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  • 162 Items
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Sam Edelman Sky Leather Ankle BootiesSky Leather Ankle Booties

Sam EdelmanSky Leather Ankle Booties

Internet Exclusive
Extended Sizes
Blondo Danika Waterproof Nubuck Lug Sole Platform BootiesDanika Waterproof Nubuck Lug Sole Platform Booties

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)
Blundstone Men's 550 Water Resistant Chelsea BootsMen's 550 Water Resistant Chelsea Boots

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)
Gentle Souls Bolton Leather Buckled Strap Chelsea BootiesBolton Leather Buckled Strap Chelsea Booties

Gentle SoulsBolton Leather Buckled Strap Chelsea Booties

Internet Exclusive
Extended Sizes
To Boot New York Men's Largo Chelsea BootsMen's Largo Chelsea Boots

To Boot New YorkMen's Largo Chelsea Boots

Blondo Danika Waterproof Leather Lug Sole Platform BootiesDanika Waterproof Leather Lug Sole Platform Booties

BlondoDanika Waterproof Leather Lug Sole Platform Booties

Internet Exclusive
Extended Sizes
Sam Edelman Peony Suede Chelsea Dress BootiesPeony Suede Chelsea Dress Booties

Sam EdelmanPeony Suede Chelsea Dress Booties

Internet Exclusive
Extended Sizes
Matisse Downey Leather Mid Calf Block Heel BootsDowney Leather Mid Calf Block Heel Boots

MatisseDowney Leather Mid Calf Block Heel Boots

Internet Exclusive
Extended Sizes
Sky Leather Ankle Booties

PLACEHOLDERSky Leather Ankle Booties

Internet Exclusive
Extended Sizes

Johnston & MurphyWomen's Tinsley Suede Chelsea Booties

Internet Exclusive
Extended Sizes

SperryWomen's Saltwater Chelsea Waterproof Duck Boots

Internet Exclusive
Extended Sizes

PLACEHOLDERSky Leather Ankle Booties

Internet Exclusive
Extended Sizes

Dune LondonMen's Matchin Leather Chelsea Boots

Johnston & MurphyWomen's Kalista Suede Double Zip Booties

Internet Exclusive

PLACEHOLDERSky Leather Ankle Booties

Internet Exclusive
Extended Sizes

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)

HunterWomen's Miana Suede Heeled Waterproof Chelsea Boots

Extended Sizes

PLACEHOLDERSky Leather Ankle Booties

Internet Exclusive
Extended Sizes

Sam EdelmanPeony Python Print Leather Chelsea Dress Booties

Internet Exclusive
Extended Sizes

Johnston & MurphyWomen's Kalista Double Zip Bootie

Internet Exclusive

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)

Sam EdelmanSky Suede Ankle Booties

Internet Exclusive
Extended Sizes

FRANKIE4Rocco II Leather Chelsea Boots

Internet Exclusive

Dr. MartensMen's 2976 Chelsea Boots

Internet Exclusive
Extended Sizes
Rated 4.6 out of 5 starsRated 4.6 out of 5 starsRated 4.6 out of 5 starsRated 4.6 out of 5 starsRated 4.6 out of 5 stars(10)

NaturalizerDeesha Suede Booties

Internet Exclusive
Extended Sizes

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)

Gentle SoulsDanbury Leather 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)

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)

MinnetonkaWomen's Chelsea Tread Suede Booties

Internet Exclusive
Extended Sizes

DannerWomen's Eastwood Chelsea Waterproof Leather Booties

Internet Exclusive
Extended Sizes

Johnston & MurphyMen's Clint Leather Chelsea Boot

Internet Exclusive

BlondoDyme Waterproof Leather Lug Sole Boots

Internet Exclusive
Extended Sizes

Sam EdelmanPeony Calf Hair Chelsea Dress Booties

Internet Exclusive
Extended Sizes

UGGKids' Perry Weather Chelsea Boots (Infant)

UGGKids' Perry Weather Chelsea Boots (Toddler)

AriatMen's Wexford Waterproof Chelsea Boots

Rated 4.5514 out of 5 starsRated 4.5514 out of 5 starsRated 4.5514 out of 5 starsRated 4.5514 out of 5 starsRated 4.5514 out of 5 stars(292)

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)

BlundstoneWomen's Original 500 Stripe Chelsea Booties

Internet Exclusive
Only size 6, 7.5 available

Kork-EaseSioux Leather Booties

Internet Exclusive

MatisseDowney Suede Mid Calf Block Heel Boots

Steve MaddenMen's Brompton Leather Chelsea Boots

Internet Exclusive

Cole HaanMen's Windham Grand Chelsea Waterproof Boots

Internet Exclusive

JosmoBoys' Sesame Street Boots (Infant)

Internet Exclusive
Only size 5 Infant 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)

NaturalizerJuni Water Repellent Suede Booties

Internet Exclusive
Extended Sizes

Johnston & MurphyWomen's Whitney Nappa Leather Chain Bootie

Internet Exclusive

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)

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

Kork-EaseShaila Leather Booties

Internet Exclusive

Steve MaddenMen's Hatton Suede Chelsea Boots

Internet Exclusive

BlondoDanika Waterproof Suede Lug Sole Platform Booties

Internet Exclusive
Extended Sizes

DannerMen's Bull Run Leather 6" Chelsea Boots

Extended Sizes

Johnston & MurphyMen's Clint Suede Slip On Chelsea Boot

Internet Exclusive

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)

GuessFynli Suede Mid Calf Chelsea Boots

Internet Exclusive
Extended Sizes

Johnston & MurphyCollection Men's Flynch Suede Chelsea Boots

Internet Exclusive
Extended Sizes

FryeMen's Connor Suede Chelsea Boots

Internet Exclusive

ALIGNMen's Rangley Leather Chelsea Boots

Internet Exclusive

Steve MaddenMen's Devera Leather Chelsea Boots

Internet Exclusive

ReefWomen's Neptune Athena Suede Chelsea Ankle Booties

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)

Bed StuMen's Michelangelo Rustic Leather Chelsea Boots

Internet 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)

Twisted XMen's Chelsea Driving Moc Boots

Donald PlinerBrittinie Leather Chelsea Dress Booties

Internet Exclusive
Extended Sizes

Flag LTD.Boys' Mathew Zip Boots (Toddler)

Dillard's Exclusive

Sam EdelmanPeony Weave Cheslea Dress Booties

Internet Exclusive
Extended Sizes

Cole HaanMen's ØriginalGrand CitySpectre Leather Chelsea Boots

Permanently Reduced
Orig.
Now

Marc NolanMen's Dax Cow Print Pony Hair Chelsea Boots

Limited Time Offer
Orig.
Now
Internet Exclusive
Extended Sizes
Frye Men's Hudson Suede Chelsea Work BootsMen's Hudson Suede Chelsea Work Boots

FryeMen's Hudson Suede Chelsea Work Boots

Permanently Reduced
Orig.
Now
Internet Exclusive
Only size 11.5 available
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)
  • 162 Items
  • First
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