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  • 202 Items
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Frye Phoebe Leather Chelsea BootiesPhoebe Leather Chelsea Booties

FryePhoebe Leather Chelsea Booties

Extended Sizes
Ariat Men's Rambler Recon Leather Square Toe Chelsea BootMen's Rambler Recon Leather Square Toe Chelsea Boot

AriatMen's Rambler Recon Leather Square Toe Chelsea Boot

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(14)
UGG Moxy Leather Platform Block Heel Chelsea BootiesMoxy Leather Platform Block Heel Chelsea Booties

UGGMoxy Leather Platform Block Heel Chelsea Booties

Extended Sizes
Rated 3.6923 out of 5 starsRated 3.6923 out of 5 starsRated 3.6923 out of 5 starsRated 3.6923 out of 5 starsRated 3.6923 out of 5 stars(13)
UGG Kids' Perry Weather Chelsea Boots (Infant)Kids' Perry Weather Chelsea Boots (Infant)

UGGKids' Perry Weather Chelsea Boots (Infant)

Dansko Women's Pami Waterproof Leather Chelsea BootiesWomen's Pami Waterproof Leather Chelsea Booties

DanskoWomen's Pami Waterproof Leather Chelsea Booties

Born Cove Waterproof Suede Chelsea BootiesCove Waterproof Suede Chelsea Booties

BornCove Waterproof Suede Chelsea Booties

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)
Sam Edelman Laguna Waterproof Suede Chelsea Platform BootiesLaguna Waterproof Suede Chelsea Platform Booties

Sam EdelmanLaguna Waterproof Suede Chelsea Platform Booties

Extended Sizes
Rated 3.9333 out of 5 starsRated 3.9333 out of 5 starsRated 3.9333 out of 5 starsRated 3.9333 out of 5 starsRated 3.9333 out of 5 stars(15)
Johnston & Murphy Women's Kalista Double Zip BootieWomen's Kalista Double Zip Bootie

Johnston & MurphyWomen's Kalista Double Zip Bootie

Internet Exclusive
Phoebe Leather Chelsea Booties

PLACEHOLDERPhoebe Leather Chelsea Booties

Extended Sizes

HunterWomen's Miana Suede Heeled Waterproof Chelsea Boots

Extended Sizes

Kork-EaseSioux Leather Booties

Internet Exclusive

PLACEHOLDERPhoebe Leather Chelsea Booties

Extended Sizes

Marc NolanWomen's Harper Croco Embossed Leather Chelsea Ankle Boots

Internet Exclusive
Extended Sizes
Only size 11 available

Sam EdelmanSky Suede Ankle Booties

Internet Exclusive
Extended Sizes

PLACEHOLDERPhoebe Leather Chelsea Booties

Extended Sizes

Marc NolanMen's Dax Croco Embossed 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(5)

Dr. MartensWomen's 2976 Virginia Leather Chelsea Booties

PLACEHOLDERPhoebe Leather Chelsea Booties

Extended Sizes

L.L.BeanWomen's Bean Tumbled Leather Waterproof Chelsea Booties

Extended Sizes
Rated 4.259 out of 5 starsRated 4.259 out of 5 starsRated 4.259 out of 5 starsRated 4.259 out of 5 starsRated 4.259 out of 5 stars(251)

Cole HaanMen's Chamberlin Water Resistant Nubuck Chelsea Boots

Internet Exclusive

BlundstoneWomen's Original Water-Resistant Leather Chelsea Boots

Extended Sizes
Rated 4.6563 out of 5 starsRated 4.6563 out of 5 starsRated 4.6563 out of 5 starsRated 4.6563 out of 5 starsRated 4.6563 out of 5 stars(32)

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

AriatWomen's Fatbaby Leather Twin Gore Chelsea Booties

Extended Sizes
Rated 4.7884 out of 5 starsRated 4.7884 out of 5 starsRated 4.7884 out of 5 starsRated 4.7884 out of 5 starsRated 4.7884 out of 5 stars(449)

