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Flower Bootie

Flower Bootie

Women's Donald J Pliner Flower Bootie - Black - Ankle boots Elevate your layered look with the sleek style of the Flower bootie from Donald J. Pliner. Crafted from suede, this pair sports a Chelsea-inspired look and sleek block heel that heighten the... more

$169.99 $130.98

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Flower Bootie

Flower Bootie

Women's Donald J Pliner Flower Bootie - Brown - Ankle boots Elevate your layered look with the sleek style of the Flower bootie from Donald J. Pliner. Crafted from suede, this pair sports a Chelsea-inspired look and sleek block heel that heighten the... more

$169.99 $144.98

FREE shipping

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Best Seller
Flower Bootie

Flower Bootie

Women's Donald J Pliner Flower Bootie - Black - Ankle boots Elevate your layered look with the sleek style of the Flower bootie from Donald J. Pliner. Crafted from suede, this pair sports a Chelsea-inspired look and sleek block heel that heighten the... more

$169.99 $135.98

FREE shipping

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Eddie Bauer Women's Bellingham Chelsea Boots - Black - Size 9M

Eddie Bauer Women's Bellingham Chelsea Boots - Black - Size 9M

Unpredictable weather is no match for our Bellingham Chelsea Boots. They feature a soft waterproof suede upper with elastic ankle insert and an ultra-comfy faux fur interior that keeps your feet happy and dry in all conditions. A memory foam insole and... more

$165.00 $123.75

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TOMS Women's Green Everly Nubuck Suede Boots, Size 7.5

TOMS Women's Green Everly Nubuck Suede Boots, Size 7.5

Our take on the Chelsea boot is a stylish and comfortable ankle bootie that'll take you from day to night and everything in between. | Suede and leather uppers Stacked leather wrapped heel High-rebound comfort Ortholite Eco X40 Hybrid insoles made with... more

$119.95 $69.99

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Hi-linetm Eq Chelsea Boot

Hi-linetm Eq Chelsea Boot

Women's Sorel Hi-linetm Eq Chelsea Boot - Natural - Ankle boots This waterproof version of the classic Chelsea boot is made of smooth suede and covered in hiking-inspired straps. more

$185.00 $48.98

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Kate Spade Shoes | Kate Spade Garden Scalloped Brown Suede Chelsea Ankle Boot Women Size 10 | Color: Brown | Size: 10

Kate Spade Shoes | Kate Spade Garden Scalloped Brown Suede Chelsea Ankle Boot Women Size 10 | Color: Brown | Size: 10

Beautiful Kate Spade Brown Suede Chelsea Ankle Boot Features: *Brown Kid Suede Upper *Scalloped Trim *Stacked Heel - 2.5” *Chelsea Boot Style *Kate Spade Signature Hardware On Back *Made In Italy Excellent Pre-Owned Condition. Lightly Scuffed Sole.... more

$130.00

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Madewell Shoes | Madewell The Walker Women’s Olive Green Suede Chelsea Ankle Boots Size 8 | Color: Green | Size: 8

Madewell Shoes | Madewell The Walker Women’s Olive Green Suede Chelsea Ankle Boots Size 8 | Color: Green | Size: 8

Madewell The Walker Women’s Olive Green Suede Chelsea Ankle Boots Size 8 In Good Preowned Conditions more

$58.00

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Nine West Shoes | Nine West Danzy Women's Suede Chelsea Ankle Boots | Color: Tan | Size: 9

Nine West Shoes | Nine West Danzy Women's Suede Chelsea Ankle Boots | Color: Tan | Size: 9

Like New Suede Chelsea Boots By Nine West With Pointed Toe And Low Heel more

$40.00

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Madewell Shoes | Madewell Grayson Brogue Chelsea Ankle Boot Sz 6 Cream Suede Western Wingtip $288 | Color: Cream | Size: 6

Madewell Shoes | Madewell Grayson Brogue Chelsea Ankle Boot Sz 6 Cream Suede Western Wingtip $288 | Color: Cream | Size: 6

Please All Photos For Full Description. Please See My Other Listings For More High-Quality Women’s Shoes And Boots. Thank You. more

$55.00

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J. Crew Shoes | New J. Crew Chelsea Tan Microsuede Ankle Boots Booties | Color: Black/Tan | Size: 7.5

J. Crew Shoes | New J. Crew Chelsea Tan Microsuede Ankle Boots Booties | Color: Black/Tan | Size: 7.5

These Are A Pair Of Women's J. Crew "Chelsea" Suede Leather Boots. These Shoes Are New Without A Box, They Have Never Been Worn Only Tried On. There Is One Scratched Area On The Sole It Happened When I Was Using A Stand To Photograph. See Last Photo.... more

