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clear allChelseaclear filter
  • 88 Items
Johnston & Murphy Men's Calder Leather Chelsea BootsMen's Calder Leather Chelsea Boots

Johnston & MurphyMen's Calder Leather Chelsea Boots

Extended Sizes
Rated 4.15 out of 5 starsRated 4.15 out of 5 starsRated 4.15 out of 5 starsRated 4.15 out of 5 starsRated 4.15 out of 5 stars(20)
Marc Nolan Men's Dante Leather Chelsea BootsMen's Dante Leather Chelsea Boots

Marc NolanMen's Dante Leather Chelsea Boots

Internet Exclusive
Extended Sizes
Blundstone Women's Original Water-Resistant Leather Brogue BootiesWomen's Original Water-Resistant Leather Brogue Booties

BlundstoneWomen's Original Water-Resistant Leather Brogue Booties

Extended Sizes
Johnston & Murphy Men's Reeve Leather Chelsea Dress BootsMen's Reeve Leather Chelsea Dress Boots

Johnston & MurphyMen's Reeve Leather Chelsea Dress Boots

Extended Sizes
Marc Nolan Men's Dax Patent Leather Chelsea BootsMen's Dax Patent Leather Chelsea Boots

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)
Ariat Women's Fatbaby Leather Twin Gore Chelsea BootiesWomen's Fatbaby Leather Twin Gore Chelsea Booties

AriatWomen's Fatbaby Leather Twin Gore Chelsea Booties

Extended Sizes
Rated 4.7933 out of 5 starsRated 4.7933 out of 5 starsRated 4.7933 out of 5 starsRated 4.7933 out of 5 starsRated 4.7933 out of 5 stars(416)
UGG Moxy Leather Platform Block Heel Chelsea BootiesMoxy Leather Platform Block Heel Chelsea Booties

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

Sam EdelmanLaguna Waterproof Leather Chelsea 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(468)
Men's Calder Leather Chelsea Boots

PLACEHOLDERMen's Calder Leather Chelsea Boots

Extended Sizes
Rated 4.15 out of 5 starsRated 4.15 out of 5 starsRated 4.15 out of 5 starsRated 4.15 out of 5 starsRated 4.15 out of 5 stars(20)

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)

AriatWomen's Wexford Waterproof Smooth Leather Lug Sole Chelsea Booties

Extended Sizes
Rated 4.6656 out of 5 starsRated 4.6656 out of 5 starsRated 4.6656 out of 5 starsRated 4.6656 out of 5 starsRated 4.6656 out of 5 stars(978)

PLACEHOLDERMen's Calder Leather Chelsea Boots

Extended Sizes
Rated 4.15 out of 5 starsRated 4.15 out of 5 starsRated 4.15 out of 5 starsRated 4.15 out of 5 starsRated 4.15 out of 5 stars(20)

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)

UGGMoxy Suede 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(2)

PLACEHOLDERMen's Calder Leather Chelsea Boots

Extended Sizes
Rated 4.15 out of 5 starsRated 4.15 out of 5 starsRated 4.15 out of 5 starsRated 4.15 out of 5 starsRated 4.15 out of 5 stars(20)

BlundstoneWomen's Original Water-Resistant Leather Chelsea Boots

Extended Sizes
Rated 4.7917 out of 5 starsRated 4.7917 out of 5 starsRated 4.7917 out of 5 starsRated 4.7917 out of 5 starsRated 4.7917 out of 5 stars(24)

AriatWomen's Wexford Waterproof Leather Lug Sole Chelsea Booties

Extended Sizes
Rated 4.6599 out of 5 starsRated 4.6599 out of 5 starsRated 4.6599 out of 5 starsRated 4.6599 out of 5 starsRated 4.6599 out of 5 stars(979)

PLACEHOLDERMen's Calder Leather Chelsea Boots

Extended Sizes
Rated 4.15 out of 5 starsRated 4.15 out of 5 starsRated 4.15 out of 5 starsRated 4.15 out of 5 starsRated 4.15 out of 5 stars(20)

AetrexKaylee Leather and Plaid Chelsea Booties

Extended Sizes

Sam EdelmanLaguna Waterproof Suede Chelsea Platform 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)

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)

SorelWomen's Joan Rhapsody Waterproof Leather Chelsea Wedge Booties

Extended Sizes

Twisted XMen's Chelsea Driving Moc Boots

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 Booker Ultra Suede Western Chelsea Boots

Extended Sizes
Rated 4.795 out of 5 starsRated 4.795 out of 5 starsRated 4.795 out of 5 starsRated 4.795 out of 5 starsRated 4.795 out of 5 stars(727)

BlundstoneWomen's Originals Water-Resistant Rustic Leather Brogue Booties

Extended Sizes
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(15)

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)

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)

HunterWomen's Miana Leather Heeled Waterproof Chelsea Boots

Extended Sizes

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

Extended Sizes
Rated 4.3066 out of 5 starsRated 4.3066 out of 5 starsRated 4.3066 out of 5 starsRated 4.3066 out of 5 starsRated 4.3066 out of 5 stars(212)

L.L.BeanWomen's Rugged Wellie Chelsea Rain Booties

Internet Exclusive
Extended Sizes
Rated 3.4571 out of 5 starsRated 3.4571 out of 5 starsRated 3.4571 out of 5 starsRated 3.4571 out of 5 starsRated 3.4571 out of 5 stars(326)

TimberlandWomen's Rowan Way Water-Resistant Pull On Booties

Extended Sizes
Rated 4.5714 out of 5 starsRated 4.5714 out of 5 starsRated 4.5714 out of 5 starsRated 4.5714 out of 5 starsRated 4.5714 out of 5 stars(21)

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)

TOMSMaude Suede Booties

Dr. MartensWomen's 2976 Quad Leather Platform Chelsea Boots

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)