BlondoDanika Waterproof Nubuck Lug Sole Platform Booties

Internet Exclusive
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)

MatisseDowney Leather Mid Calf Block Heel 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)

AmalfiPavese Suede Chelsea Pointed Toe Shooties

Internet Exclusive

NaturalizerJuni Water Repellent Suede Booties

Internet Exclusive
Extended Sizes

Cole HaanMen's Windham Grand Chelsea Waterproof Boots

Internet Exclusive

BlundstoneMen's Ant Brn 550 Water Resistant Leather Chelsea Boots

TOMSMaude Suede Booties

Internet Exclusive

BlondoKyra Waterproof Suede Lug Booties

Internet Exclusive
Extended Sizes

VionicTallulah Leather Block Heel Booties

Internet Exclusive
Extended Sizes

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

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(14)

Donald PlinerBrittinie Crinkle Patent Leather Chelsea Dress Booties

Extended Sizes

VionicAria 2.0 Suede Lugged Wedge Booties

Internet Exclusive
Extended Sizes
Rated 4.2963 out of 5 starsRated 4.2963 out of 5 starsRated 4.2963 out of 5 starsRated 4.2963 out of 5 starsRated 4.2963 out of 5 stars(27)

Cole HaanBlanche Snip Toe Suede Chelsea Booties

Internet Exclusive
Extended Sizes

L.L.BeanWomen's Bean Leather Waterproof Chelsea Booties

Internet Exclusive
Rated 4.259 out of 5 starsRated 4.259 out of 5 starsRated 4.259 out of 5 starsRated 4.259 out of 5 starsRated 4.259 out of 5 stars(251)

Gentle SoulsBolton Leather Buckled Strap Chelsea Booties

Internet Exclusive
Extended Sizes

TimberlandWomen's Timberland® Premium Chelsea Boots

Internet Exclusive
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)

Gentle SoulsFran Leopard Print Calf Hair Booties

Internet Exclusive
Extended Sizes

Johnston & MurphyCollection Men's Hartford Pull Up Boots

Internet Exclusive

Johnston & MurphyWomen's Kalista Suede Double Zip Booties

Internet Exclusive

Sam EdelmanPeony Python Print Leather Chelsea Dress Booties

Internet Exclusive
Extended Sizes

ReefWomen's Neptune Athena Suede Chelsea Ankle Booties

Internet Exclusive

TimberlandWomen's Rowan Way Water-Resistant Pull On Booties

Extended Sizes
Rated 4.6316 out of 5 starsRated 4.6316 out of 5 starsRated 4.6316 out of 5 starsRated 4.6316 out of 5 starsRated 4.6316 out of 5 stars(38)

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

Rated 4.9167 out of 5 starsRated 4.9167 out of 5 starsRated 4.9167 out of 5 starsRated 4.9167 out of 5 starsRated 4.9167 out of 5 stars(24)

Johnston & MurphyMen's Ripley Leather Zip Boots

Sam EdelmanSky Leather Ankle Booties

Internet Exclusive
Extended Sizes

Sam EdelmanPeony Crocodile Embossed Patent Leather Chelsea Dress Booties

Internet Exclusive
Extended Sizes

TimberlandWomen's Timberland® Premium Nubuck Steel Shank Chelsea Boots

Internet Exclusive
Extended Sizes

FryeTyler Flex Leather Chelsea Boots

Internet Exclusive

Sam EdelmanPeony Calf Hair Chelsea Dress Booties

Internet Exclusive
Extended Sizes

AriatMen's Wexford Waterproof Chelsea Boots

Rated 4.5338 out of 5 starsRated 4.5338 out of 5 starsRated 4.5338 out of 5 starsRated 4.5338 out of 5 starsRated 4.5338 out of 5 stars(296)

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)

