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  • 89 Items
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 4.7 out of 5 starsRated 4.7 out of 5 starsRated 4.7 out of 5 starsRated 4.7 out of 5 starsRated 4.7 out of 5 stars(84)
Vionic Savannah Leather Chelsea BootiesSavannah Leather Chelsea Booties

VionicSavannah Leather Chelsea Booties

Internet Exclusive
Extended Sizes
Ariat Women's Wexford Waterproof Smooth Leather Lug Sole Chelsea BootiesWomen's Wexford Waterproof Smooth Leather Lug Sole Chelsea Booties

AriatWomen's Wexford Waterproof Smooth Leather Lug Sole Chelsea Booties

Extended Sizes
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.
Now
Extended Sizes
Rated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 stars(3)
Born Men's Hemlock Leather Chelsea BootsMen's Hemlock Leather Chelsea Boots

BornMen's Hemlock Leather Chelsea Boots

Extended Sizes
Rated 4.68 out of 5 starsRated 4.68 out of 5 starsRated 4.68 out of 5 starsRated 4.68 out of 5 starsRated 4.68 out of 5 stars(40)
Hunter Original Chelsea Rain BootiesOriginal Chelsea Rain Booties

HunterOriginal Chelsea Rain Booties

Extended Sizes
Rated 4.52 out of 5 starsRated 4.52 out of 5 starsRated 4.52 out of 5 starsRated 4.52 out of 5 starsRated 4.52 out of 5 stars(23)
Ron White Emmaline Lustre Suede Ultralight Chelsea BootsEmmaline Lustre Suede Ultralight Chelsea Boots

Ron WhiteEmmaline Lustre Suede Ultralight Chelsea Boots

Extended Sizes
Steve Madden Downtown Leather Chelsea BootsDowntown Leather Chelsea Boots

Steve MaddenDowntown Leather Chelsea Boots

Extended Sizes
Men's XC Flex Raleigh Leather Chelsea Boots

PLACEHOLDERMen's XC Flex Raleigh Leather Chelsea Boots

Extended Sizes
Rated 4.7 out of 5 starsRated 4.7 out of 5 starsRated 4.7 out of 5 starsRated 4.7 out of 5 starsRated 4.7 out of 5 stars(84)

Dr. MartensMen's 2976 Leather Family Matching Chelsea Boots

Rated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 stars(3)

Steve MaddenBlitzen Suede Chelsea Platform Booties

Internet Exclusive
Extended Sizes

PLACEHOLDERMen's XC Flex Raleigh Leather Chelsea Boots

Extended Sizes
Rated 4.7 out of 5 starsRated 4.7 out of 5 starsRated 4.7 out of 5 starsRated 4.7 out of 5 starsRated 4.7 out of 5 stars(84)

SorelWomen's Joan Rhapsody Waterproof Leather Chelsea Wedge Booties

Extended Sizes

UGGKid's Perry Weather Chelsea Boots (Youth)

PLACEHOLDERMen's XC Flex Raleigh Leather Chelsea Boots

Extended Sizes
Rated 4.7 out of 5 starsRated 4.7 out of 5 starsRated 4.7 out of 5 starsRated 4.7 out of 5 starsRated 4.7 out of 5 stars(84)

AriatWomen's Fatbaby Leather Twin Gore Chelsea Booties

Extended Sizes
Rated 4.77 out of 5 starsRated 4.77 out of 5 starsRated 4.77 out of 5 starsRated 4.77 out of 5 starsRated 4.77 out of 5 stars(380)

SorelJoan Now Chelsea Waterproof Leather Booties

Extended Sizes
Rated 4.35 out of 5 starsRated 4.35 out of 5 starsRated 4.35 out of 5 starsRated 4.35 out of 5 starsRated 4.35 out of 5 stars(93)

PLACEHOLDERMen's XC Flex Raleigh Leather Chelsea Boots

Extended Sizes
Rated 4.7 out of 5 starsRated 4.7 out of 5 starsRated 4.7 out of 5 starsRated 4.7 out of 5 starsRated 4.7 out of 5 stars(84)

Dr. MartensWomen's 2976 Nappa Leather Family Matching Chelsea Booties

Extended Sizes
Rated 4.39 out of 5 starsRated 4.39 out of 5 starsRated 4.39 out of 5 starsRated 4.39 out of 5 starsRated 4.39 out of 5 stars(33)

FryeCampus Chelsea Leather Booties

Extended Sizes

Steve MaddenMen's Hatford Leather Chelsea Boots

Extended Sizes

JambuWomen's Veda Leather Chelsea Ankle Booties

Internet Exclusive
Extended Sizes

BirkenstockWomen's Highwood Leather Chelsea Booties

Extended Sizes
Rated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 stars(1)

