiesWomen's Originals Water-Resistant Rustic Leather Brogue Booties

BlundstoneWomen's Originals Water-Resistant Rustic Leather Brogue Booties

Extended Sizes
Rated 4.1875 out of 5 starsRated 4.1875 out of 5 starsRated 4.1875 out of 5 starsRated 4.1875 out of 5 starsRated 4.1875 out of 5 stars(16)
Men's Dax Leather Western Chelsea Boots

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(4)

UGGMoxy Leather Platform Block Heel Chelsea 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(1)

PLACEHOLDERMen's Dax Leather Western Chelsea Boots

Extended Sizes

AriatMen's Rambler Chelsea Boots

Rated 4.5909 out of 5 starsRated 4.5909 out of 5 starsRated 4.5909 out of 5 starsRated 4.5909 out of 5 starsRated 4.5909 out of 5 stars(286)

TaftLewis Floral Embossed Leather Side Zipper Boots

Internet Exclusive
Extended Sizes
Rated 4.6429 out of 5 starsRated 4.6429 out of 5 starsRated 4.6429 out of 5 starsRated 4.6429 out of 5 starsRated 4.6429 out of 5 stars(28)

PLACEHOLDERMen's Dax Leather Western Chelsea Boots

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)

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

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(3)

Sam EdelmanLaguna Waterproof Leather Chelsea Platform Booties

Extended Sizes
Rated 4.2489 out of 5 starsRated 4.2489 out of 5 starsRated 4.2489 out of 5 starsRated 4.2489 out of 5 starsRated 4.2489 out of 5 stars(470)

BlundstoneWomen's Classic Chelsea 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(3)

Twisted XMen's Chelsea Driving Moc Boots

BlundstoneWomen's Original Water-Resistant Leather Brogue Booties

Extended Sizes

AetrexKaylee Leather and Plaid Chelsea Booties

Extended Sizes

BlundstoneWomen's Original Water-Resistant Leather Chelsea Boots

Extended Sizes
Rated 4.8077 out of 5 starsRated 4.8077 out of 5 starsRated 4.8077 out of 5 starsRated 4.8077 out of 5 starsRated 4.8077 out of 5 stars(26)

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(4)

SorelWomen's Joan Rhapsody Waterproof Leather Chelsea Wedge Booties

Extended Sizes

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)

Johnston & MurphyMen's Reeve Leather Chelsea Dress Boots

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)

AriatWomen's Wexford Waterproof Leather Lug Sole Chelsea Booties

Extended Sizes
Rated 4.6607 out of 5 starsRated 4.6607 out of 5 starsRated 4.6607 out of 5 starsRated 4.6607 out of 5 starsRated 4.6607 out of 5 stars(999)

DanskoMichele Leather Chelsea Booties

Extended Sizes
Only size 39(8.5/9) 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 Rambler Recon Leather Square Toe Chelsea Boot

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)

AriatWomen's Wexford Waterproof Smooth Leather Lug Sole Chelsea Booties

Extended Sizes
Rated 4.666 out of 5 starsRated 4.666 out of 5 starsRated 4.666 out of 5 starsRated 4.666 out of 5 starsRated 4.666 out of 5 stars(997)

AriatMen's Wexford Waterproof Chelsea Boots

Rated 4.5481 out of 5 starsRated 4.5481 out of 5 starsRated 4.5481 out of 5 starsRated 4.5481 out of 5 starsRated 4.5481 out of 5 stars(270)

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

Extended Sizes
Rated 4.8333 out of 5 starsRated 4.8333 out of 5 starsRated 4.8333 out of 5 starsRated 4.8333 out of 5 starsRated 4.8333 out of 5 stars(6)

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

Rated 4.913 out of 5 starsRated 4.913 out of 5 starsRated 4.913 out of 5 starsRated 4.913 out of 5 starsRated 4.913 out of 5 stars(23)

HunterWomen's Miana Leather Heeled Waterproof Chelsea Boots

Extended Sizes

AriatMen's Hybrid Low Boy Boots

Rated 4.6994 out of 5 starsRated 4.6994 out of 5 starsRated 4.6994 out of 5 starsRated 4.6994 out of 5 starsRated 4.6994 out of 5 stars(163)

Dune LondonMen's Matchin Leather Chelsea Boots

AriatWomen's Fatbaby Leather Twin Gore Chelsea Booties

Extended Sizes
Rated 4.7939 out of 5 starsRated 4.7939 out of 5 starsRated 4.7939 out of 5 starsRated 4.7939 out of 5 starsRated 4.7939 out of 5 stars(427)

Cole HaanMen's ØriginalGrand CitySpectre Leather Chelsea Boots

Internet Exclusive
Rated 4.7188 out of 5 starsRated 4.7188 out of 5 starsRated 4.7188 out of 5 starsRated 4.7188 out of 5 starsRated 4.7188 out of 5 stars(32)

BlundstoneMen's Water-Resistant Leather Chelsea Boots

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)

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)

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)

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(10)

BlundstoneWomen's Block Heeled Water-Resistant Leather Booties

Extended Sizes

L.L.BeanMen's Portland Leather Chelsea Boots

Rated 4.1071 out of 5 starsRated 4.1071 out of 5 starsRated 4.1071 out of 5 starsRated 4.1071 out of 5 starsRated 4.1071 out of 5 stars(28)