FryeMen's Paul Chukka Lite Boots

Kork-EaseShaila Leather Booties

Internet Exclusive

Dr. MartensMen's 2976 Chelsea Boots

Internet Exclusive
Extended Sizes
Rated 4.6364 out of 5 starsRated 4.6364 out of 5 starsRated 4.6364 out of 5 starsRated 4.6364 out of 5 starsRated 4.6364 out of 5 stars(11)

Johnston & MurphyCollection Men's Arrister Leather Chelsea Boots

Internet Exclusive

BirkenstockMen's Highwood Chelsea Boots

Internet Exclusive

Johnston & MurphyWomen's Whitney Suede Chain Booties

Internet Exclusive

BlondoDyme Waterproof Leather Lug Sole Boots

Internet Exclusive
Extended Sizes

To Boot New YorkMen's Largo Chelsea Boots

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 Connor Leather Chelsea Boots

Steve MaddenMen's Devera Leather Chelsea Boots

Internet Exclusive

Donald PlinerBrittinie Leather Chelsea Dress Booties

Internet Exclusive
Extended Sizes

AriatMen's Cooper Water Resistant Leather Chelsea 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 4.8571 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)

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)

BlondoDyme Waterproof Suede Lug Sole 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)

Johnston & MurphyMen's Reeve Leather Chelsea Dress Boots

Extended Sizes

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)

Sam EdelmanLinn Weave Chelsea Platform Booties

Internet Exclusive
Extended Sizes
Only size 8.5 available

BlondoDanika Waterproof Suede Lug Sole Platform Booties

Extended Sizes

DannerWomen's Tramline Chelsea 917 GTX Leather Waterproof 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)

Sam EdelmanLaguna Suede Ribbed Knit Chelsea Lugged Booties

Internet Exclusive
Extended Sizes

Johnston & MurphyMen's Clint Leather Chelsea Boot

Internet Exclusive

FRANKIE4Rocco II Leather Chelsea Boots

Internet Exclusive

DannerWomen's Eastwood Chelsea Waterproof Leather Booties

Internet Exclusive
Extended Sizes

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)

Johnston & MurphyMen's Conlin Leather Side Zip Boots

GBGirls' Daiah Combat Boot (Infant)

Dillard's Exclusive

araWomen's Clover Leather Faux Fur Lined Chelsea Ankle Boots

Internet Exclusive
Extended Sizes

Johnston & MurphyMen's Calder Suede 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(4)

Steve MaddenMen's Hatton Suede Chelsea Boots

Internet Exclusive

AriatMen's Booker Leather Chelsea Boots

Internet Exclusive
Only size 9.5, 13 available
Rated 4.7998 out of 5 starsRated 4.7998 out of 5 starsRated 4.7998 out of 5 starsRated 4.7998 out of 5 starsRated 4.7998 out of 5 stars(859)

Steve MaddenMen's Avenue Suede Chelsea Boots

Internet Exclusive

Steve MaddenMen's Highline Leather Chelsea Boots

Internet Exclusive
Extended Sizes

Johnston & MurphyMen's Clint Suede Slip On Chelsea Boot

Internet Exclusive

DannerMen's Bull Run Leather 6" Chelsea Boots

Internet Exclusive
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)

FryeMen's Lowell Chelsea Boots

Internet Exclusive

HunterMen's Original Waterproof Chelsea Boots

Internet Exclusive

FryeMen's Lowell Chelsea Boots

Internet Exclusive

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

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 Suede Chelsea Boots

Internet Exclusive

Gentle SoulsBest Elastic Suede Chelsea Booties

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
Sofft Pamella Aqua Sofft Collection Water Resistant Suede Floral Print Chelsea BootiesPamella Aqua Sofft Collection Water Resistant Suede Floral Print Chelsea Booties

SofftPamella Aqua Sofft Collection Water Resistant Suede Floral Print Chelsea Booties

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