Best Seller
ARRAY Charlie - Womens 5 Black Pump Medium

ARRAY Charlie - Womens 5 Black Pump Medium

*This chic pump was made for evenings of excitement and fun *Leather upper *Button-detailed ankle strap is actually a QUICK GRIP® adjustable closure *Lightly padded footbed *Rubber sole *1-3/4" heel height more

$69.99

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Fin & Feather Men's 4" Twin Strap - 10 Black Boot D

Fin & Feather Men's 4" Twin Strap - 10 Black Boot D

*A tough-built, chill-stopping ankle boot for cooler weather *Water-resistant leather upper *Easily adjustable QUICK GRIP® straps *Warm synthetic fleece lining *Lightly cushioned synthetic fleece-covered footbed *Blown rubber midsole absorbs shock... more

$124.99

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Best Seller
Drew Sedona - Womens 9.5 Black Boot A

Drew Sedona - Womens 9.5 Black Boot A

*This casual boot offers the ankle support and comfort you need to fit your active lifestyle *Leather upper with oblique, natural-shape toe *Soft, foam-padded tongue and collar *Drilex® lining with AEGIS Microbe Shield™ for odor and stain control... more

$249.95

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Skechers Men's Work: Burgin - Tarlac ST Boots | Size 8.0 | Black | Leather/Synthetic

Skechers Men's Work: Burgin - Tarlac ST Boots | Size 8.0 | Black | Leather/Synthetic

Surround yourself with comfort, style and protection wearing Skechers Work Relaxed Fit Burgin - Tarlac ST. Featuring a leather upper on a lace-up ankle height steel toe work boot with a cushioned Skechers Memory Foam insole. | Skechers Men's Work:... more

$80.00

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Skechers Men's Work: Burgin - Tarlac ST Boots | Size 11.0 | Black | Leather/Synthetic

Skechers Men's Work: Burgin - Tarlac ST Boots | Size 11.0 | Black | Leather/Synthetic

Surround yourself with comfort, style and protection wearing Skechers Work Relaxed Fit Burgin - Tarlac ST. Featuring a leather upper on a lace-up ankle height steel toe work boot with a cushioned Skechers Memory Foam insole. | Skechers Men's Work:... more

$80.00

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Skechers Men's Work: Burgin - Tarlac ST Boots | Size 9.0 | Black | Leather/Synthetic

Skechers Men's Work: Burgin - Tarlac ST Boots | Size 9.0 | Black | Leather/Synthetic

Surround yourself with comfort, style and protection wearing Skechers Work Relaxed Fit Burgin - Tarlac ST. Featuring a leather upper on a lace-up ankle height steel toe work boot with a cushioned Skechers Memory Foam insole. | Skechers Men's Work:... more

$80.00

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Coach Shoes | Coach Ankle Boots Size 9 1/2 | Color: Black/Brown | Size: 9.5

Coach Shoes | Coach Ankle Boots Size 9 1/2 | Color: Black/Brown | Size: 9.5

Ankle Boots By Coach Colors Brown And Black Size 9 1/2 more

$95.00

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Anthropologie Pants & Jumpsuits | Anthropologie Cartonnier Black Charlie Pant 4 | Color: Black | Size: 4

Anthropologie Pants & Jumpsuits | Anthropologie Cartonnier Black Charlie Pant 4 | Color: Black | Size: 4

Excellent Used Condition Size 4 Quilted Black Ankle Length Pant Charlie Ankle Style Vegan Leather Trip On Waistband & Top Of Front Pockets Back Pockets By Cartonnier @ Anthropologie more

$65.00

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Jessica Simpson Shoes | Black And Silver Ankle Boot | Color: Black | Size: 7.5

Jessica Simpson Shoes | Black And Silver Ankle Boot | Color: Black | Size: 7.5

Black And Sliver Ankle Boot ..New Never Worn more

$35.00

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Extra Wide Width Men's Propét® Blizzard Ankle-Zip Boot by Propet in Black (Size 12 EW)

Extra Wide Width Men's Propét® Blizzard Ankle-Zip Boot by Propet in Black (Size 12 EW)

A rugged, waterproof cold weather boot designed to keep out the elements—rain, sleet or snow. The rugged leather upper of this Propet® Blizzard Ankle-Zip Boot features a molded rubber toe. Easy on and off zip closure means you can leave them by the... more

$114.99

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Women's The Charlie Espadrille by Comfortview in Black (Size 9 M)