Sam EdelmanLaguna Waterproof Leather Chelsea Platform Booties

Extended Sizes
Rated 4.29 out of 5 starsRated 4.29 out of 5 starsRated 4.29 out of 5 starsRated 4.29 out of 5 starsRated 4.29 out of 5 stars(550)

BlundstoneMen's Water-Resistant Leather Chelsea Boots

Section XMen's Steven Zip Nubuck Chelsea Boots

Rated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 stars(1)

UGGKids' Perry Weather Chelsea Boots (Toddler)

BuenoFlorida Leather Chelsea Booties

Internet Exclusive
Extended Sizes
Rated 4.83 out of 5 starsRated 4.83 out of 5 starsRated 4.83 out of 5 starsRated 4.83 out of 5 starsRated 4.83 out of 5 stars(52)

Marc NolanMen's Dax Leather Western Chelsea Boots

Internet Exclusive
Extended Sizes

Dolce VitaShadie H2O Leather Waterproof Point Toe Chelsea Booties

Marc NolanMen's Dax Croco Embossed Leather Chelsea Boots

Internet Exclusive
Extended Sizes

HunterOriginal Chelsea Gloss Rain Booties

Rated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 stars(1)

Kurt Geiger LondonGirls' Chelsea Love Booties (Toddler)

Kurt Geiger LondonGirls' Chelsea Love Booties (Youth)

BornBali Distressed Nubuck Chelsea Booties

Internet Exclusive
Extended Sizes

Johnston & MurphyMen's Reeve Leather Chelsea Dress Boots

Internet Exclusive
Extended Sizes

UGGKids' Hamdi Chelsea Booties (Toddler)

Internet Exclusive

UGGKids' Hamdi Chelsea Booties (Youth)

Internet Exclusive

Flag LTD.Men's Garrett Leather Chelsea Dress Boots

Dillard's Exclusive

UGGKids' Tasman Weather Hybrid Chelsea Boots (Youth)

Internet Exclusive

Steve MaddenMen's Highline Suede Chelsea Boots

Extended Sizes

UGGKids' Tasman Weather Hybrid Chelsea Boots (Toddler)

Internet Exclusive

UGGKids' Hamdi Chelsea Booties (Infant)

Internet Exclusive

UGGKids' Perry Weather Chelsea Boots (Infant)

NaturalizerVerney Weatherproof Leather Block Heel Chunky Lug Sole Chelsea Platform Booties

Internet Exclusive
Extended Sizes
Rated 4.44 out of 5 starsRated 4.44 out of 5 starsRated 4.44 out of 5 starsRated 4.44 out of 5 starsRated 4.44 out of 5 stars(86)

UGGMoxy Leather Platform Block Heel Chelsea Booties

Extended Sizes
Rated 2 out of 5 starsRated 2 out of 5 starsRated 2 out of 5 starsRated 2 out of 5 starsRated 2 out of 5 stars(1)

HunterWomen's Miana Leather Heeled Waterproof Chelsea Boots

Extended Sizes

Dr. MartensMen's Hardie Chelsea Boots

Extended Sizes
Rated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 stars(2)

UGGMen's Neumel Suede Chelsea Boots

Extended Sizes
Rated 4.69 out of 5 starsRated 4.69 out of 5 starsRated 4.69 out of 5 starsRated 4.69 out of 5 starsRated 4.69 out of 5 stars(143)

FryeSacha Chelsea Leather Western Booties

Extended Sizes
Rated 4 out of 5 starsRated 4 out of 5 starsRated 4 out of 5 starsRated 4 out of 5 starsRated 4 out of 5 stars(4)

Dr. MartensWomen's Spence Sendel Leather Chelsea Block Heel Platform Booties

Extended Sizes
Rated 4.25 out of 5 starsRated 4.25 out of 5 starsRated 4.25 out of 5 starsRated 4.25 out of 5 starsRated 4.25 out of 5 stars(4)

DanskoMichele Leather Chelsea Booties

Extended Sizes

FryeTyler Flex Leather Chelsea Boots

Internet Exclusive

ALIGNMen's Rangley Leather Chelsea Boots

Internet Exclusive

Sam EdelmanAshtyn Suede Western Chelsea Snip Toe Booties

Internet Exclusive
Extended Sizes

Johnston & MurphyWomen's Tinsley Leather Chelsea Booties

Extended Sizes

BlundstoneMen's Ant Brn 550 Water Resistant Leather Chelsea Boots

Rated 4.73 out of 5 starsRated 4.73 out of 5 starsRated 4.73 out of 5 starsRated 4.73 out of 5 starsRated 4.73 out of 5 stars(22)