$89.00

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Madewell Shoes | Madewell Walker Chelsea Boot Ankle Booties In Black Suede Size 9 | Color: Black | Size: 9

Madewell Shoes | Madewell Walker Chelsea Boot Ankle Booties In Black Suede Size 9 | Color: Black | Size: 9

Madewell Chelsea Booties Very Good Used Condition Black Suede Is Soft And Clean Size Women’s 9 Slip On, Pull On, Casual, Dressy, Classy, Classic, Minimalist, Office, Neutral, Versatile, Capsule Piece, Business Casual, Comfort Heels more

$65.00

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Tory Burch Shoes | Nwob Tory Burch Tan Leather Suede Equestrian Link Ankle Chelsea Boot Size 9.5 | Color: Tan | Size: 9.5

Tory Burch Shoes | Nwob Tory Burch Tan Leather Suede Equestrian Link Ankle Chelsea Boot Size 9.5 | Color: Tan | Size: 9.5

Tory Burch Tan Leather Suede Equestrian Link Horsebit Ankle Chelsea Boot Sz 9.5 Women's 9.5 Square Toe Delicate Horsebit Hardware Seamed Leather Design Ankle-Height Shaft Leather Upper Elasticated Panels, Chelsea Styling Leather Lining Rubber/Leather... more

$175.00

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Free People Shoes | Free People Chunky Chelsea Platform Ankle Boot Bootie Size 40 Size 9 Womens | Color: Brown | Size: 9

Free People Shoes | Free People Chunky Chelsea Platform Ankle Boot Bootie Size 40 Size 9 Womens | Color: Brown | Size: 9

Free People Chunky Chelsea Platform Ankle Boot Bootie Size 40 Size 9 Womens. Vguc! Genuine Suede. Orig. $180 more

$98.00

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Madewell Shoes | Madewell Womens Bryce Ankle Boots Zip Block Heel Black Suede Sz 8 | Color: Black | Size: 8

Madewell Shoes | Madewell Womens Bryce Ankle Boots Zip Block Heel Black Suede Sz 8 | Color: Black | Size: 8

Madewell Womens Bryce Black Suede Chelsea Inside Zip Ankle Boot Perfect For Those Chilly Nights Coming. Go Out With Style & Fashion. more

$90.00

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J. Crew Shoes | J. Crew Black Suede Pull-On Chelsea Boot B4118 Women's Size 8 | Color: Black | Size: 8

J. Crew Shoes | J. Crew Black Suede Pull-On Chelsea Boot B4118 Women's Size 8 | Color: Black | Size: 8

This Pair Of Black Suede Leather Ankle Boots From J. Crew Is In Perfect Condition. The Only Place That Shows Signs Of Prior Use Is On The Soles. They Are In The Chelsea Style, Which Means They Have Elastic On The Sides And A Tab On The Heel To Pull The... more

$60.00

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TOMS Women's Natural Everly Leather Suede Boots, Size 9

TOMS Women's Natural Everly Leather Suede Boots, Size 9

Our take on the Chelsea boot is a stylish and comfortable ankle bootie that'll take you from day to night and everything in between. | Suede and leather uppers Stacked leather wrapped heel High-rebound comfort Ortholite Eco X40 Hybrid insoles made with... more

$119.95 $69.99

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Free People Shoes | Free People Brooks Lug Sole Chelsea Women's Boots | Color: Gray | Size: 9

Free People Shoes | Free People Brooks Lug Sole Chelsea Women's Boots | Color: Gray | Size: 9

Beautiful Leather Boots By Free People With Mid Calf You Cannot Miss In Your Closet, Form Infinite Looks You Can Use Them With Dress And Pants And You Will Look Chic Suede Leather Upper Ankle-High Chelsea Boot Shaft Zipper Closure Lightly Cushioned... more

$164.00

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Skechers Women's Work: Workshire - Jannit Comp Toe Boots | Size 8.0 | Brown | Leather/Textile

Skechers Women's Work: Workshire - Jannit Comp Toe Boots | Size 8.0 | Brown | Leather/Textile

Work your shift in toe-to-toe protection and comfort with Skechers Work: Workshire - Jannit. This slip-on Chelsea ankle boot features a smooth durable oiled suede upper with a composite toe and a cushioned Skechers Memory Foam insole. | Skechers... more

$100.00

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Skechers Women's Work: Workshire - Jannit Comp Toe Boots | Size 9.0 | Brown | Leather/Textile

Skechers Women's Work: Workshire - Jannit Comp Toe Boots | Size 9.0 | Brown | Leather/Textile

Work your shift in toe-to-toe protection and comfort with Skechers Work: Workshire - Jannit. This slip-on Chelsea ankle boot features a smooth durable oiled suede upper with a composite toe and a cushioned Skechers Memory Foam insole. | Skechers... more