L.L.BeanWomen's Bean Boots 6.5" Chelsea Booties

Extended Sizes
Rated 4.3182 out of 5 starsRated 4.3182 out of 5 starsRated 4.3182 out of 5 starsRated 4.3182 out of 5 starsRated 4.3182 out of 5 stars(220)

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)

Bed StuEthic Leather Double Gore Chelsea Booties

Internet Exclusive
Extended Sizes

AriatMen's Booker Leather Chelsea Boots

Internet Exclusive
Rated 4.7997 out of 5 starsRated 4.7997 out of 5 starsRated 4.7997 out of 5 starsRated 4.7997 out of 5 starsRated 4.7997 out of 5 stars(744)

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)

UGGKid's Perry Weather Chelsea Boots (Youth)

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 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)

AriatWomen's Keswick Waterproof Chelsea Leather Booties

Extended Sizes
Rated 4.2603 out of 5 starsRated 4.2603 out of 5 starsRated 4.2603 out of 5 starsRated 4.2603 out of 5 starsRated 4.2603 out of 5 stars(146)

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)

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)

Bed StuNudge II Leather Chelsea Booties

Internet Exclusive
Extended Sizes

DannerMen's Bull Run Leather 6" Chelsea Boots

Extended Sizes

BlundstoneMen's Ant Brn 550 Water Resistant Leather Chelsea Boots

Josef SeibelMen's Earl 12 Leather Chelsea Boots

Dr. MartensKids' 2976 Leather Family Matching Chelsea Boots (Youth)

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)

Marc NolanMen's Dax Cow Print Pony Hair Chelsea Boots

Internet Exclusive
Extended Sizes

DannerWomen's Eastwood Chelsea Waterproof Leather Booties

Internet Exclusive
Extended Sizes

Bed StuMen's Michelangelo Rustic Leather Chelsea Boots

Internet Exclusive

BlundstoneWomen's Heeled Chelsea Booties

Extended Sizes
Rated 3.9286 out of 5 starsRated 3.9286 out of 5 starsRated 3.9286 out of 5 starsRated 3.9286 out of 5 starsRated 3.9286 out of 5 stars(14)

Marc NolanWomen's Harper Croco Embossed Leather Chelsea Ankle Boots

Extended Sizes

UGGKids' Perry Weather Chelsea Boots (Infant)

Dune LondonMen's Saltwood Leather Cap Toe Chelsea Boots

Internet Exclusive

AriatWomen's Wexford Snake Print Leather Chelsea Booties

Internet Exclusive
Extended Sizes
Rated 4.8095 out of 5 starsRated 4.8095 out of 5 starsRated 4.8095 out of 5 starsRated 4.8095 out of 5 starsRated 4.8095 out of 5 stars(147)

BlundstoneWomen's Original 500 Stripe Chelsea Booties

Extended Sizes

ALIGNMen's Rangley Leather Chelsea Boots

Dr. MartensKids' 2976 Leather Family Matching Chelsea Boots (Toddler)

TaftMen's Glen Leather Printed Goring 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)

UGGKids' Perry Weather Chelsea Boots (Toddler)

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)

Johnston & MurphyMen's Upton Leather 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(8)

Steve MaddenMen's Duke Leather Chelsea Boots

Permanently Reduced
Orig.
Now
Extended Sizes

Steve MaddenMen's Aben Leather Chelsea Boots

Permanently Reduced
Orig.
Now

SofftAmanda Waterproof Leather Chelsea Booties

Permanently Reduced
Orig.
Now
Internet Exclusive
Extended Sizes
Only size 6 available

Flag LTD.Men's Garrett Leather Chelsea Dress Boots

Permanently Reduced
Orig.
Now
Dillard's Exclusive

Johnston & MurphyBoys' Holden Leather Chelsea Boots (Youth)

Permanently Reduced
Orig.
Now
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 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 Huston Leather Chelsea Dress Boots

Permanently Reduced
Orig.
Now
Internet Exclusive

KeenWomen's Kosa Chelsea Suede Booties

Permanently Reduced
Orig.
Now
Extended Sizes
Rated 4.3 out of 5 starsRated 4.3 out of 5 starsRated 4.3 out of 5 starsRated 4.3 out of 5 starsRated 4.3 out of 5 stars(10)

BirkenstockMen's Highwood Leather Chelsea Boots

Permanently Reduced
Orig.
Now
Only size 8, 9 available

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

Permanently Reduced
Orig.
Now
Only size 10, 10.5 available
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(5)

Cecelia New YorkWhistle Studded Leather Block Heel Booties

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)

BornCove Waterproof Suede Chelsea Booties

Permanently Reduced
Orig.
Now
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)

Donald PlinerMen's Ashford Leather Chelsea Boots

Permanently Reduced
Orig.
Now
Extended Sizes
Sanctuary Marley Leather Chelsea Bit Buckle Loafer BootiesMarley Leather Chelsea Bit Buckle Loafer Booties

SanctuaryMarley Leather Chelsea Bit Buckle Loafer Booties

Permanently Reduced
Orig.
Now
Internet Exclusive
Extended Sizes
Only size 6 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(1)
  • 89 Items

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