BlundstoneWomen's Originals Water-Resistant Suede Booties

Extended Sizes

BlundstoneWomen's Block Heeled Water-Resistant Leather Booties

Extended Sizes

Marc NolanMen's Dax Cow Print Pony Hair 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)

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)

AriatMen's Booker Leather Chelsea Boots

Internet Exclusive
Rated 4.8 out of 5 starsRated 4.8 out of 5 starsRated 4.8 out of 5 starsRated 4.8 out of 5 starsRated 4.8 out of 5 stars(725)

HunterWomen's Miana Suede Heeled Waterproof Chelsea Boots

Extended Sizes

Dune LondonMen's Matchin Leather Chelsea Boots

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)

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)

Bed StuEthic Leather Double Gore Chelsea Booties

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)

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)

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)

DannerWomen's Eastwood Chelsea Waterproof Leather Booties

Internet Exclusive
Extended Sizes

ALDOMen's Zeddy Suede Chelsea Boots

Extended Sizes

DannerMen's Bull Run Leather 6" Chelsea Boots

Extended Sizes

BlundstoneWomen's Original 500 Stripe Chelsea Booties

Extended Sizes

AriatWomen's Wexford Snake Print Leather Chelsea Booties

Internet Exclusive
Extended Sizes
Rated 4.8029 out of 5 starsRated 4.8029 out of 5 starsRated 4.8029 out of 5 starsRated 4.8029 out of 5 starsRated 4.8029 out of 5 stars(137)

AriatWomen's Fatbaby Suede Chelsea Western Boots

Internet Exclusive
Extended Sizes
Rated 4.7933 out of 5 starsRated 4.7933 out of 5 starsRated 4.7933 out of 5 starsRated 4.7933 out of 5 starsRated 4.7933 out of 5 stars(416)

TaftMen's Glen Suede Printed Goring Chelsea Boots

Internet Exclusive
Extended Sizes

ALDOMen's Collen Suede Chelsea Boots

Internet Exclusive
Extended Sizes
Only size 7 available

FryeMen's Connor Waxed Suede Chelsea Boots

Internet Exclusive

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)

Bed StuMen's Michelangelo Rustic Leather Chelsea Boots

Internet Exclusive

Bed StuNudge II Leather Chelsea Booties

Internet Exclusive
Extended Sizes

FryeMen's Connor Suede Chelsea Boots

Internet Exclusive

Johnston & MurphyCollection Men's Flynch Suede Chelsea Boots

Internet Exclusive
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)

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

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)

BirkenstockWomen's Highwood Slip On Suede Chelsea Booties

Permanently Reduced
Orig.
Now
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(4)

BornCici Suede Chelsea Ankle Booties

Permanently Reduced
Orig.
Now
Extended Sizes

BirkenstockWomen's Highwood Leather Chelsea Booties

Permanently Reduced
Orig.
Now
Extended Sizes
Only size 9 available
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)

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)

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)

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)

Kurt Geiger LondonGirl's Belgravia Chelsea Boots (Toddler)

Permanently Reduced
Orig.
Now
Internet Exclusive

Steve MaddenMen's Duke Leather Chelsea Boots

Permanently Reduced
Orig.
Now
Extended Sizes

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)

Steve MaddenMen's Huston Leather Chelsea Dress Boots

Permanently Reduced
Orig.
Now
Internet Exclusive

Johnston & MurphyBoys' Holden Chelsea Boots (Youth)

Permanently Reduced
Orig.
Now
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)

COACHLeah Suede Platform Chelsea Booties

Permanently Reduced
Orig.
Now
Extended Sizes
Only size 6, 7.5 available

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)

Cole HaanJanelle Suede Chelsea Mid Calf Boots

Permanently Reduced
Orig.
Now
Extended Sizes

Lucky BrandSondruh Suede Wedge Chelsea Booties

Permanently Reduced
Orig.
Now
Extended Sizes

Steve MaddenMen's Highline Suede Chelsea Boots

Permanently Reduced
Orig.
Now
Internet Exclusive
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)

Diba TrueTempra Ture Suede and Faux Shearling Lugged Platform Chelsea Booties

Permanently Reduced
Orig.
Now
Internet Exclusive
Extended Sizes

SofftAmanda Waterproof Leather Chelsea Booties

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

BornBali Distressed Nubuck Chelsea Booties

Permanently Reduced
Orig.
Now
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(2)

BlondoJolie Waterproof Nubuck Suede Booties

Permanently Reduced
Orig.
Now
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(1)

Ron WhiteEmmaline Lustre Suede Ultralight Chelsea Boots

Permanently Reduced
Orig.
Now
Extended Sizes
Only size 38(7.5), 38.5(8) available

Steve MaddenBlitzen Suede Chelsea Platform Booties

Permanently Reduced
Orig.
Now
Internet Exclusive
Extended Sizes
Only size 5.5, 6 available

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)

L.L.BeanWomen's NextVenture Chelsea Boots

Permanently Reduced
Orig.
Now
Internet Exclusive
Extended Sizes
Only size 6.5, 9 available
Rated 3.8696 out of 5 starsRated 3.8696 out of 5 starsRated 3.8696 out of 5 starsRated 3.8696 out of 5 starsRated 3.8696 out of 5 stars(23)

SanctuaryDemi Leopard Print Haircalf Burnout Booties

Permanently Reduced
Orig.
Now
Internet Exclusive
Extended Sizes
Only size 6, 6.5 available
Sanctuary Demi Cow Print Hair Calf BootiesDemi Cow Print Hair Calf Booties

SanctuaryDemi Cow Print Hair Calf Booties

Permanently Reduced
Orig.
Now
Internet Exclusive
Extended Sizes
  • 88 Items

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