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  • 192 Items
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Sam Edelman Peony Leather Chelsea Dress BootiesPeony Leather Chelsea Dress Booties

Sam EdelmanPeony Leather Chelsea Dress Booties

Extended Sizes
Steve Madden Girls' T-Bubbles Chelsea Bow Detail Boots (Toddler)Girls' T-Bubbles Chelsea Bow Detail Boots (Toddler)

Steve MaddenGirls' T-Bubbles Chelsea Bow Detail Boots (Toddler)

GB Girls' Daiah Combat Boots (Toddler)Girls' Daiah Combat Boots (Toddler)

GBGirls' Daiah Combat Boots (Toddler)

Dillard's Exclusive
GB Girls' Daiah Combat Boot (Youth)Girls' Daiah Combat Boot (Youth)

GBGirls' Daiah Combat Boot (Youth)

Dillard's Exclusive
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 4.2353 out of 5 starsRated 4.2353 out of 5 starsRated 4.2353 out of 5 starsRated 4.2353 out of 5 starsRated 4.2353 out of 5 stars(17)
Johnston & Murphy Women's Tinsley Suede Chelsea BootiesWomen's Tinsley Suede Chelsea Booties

Johnston & MurphyWomen's Tinsley Suede Chelsea Booties

Internet Exclusive
Extended Sizes
Sam Edelman Sky Leather Ankle BootiesSky Leather Ankle Booties

Sam EdelmanSky Leather Ankle Booties

Internet Exclusive
Extended Sizes
L.L.Bean Women's Bean Tumbled Leather Waterproof Chelsea BootiesWomen's Bean Tumbled Leather Waterproof Chelsea Booties

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

Extended Sizes
Rated 4.2886 out of 5 starsRated 4.2886 out of 5 starsRated 4.2886 out of 5 starsRated 4.2886 out of 5 starsRated 4.2886 out of 5 stars(246)
Peony Leather Chelsea Dress Booties

PLACEHOLDERPeony Leather Chelsea Dress Booties

Extended Sizes

Kork-EaseSioux Leather Booties

Internet Exclusive

DanskoWomen's Pami Waterproof Leather Chelsea Booties

PLACEHOLDERPeony Leather Chelsea Dress Booties

Extended Sizes

HunterWomen's Miana Suede Heeled Waterproof Chelsea Boots

Extended Sizes

Donald PlinerBrittinie Leather Chelsea Dress Booties

Internet Exclusive
Extended Sizes

PLACEHOLDERPeony Leather Chelsea Dress Booties

Extended Sizes

BlundstoneMen's Water-Resistant Leather Chelsea Boots

Sam EdelmanPeony Crocodile Embossed Patent Leather Chelsea Dress Booties

Internet Exclusive
Extended Sizes

PLACEHOLDERPeony Leather Chelsea Dress Booties

Extended Sizes

AriatWomen's Fatbaby Leather Twin Gore Chelsea Booties

Extended Sizes
Rated 4.7879 out of 5 starsRated 4.7879 out of 5 starsRated 4.7879 out of 5 starsRated 4.7879 out of 5 starsRated 4.7879 out of 5 stars(448)

UGGKids' Perry Weather Chelsea Boots (Infant)

Johnston & MurphyWomen's Kalista Double Zip Bootie

Internet Exclusive

Steve MaddenGirls' T-Bubbles Chelsea Bow Detail Boots (Infant)

Cole HaanMen's Chamberlin Water Resistant Nubuck EVA Chelsea Boots

NaturalizerDeesha Suede Booties

Extended Sizes

Johnston & MurphyWomen's Whitney Nappa Leather Chain Bootie

Internet Exclusive

Gentle SoulsFran Leopard Print Calf Hair Booties

Internet Exclusive
Extended Sizes

Johnston & MurphyWomen's Kalista Suede Double Zip Booties

Internet Exclusive

Sam EdelmanHarmony Leather Snip Toe Dress Booties

Internet Exclusive
Extended Sizes

HunterWomen's Miana Leather Heeled Waterproof Chelsea Boots

Extended Sizes

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)

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)

VionicTallulah Leather Block Heel Booties

Internet Exclusive
Extended Sizes

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)

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

Internet Exclusive
Rated 4.2886 out of 5 starsRated 4.2886 out of 5 starsRated 4.2886 out of 5 starsRated 4.2886 out of 5 starsRated 4.2886 out of 5 stars(246)

ClarksSignature Wrenn Buckle Leather Block Heel Chelsea Booties

Internet Exclusive

BlundstoneMen's Ant Brn 550 Water Resistant Leather Chelsea Boots

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)

Steve MaddenMen's Highline Leather Chelsea Boots

Internet Exclusive
Extended Sizes

ClarksSignature Orinoco 3 Zip Waterproof Leather Booties

FRANKIE4Rocco II Suede Chelsea Boots

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)

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)