Women's The Charlie Espadrille by Comfortview in Black (Size 9 M)

An effortlessly elegant espadrille sandal to instantly elevate all of your warm-weather looks. Suede-like upperAdjustable ankle strap with self-adhesivePadded insoleSkid-resistant outsole1/2" jute-wrapped platform; 2" jute-wrapped stable wedge heel... more

$99.99 $35.99

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Plus Size Women's Three-Quarter Sleeve Knit Maxi Dress by ellos in Black (Size 4X)

Plus Size Women's Three-Quarter Sleeve Knit Maxi Dress by ellos in Black (Size 4X)

A casual closet staple, this knit maxi dress is a must-have for any well-rounded wardrobe. Crafted from lightweight cotton/spandex jersey with the perfect amount of stretch to be flexible without losing its shape. Pair it with ankle boots and a... more

$62.90 $33.97

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Extra Wide Width Women's The Charlie Espadrille by Comfortview in Black (Size 8 WW)

Extra Wide Width Women's The Charlie Espadrille by Comfortview in Black (Size 8 WW)

An effortlessly elegant espadrille sandal to instantly elevate all of your warm-weather looks. Suede-like upperAdjustable ankle strap with self-adhesivePadded insoleSkid-resistant outsole1/2" jute-wrapped platform; 2" jute-wrapped stable wedge heel... more

$109.99 $65.99

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Alpinestars Stella Faster-3 Rideknit Womens Riding Shoes (10 Black/Yellow/Pink)

Alpinestars Stella Faster-3 Rideknit Womens Riding Shoes (10 Black/Yellow/Pink)

Knit mesh makes these riding shoes breathable perfect for hot weather riding. Seamless thermo-welded microfiber along the medial side of the shoe help keep you locked into your ride. TPU details on the lateral side of the boots provide ankle... more

$209.95

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Women's Pathfield Boot by Cliffs in Black Fabric (Size 7 M)

Women's Pathfield Boot by Cliffs in Black Fabric (Size 7 M)

Whether you're ready to enjoy outdoor walks or need something warm and comfortable for city excursions, the Pathfield from Cliffs by White Mountain Shoes ankle boot is the ideal choice to keep you fashionably warm. This hiker-inspired style has... more

$69.99 $49.99

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Extra Wide Width Women's The Charlie Espadrille by Comfortview in Black (Size 12 WW)

Extra Wide Width Women's The Charlie Espadrille by Comfortview in Black (Size 12 WW)

An effortlessly elegant espadrille sandal to instantly elevate all of your warm-weather looks. Suede-like upperAdjustable ankle strap with self-adhesivePadded insoleSkid-resistant outsole1/2" jute-wrapped platform; 2" jute-wrapped stable wedge heel... more

$109.99 $39.59

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Wide Width Women's The Charlie Espadrille by Comfortview in Black (Size 7 W)

Wide Width Women's The Charlie Espadrille by Comfortview in Black (Size 7 W)

An effortlessly elegant espadrille sandal to instantly elevate all of your warm-weather looks. Suede-like upperAdjustable ankle strap with self-adhesivePadded insoleSkid-resistant outsole1/2" jute-wrapped platform; 2" jute-wrapped stable wedge heel... more

$109.99 $39.59

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Men's Propét® Blizzard Ankle-Zip Boot by Propet in Black (Size 7 1/2 M)

Men's Propét® Blizzard Ankle-Zip Boot by Propet in Black (Size 7 1/2 M)

A rugged, waterproof cold weather boot designed to keep out the elements—rain, sleet or snow. The rugged leather upper of this Propet® Blizzard Ankle-Zip Boot features a molded rubber toe. Easy on and off zip closure means you can leave them by the... more

$114.99

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Wide Width Men's Propét® Blizzard Ankle-Zip Boot by Propet in Black (Size 15 W)

Wide Width Men's Propét® Blizzard Ankle-Zip Boot by Propet in Black (Size 15 W)

A rugged, waterproof cold weather boot designed to keep out the elements—rain, sleet or snow. The rugged leather upper of this Propet® Blizzard Ankle-Zip Boot features a molded rubber toe. Easy on and off zip closure means you can leave them by the... more

$114.99

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TREVINO Ankle Boots by Drew in Black Leather (Size 9 1/2 D)

TREVINO Ankle Boots by Drew in Black Leather (Size 9 1/2 D)