$100.00

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Skechers Women's Work: Workshire - Jannit Comp Toe Boots | Size 7.5 | Brown | Leather/Textile

Skechers Women's Work: Workshire - Jannit Comp Toe Boots | Size 7.5 | Brown | Leather/Textile

Work your shift in toe-to-toe protection and comfort with Skechers Work: Workshire - Jannit. This slip-on Chelsea ankle boot features a smooth durable oiled suede upper with a composite toe and a cushioned Skechers Memory Foam insole. | Skechers... more

$100.00

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Skechers Women's Work: Workshire - Jannit Comp Toe Boots | Size 9.5 | Brown | Leather/Textile

Skechers Women's Work: Workshire - Jannit Comp Toe Boots | Size 9.5 | Brown | Leather/Textile

Work your shift in toe-to-toe protection and comfort with Skechers Work: Workshire - Jannit. This slip-on Chelsea ankle boot features a smooth durable oiled suede upper with a composite toe and a cushioned Skechers Memory Foam insole. | Skechers... more

$100.00

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On The Go Midtown Hinterland Chelsea Bootie

On The Go Midtown Hinterland Chelsea Bootie

Women's Skechers On The Go Midtown Hinterland Chelsea Bootie - Black - Ankle boots Treat your feet to the style and comfort of the Skechers On the Go Midtown Hinterland Chelsea bootie. Water and stain-resistant 3M Scotchgard treated suede, high-rebound... more

$79.99 $64.98

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Madewell Shoes | Madewell Grayson Suede Western Bootie Sz 9 *Brand New* | Color: Cream/White | Size: 9

Madewell Shoes | Madewell Grayson Suede Western Bootie Sz 9 *Brand New* | Color: Cream/White | Size: 9

Madewell Grayson Womens Chelsea Boot In Ivory. Size 8.5, Brand New And Never Worn! From The Madewell Site: Our Design Tean Took Age0old Western Boot Details - A Stacked Raw Leather Heel, A Pointy Tow, Broge Perforatios -- And Cut Them Low On The Ankle... more

$45.00

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Eddie Bauer Women's Bellingham Chelsea Boots - Tan - Size 8M

Eddie Bauer Women's Bellingham Chelsea Boots - Tan - Size 8M

Unpredictable weather is no match for our Bellingham Chelsea Boots. They feature a soft waterproof suede upper with elastic ankle insert and an ultra-comfy faux fur interior that keeps your feet happy and dry in all conditions. A memory foam insole and... more

$165.00 $123.75

FREE shipping

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TOMS Women's Natural Everly Leather Suede Boots, Size 10

TOMS Women's Natural Everly Leather Suede Boots, Size 10

Our take on the Chelsea boot is a stylish and comfortable ankle bootie that'll take you from day to night and everything in between. | Suede and leather uppers Stacked leather wrapped heel High-rebound comfort Ortholite Eco X40 Hybrid insoles made with... more

$119.95 $69.99

FREE shipping

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TOMS Women's Natural Everly Leather Suede Boots, Size 5

TOMS Women's Natural Everly Leather Suede Boots, Size 5

Our take on the Chelsea boot is a stylish and comfortable ankle bootie that'll take you from day to night and everything in between. | Suede and leather uppers Stacked leather wrapped heel High-rebound comfort Ortholite Eco X40 Hybrid insoles made with... more

$119.95 $69.99

FREE shipping

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TOMS Women's Green Everly Nubuck Suede Boots, Size 5

TOMS Women's Green Everly Nubuck Suede Boots, Size 5

Our take on the Chelsea boot is a stylish and comfortable ankle bootie that'll take you from day to night and everything in between. | Suede and leather uppers Stacked leather wrapped heel High-rebound comfort Ortholite Eco X40 Hybrid insoles made with... more

$119.95 $69.99

FREE shipping

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TOMS Women's Natural Everly Leather Suede Boots, Size 12

TOMS Women's Natural Everly Leather Suede Boots, Size 12

Our take on the Chelsea boot is a stylish and comfortable ankle bootie that'll take you from day to night and everything in between. | Suede and leather uppers Stacked leather wrapped heel High-rebound comfort Ortholite Eco X40 Hybrid insoles made with... more

$119.95 $69.99

FREE shipping

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TOMS Women's Green Everly Nubuck Suede Boots, Size 6

TOMS Women's Green Everly Nubuck Suede Boots, Size 6

Our take on the Chelsea boot is a stylish and comfortable ankle bootie that'll take you from day to night and everything in between. | Suede and leather uppers Stacked leather wrapped heel High-rebound comfort Ortholite Eco X40 Hybrid insoles made with... more