Marc NolanMen's Dante Leather Chelsea Boots

Extended Sizes

Sam EdelmanPeony Calf Hair Chelsea Dress Booties

Internet Exclusive
Extended Sizes

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

To Boot New YorkMen's Largo Chelsea Boots

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

Rated 4.2886 out of 5 starsRated 4.2886 out of 5 starsRated 4.2886 out of 5 starsRated 4.2886 out of 5 starsRated 4.2886 out of 5 stars(246)

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)

Johnston & MurphyWomen's Whitney Suede Chain Booties

Internet Exclusive

Marc NolanWomen's Harper Croco Embossed Leather Chelsea Ankle Boots

Internet Exclusive
Extended Sizes
Only size 10, 11 available

FRANKIE4Rocco II Leather Chelsea Boots

Internet Exclusive

BirkenstockMen's Highwood Chelsea Boots

Internet Exclusive

Gentle SoulsBolton Leather Buckled Strap Chelsea Booties

Internet Exclusive
Extended Sizes

TimberlandWomen's Timberland® Premium Nubuck Steel Shank Chelsea Boots

Internet Exclusive
Extended Sizes

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)

Johnston & MurphyMen's Reeve Leather Chelsea Dress Boots

Extended Sizes

ReefWomen's Neptune Athena Suede Chelsea Ankle Booties

Internet Exclusive

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)

AriatMen's Hybrid Low Boy Boots

Rated 4.7156 out of 5 starsRated 4.7156 out of 5 starsRated 4.7156 out of 5 starsRated 4.7156 out of 5 starsRated 4.7156 out of 5 stars(225)

Sam EdelmanLaguna Suede Ribbed Knit Chelsea Lugged Booties

Internet Exclusive
Extended Sizes

Johnston & MurphyMens Barrett Suede Zip Boots

Internet Exclusive
Extended Sizes
Only size 11 available
Rated 1.5 out of 5 starsRated 1.5 out of 5 starsRated 1.5 out of 5 starsRated 1.5 out of 5 starsRated 1.5 out of 5 stars(2)

Cole HaanMen's Chamberlin Water Resistant Nubuck Chelsea Boots

Internet Exclusive

Bed StuMen's Michelangelo Rustic Leather Chelsea Boots

Internet Exclusive

Steve MaddenMen's Avenue Suede Chelsea Boots

Internet Exclusive

Johnston & MurphyMen's Ripley Leather Zip Boots

Steve MaddenMen's Devera Leather Chelsea Boots

Internet Exclusive

Johnston & MurphyMen's Clint Suede Slip On Chelsea Boot

Internet Exclusive

BlundstoneWomen's Original 500 Stripe Chelsea Booties

Internet Exclusive
Only size 6, 7.5 available

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)

BlondoDyme Waterproof Leather Lug Sole Boots

Internet Exclusive
Extended Sizes

Steve MaddenMen's Hatton Suede Chelsea Boots

Internet Exclusive

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)

AriatMen's Rambler Recon Leather Square Toe Chelsea Boot

Rated 4.7692 out of 5 starsRated 4.7692 out of 5 starsRated 4.7692 out of 5 starsRated 4.7692 out of 5 starsRated 4.7692 out of 5 stars(13)

DannerWomen's Eastwood Chelsea Waterproof Leather Booties

Internet Exclusive
Extended Sizes

Johnston & MurphyCollection Mens Hartford Chelsea Boots

Internet Exclusive

JosmoBoys' Sesame Street Boots (Toddler)

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)

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)

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 & MurphyMen's Clint Leather Chelsea Boot

Internet Exclusive

DannerMen's Bull Run Leather 6" Chelsea Boots

Extended Sizes

Johnston & MurphyMen's Conlin Inside Zip Boots

FryeMen's Connor Leather Chelsea Boots

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(5)

araWomen's Clover Leather Faux Fur Lined Chelsea Ankle Boots

Internet Exclusive
Extended Sizes

AriatMen's Wexford Waterproof Chelsea Boots

Rated 4.5424 out of 5 starsRated 4.5424 out of 5 starsRated 4.5424 out of 5 starsRated 4.5424 out of 5 starsRated 4.5424 out of 5 stars(295)

JosmoBoys' Sesame Street Boots (Infant)

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)

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

Sam EdelmanMen's Cade Suede Chelsea Boots

Internet Exclusive

Johnston & MurphyCollection Men's Arrister Leather Chelsea Boots

Internet Exclusive

ALIGNMen's Rangley Leather Chelsea Boots

Internet Exclusive

Flag LTD.Boys' Mathew Zip Boots (Toddler)

Dillard's Exclusive

FryeMen's Connor Suede Chelsea Boots

Internet Exclusive

Twisted XMen's Chelsea Driving Moc Boots

GBGirls' Daiah Combat Boot (Infant)

Dillard's Exclusive

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)

Johnston & MurphyCollection Men's Hartford Pull Up Boots

Internet Exclusive

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

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)

Marc NolanMen's Dax Cow Print Pony Hair Chelsea Boots

Limited Time Offer
Orig.
Now
Extended Sizes
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
  • 192 Items
  • First
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