Drew Trevino are casual, yet comfortable ankle boots that combine sleek styling with a host of foot health benefits. These Drew therapeutic shoes offer two removable insoles. Keep both in for added depth or remove one for double-added depth. Drew... more

$220.99

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Women's Kaden Shootie by Comfortview in Black (Size 7 1/2 M)

Women's Kaden Shootie by Comfortview in Black (Size 7 1/2 M)

Stay comfortable and on trend with this amazing ankle boot. This chic shootie is sure to spruce up any look with style and flair. suede-like upperflexible skid-resistant sole1" heel Suede-like shooties in medium, wide and wide wide widths available... more

$119.99 $28.79

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Extra Wide Width Women's Kaden Shootie by Comfortview in Black (Size 12 WW)

Extra Wide Width Women's Kaden Shootie by Comfortview in Black (Size 12 WW)

Stay comfortable and on trend with this amazing ankle boot. This chic shootie is sure to spruce up any look with style and flair. suede-like upperflexible skid-resistant sole1" heel Suede-like shooties in medium, wide and wide wide widths available... more

$129.99 $31.19

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Women's Kaden Shootie by Comfortview in Black (Size 11 M)

Women's Kaden Shootie by Comfortview in Black (Size 11 M)

Stay comfortable and on trend with this amazing ankle boot. This chic shootie is sure to spruce up any look with style and flair. suede-like upperflexible skid-resistant sole1" heel Suede-like shooties in medium, wide and wide wide widths available... more

$119.99 $28.79

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Women's Superb Comfort Bootie by Ros Hommerson in Black Leather (Size 7 1/2 M)

Women's Superb Comfort Bootie by Ros Hommerson in Black Leather (Size 7 1/2 M)

This stylish, ankle high bootie will quickly become your new favorite accessory. The classic style works with any outfit, in any setting. Whether you are headed to the office, running errands, or enjoying a night on the town, these boots will take... more

$134.99

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Wide Width Women's Pathfield Boot by Cliffs in Black Fabric (Size 10 W)

Wide Width Women's Pathfield Boot by Cliffs in Black Fabric (Size 10 W)

Whether you're ready to enjoy outdoor walks or need something warm and comfortable for city excursions, the Pathfield from Cliffs by White Mountain Shoes ankle boot is the ideal choice to keep you fashionably warm. This hiker-inspired style has... more

$76.99 $56.99

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Wide Width Women's Duena Boot by Cliffs in Black (Size 8 W)

Wide Width Women's Duena Boot by Cliffs in Black (Size 8 W)

Cozy up in the lightweight Duena hiking style boot from Cliffs by White Mountain Shoes. Featuring a snap collar and a knit sweater sock lining around the ankle for keeping you warm in the chilliest of weather. The recessed lug outsole makes them... more

$74.99 $49.99

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Muck Boots Muckster 2 Ankle Muck Outdoor Casual Boot - Men's Black/Black 13 M2A-000-BLK-130

Muck Boots Muckster 2 Ankle Muck Outdoor Casual Boot - Men's Black/Black 13 M2A-000-BLK-130

Muck Boots Muckster 2 Ankle Muck Outdoor Casual Boot - Men's Black/Black 13 M2A-000-BLK-130. Muck Boots crafted these Men's Footwear with 4mm of Neoprene insulation for maximum warmth when working outdoors on those chilly days. A high traction... more

$130.00

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Women's Hiker Alps Ankle Bootie by MUK LUKS in Black (Size 6 M)

Women's Hiker Alps Ankle Bootie by MUK LUKS in Black (Size 6 M)

Put your best foot forward in LUKEES by MUK LUKS® Women's Hiker Alps Boots. Knit textures combined with faux leather give this ankle bootie a classic vintage look while memory foam insoles and soft faux fur lining will keep your feet warm and... more

$86.99

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Charming Charlie Casual Dress - Sheath Crew Neck Short Sleeve: Black Solid Dresses - Women's Size Medium

Charming Charlie Casual Dress - Sheath Crew Neck Short Sleeve: Black Solid Dresses - Women's Size Medium

Get 45% off first order + free shipping

Charming Charlie Casual Dress Medium. Dresses - Item Details: Black, 100% Polyester, Sheath, Crew Neck, Solid Pattern, Short Sleeve. Condition: Practically New. more

$8.99

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Blair Men's Deer Stags Rockland Chelsea Boots - Black - 11 - Medium