SperryWomen's Saltwater Chelsea Waterproof Duck Boots

Internet Exclusive
Extended Sizes

DanskoLane Nubuck Suede Chelsea Booties

Internet Exclusive
Extended Sizes

DanskoBecka Leather Clog Chelsea Booties

Extended Sizes
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(4)

Johnston & MurphyCollection Men's Hartford Leather Chelsea Dress Boots

Internet Exclusive

BlundstoneWomen's Original Water-Resistant Leather Chelsea Boots

Extended Sizes
Rated 4.65 out of 5 starsRated 4.65 out of 5 starsRated 4.65 out of 5 starsRated 4.65 out of 5 starsRated 4.65 out of 5 stars(17)

BirkenstockMen's Stalon Nubuck Chelsea Boots

Only size 12, 13 available

Donald PlinerMen's Ashford Leather Chelsea Boots

Internet Exclusive
Extended Sizes

ClarksSignature Chamberly Top Leather Chelsea Booties

Internet Exclusive
Extended Sizes

Paul GreenCelina Crinkle Patent Leather Chelsea Booties

Internet Exclusive

Dolce VitaSimaya H2O Waterproof Leather Lug Chelsea Booties

Internet Exclusive

BuenoFlorida Leather Knit Chelsea Booties

Extended Sizes
Rated 4.83 out of 5 starsRated 4.83 out of 5 starsRated 4.83 out of 5 starsRated 4.83 out of 5 starsRated 4.83 out of 5 stars(52)

BlundstoneWomen's Heeled Chelsea Booties

Extended Sizes
Rated 3.6 out of 5 starsRated 3.6 out of 5 starsRated 3.6 out of 5 starsRated 3.6 out of 5 starsRated 3.6 out of 5 stars(5)

Lucky BrandSondruh Suede Wedge Chelsea Booties

Internet Exclusive
Extended Sizes

MatisseGeorge Leather Chelsea Booties

Extended Sizes

Dr. MartensWomen's 2976 Quad Leather Platform Chelsea Boots

Extended Sizes
Rated 4.13 out of 5 starsRated 4.13 out of 5 starsRated 4.13 out of 5 starsRated 4.13 out of 5 starsRated 4.13 out of 5 stars(15)

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

Only size 13 Youth available

FryeMen's Connor Leather Chelsea Boots

Internet Exclusive

BuenoWanda Suede Chelsea Booties

Internet Exclusive

AmalfiElios Nubuck Suede Chelsea Booties

Internet Exclusive
Extended Sizes

Kurt Geiger LondonChelsea Suede Jewel Block Heel Over The Knee Boots

Internet Exclusive
Extended Sizes

UGGMen's Chelsea Lug Leather Boots

Extended Sizes

TaftMen's Murphy Leather Printed Goring Chelsea Boots

Internet Exclusive
Extended Sizes

L.L.BeanL.L. Bean Men's Portland Leather Chelsea Boots

Rated 4.06 out of 5 starsRated 4.06 out of 5 starsRated 4.06 out of 5 starsRated 4.06 out of 5 starsRated 4.06 out of 5 stars(18)

Johnston & MurphyBoys' Holden Leather Chelsea Boots (Youth)

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

SoftWalkRana Leather Chelsea 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)

AmalfiAnubi Nubuck Suede Kitten Heel Chelsea Dress Booties

Internet Exclusive
Extended Sizes

Dune LondonMen's Matchin Leather Chelsea Boots

Internet Exclusive

FRANKIE4Liberty Limited Edition Leather Chelsea Booties

Internet Exclusive
Extended Sizes

BuenoDarla Nubuck Chelsea Booties

Internet Exclusive
Extended Sizes

G.H. BassMen's Ranger Chelsea Boots

Internet Exclusive
Extended Sizes

Steve MaddenMen's Huston Leather Chelsea Dress Boots

Internet Exclusive

Steve MaddenMen's Aben Leather Chelsea Boots

Internet Exclusive

ASHMargot Leather Buckle Strap Hardware Stud Trim Chelsea Booties

Internet Exclusive
Extended Sizes

Johnston & MurphyMen's Reeve Leather Chelsea Zip Boots

Extended Sizes

BirkenstockMen's Highwood Leather Chelsea Boots

Permanently Reduced
Orig.
Now
Chelsea & Violet Lulu Patchwork Leather and Corduroy Tall BootsLulu Patchwork Leather and Corduroy Tall Boots

Chelsea & VioletLulu Patchwork Leather and Corduroy Tall Boots

Permanently Reduced
Orig.
Now
Dillard's Exclusive Internet Exclusive
Extended Sizes
Only size 5 available
Rated 4.43 out of 5 starsRated 4.43 out of 5 starsRated 4.43 out of 5 starsRated 4.43 out of 5 starsRated 4.43 out of 5 stars(14)
  • 89 Items

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