$119.95 $69.99

FREE shipping

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TOMS Everly Cutout Boot - Womens 10 Black Boot Medium

TOMS Everly Cutout Boot - Womens 10 Black Boot Medium

*Chelsea-inspired ankle bootie from TOMS *Suede leather upper with cutout details *Twin gore for easy on and off *Pull-on fit *OrthoLite® Eco X40 Hybrid insole *2-3/4" stacked, leather-wrapped heel more

$119.95 $107.97

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TOMS Everly Cutout Boot - Womens 9.5 Black Boot Medium

TOMS Everly Cutout Boot - Womens 9.5 Black Boot Medium

*Chelsea-inspired ankle bootie from TOMS *Suede leather upper with cutout details *Twin gore for easy on and off *Pull-on fit *OrthoLite® Eco X40 Hybrid insole *2-3/4" stacked, leather-wrapped heel more

$119.95 $107.97

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TOMS Everly Cutout Boot - Womens 11 Tan Boot Medium

TOMS Everly Cutout Boot - Womens 11 Tan Boot Medium

*Chelsea-inspired ankle bootie from TOMS *Suede leather upper with cutout details *Twin gore for easy on and off *Pull-on fit *OrthoLite® Eco X40 Hybrid insole *2-3/4" stacked, leather-wrapped heel more

$119.95 $107.97

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TOMS Everly Cutout Boot - Womens 6 Brown Boot Medium

TOMS Everly Cutout Boot - Womens 6 Brown Boot Medium

*Chelsea-inspired ankle bootie from TOMS *Suede leather upper with cutout details *Twin gore for easy on and off *Pull-on fit *OrthoLite® Eco X40 Hybrid insole *2-3/4" stacked, leather-wrapped heel more

$119.95 $95.97

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TOMS Everly Cutout Boot - Womens 6.5 Black Boot Medium

TOMS Everly Cutout Boot - Womens 6.5 Black Boot Medium

*Chelsea-inspired ankle bootie from TOMS *Suede leather upper with cutout details *Twin gore for easy on and off *Pull-on fit *OrthoLite® Eco X40 Hybrid insole *2-3/4" stacked, leather-wrapped heel more

$119.95 $107.97

FREE shipping

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TOMS Everly Cutout Boot - Womens 8.5 Black Boot Medium

TOMS Everly Cutout Boot - Womens 8.5 Black Boot Medium

*Chelsea-inspired ankle bootie from TOMS *Suede leather upper with cutout details *Twin gore for easy on and off *Pull-on fit *OrthoLite® Eco X40 Hybrid insole *2-3/4" stacked, leather-wrapped heel more

$119.95 $107.97

FREE shipping

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TOMS Everly Cutout Boot - Womens 6 Black Boot Medium

TOMS Everly Cutout Boot - Womens 6 Black Boot Medium

*Chelsea-inspired ankle bootie from TOMS *Suede leather upper with cutout details *Twin gore for easy on and off *Pull-on fit *OrthoLite® Eco X40 Hybrid insole *2-3/4" stacked, leather-wrapped heel more

$119.95 $107.97

FREE shipping

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Skechers Work Workshire - Jannit Comp Toe - 108082 - Womens 9.5 Brown Boot Medium

Skechers Work Workshire - Jannit Comp Toe - 108082 - Womens 9.5 Brown Boot Medium

*Casual comfort ankle-height Chelsea boot from Skechers Work *Smooth, durable, oiled, suede upper *Composite toe rated ASTM F2412/2413-2011 I/75 C/75 for impact resistance *Pull-on fit *Skechers Memory Foam™ cushioned comfort insole *Shock-absorbing... more

$97.95

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Skechers Work Workshire - Jannit Comp Toe - 108082 - Womens 7.5 Brown Boot Medium

Skechers Work Workshire - Jannit Comp Toe - 108082 - Womens 7.5 Brown Boot Medium

*Casual comfort ankle-height Chelsea boot from Skechers Work *Smooth, durable, oiled, suede upper *Composite toe rated ASTM F2412/2413-2011 I/75 C/75 for impact resistance *Pull-on fit *Skechers Memory Foam™ cushioned comfort insole *Shock-absorbing... more

$97.95

FREE shipping

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Skechers Work Workshire - Jannit Comp Toe - 108082 - Womens 8.5 Brown Boot Medium

Skechers Work Workshire - Jannit Comp Toe - 108082 - Womens 8.5 Brown Boot Medium

*Casual comfort ankle-height Chelsea boot from Skechers Work *Smooth, durable, oiled, suede upper *Composite toe rated ASTM F2412/2413-2011 I/75 C/75 for impact resistance *Pull-on fit *Skechers Memory Foam™ cushioned comfort insole *Shock-absorbing... more

$97.95

FREE shipping

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