Blair Men's Deer Stags Rockland Chelsea Boots - Black - 11 - Medium

Deer Stags® Rockland Chelsea Boots deliver style and comfort, hitting above the ankle to avoid irritation and provide added support. This handsome boot can be worn all year long. Deer Stags items are not eligible for additional discounts or special... more

$69.99 $48.99

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Blair Men's Deer Stags Rockland Chelsea Boots - Black - 12 - Medium

Blair Men's Deer Stags Rockland Chelsea Boots - Black - 12 - Medium

Deer Stags® Rockland Chelsea Boots deliver style and comfort, hitting above the ankle to avoid irritation and provide added support. This handsome boot can be worn all year long. Deer Stags items are not eligible for additional discounts or special... more

$69.99 $48.99

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The Holiday Aisle® Santa Boots Ho Ho Ho 20.0 H x 20.0 W x 1.25 D in black/pinkCanvas | 20" H x 20" W | Wayfair 19185E67B3FC44A495CB9DC6E6F71E93

The Holiday Aisle® Santa Boots Ho Ho Ho 20.0 H x 20.0 W x 1.25 D in black/pinkCanvas | 20" H x 20" W | Wayfair 19185E67B3FC44A495CB9DC6E6F71E93

Bring home the magic of Christmas with this charming, American-made depiction of Santa Boots . This festive artwork, crafted on canvas using innovative printing technology, effortlessly complements your seasonal decor. Hang it horizontally or... more

$31.99

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Drew Sedona - Womens 8 Black Boot E3

Drew Sedona - Womens 8 Black Boot E3

*This casual boot offers the ankle support and comfort you need to fit your active lifestyle *Leather upper with oblique, natural-shape toe *Soft, foam-padded tongue and collar *Drilex® lining with AEGIS Microbe Shield™ for odor and stain control... more

$249.95

FREE shipping

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Drew Sedona - Womens 7.5 Black Boot C

Drew Sedona - Womens 7.5 Black Boot C

*This casual boot offers the ankle support and comfort you need to fit your active lifestyle *Leather upper with oblique, natural-shape toe *Soft, foam-padded tongue and collar *Drilex® lining with AEGIS Microbe Shield™ for odor and stain control... more

$249.95

FREE shipping

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ARRAY Charlie - Womens 10 Black Pump Medium

ARRAY Charlie - Womens 10 Black Pump Medium

*This chic pump was made for evenings of excitement and fun *Leather upper *Button-detailed ankle strap is actually a QUICK GRIP® adjustable closure *Lightly padded footbed *Rubber sole *1-3/4" heel height more

$69.99

FREE shipping

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Harley-Davidson Boxbury - Mens 10 Black Boot Medium

Harley-Davidson Boxbury - Mens 10 Black Boot Medium

*The Boxbury is a men's leather riding boot with heavy moto-inspiration and offers lightweight breathability and water-resistance performance *Full-grain leather and Cordura® mesh upper with HD logo on shaft, lace fob, and outsole *Padded ankle... more

$176.95

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Harley-Davidson Jocelyn - Womens 6 Black Boot Medium

Harley-Davidson Jocelyn - Womens 6 Black Boot Medium

*A short women's leather boot with a harness silhouette and the bold look of a Harley-Davidson®, this boot is a classic *Full-grain leather upper with HD logo on shaft, lace fob, and outsole *Padded ankle collar *Nylon YKK locking side zipper and... more

$144.95

FREE shipping

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Skechers Men's Work: Burgin - Tarlac ST Boots | Size 11.0 Wide | Black | Leather/Synthetic

Skechers Men's Work: Burgin - Tarlac ST Boots | Size 11.0 Wide | Black | Leather/Synthetic

Surround yourself with comfort, style and protection wearing Skechers Work Relaxed Fit Burgin - Tarlac ST. Featuring a leather upper on a lace-up ankle height steel toe work boot with a cushioned Skechers Memory Foam insole. | Skechers Men's Work:... more

$80.00

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Laredo Maddie - Womens 8.5 Black Boot Medium

Laredo Maddie - Womens 8.5 Black Boot Medium

*Ruggedly charming, this stylish Western boot gives extra depth to your favorite laid-back looks *Distressed leather upper *Shaft height approx. 11" *Removable orthotic cushion insole *Flexible rubber outsole *1-1/4" heel height more

$149.95

FREE shipping

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Sperry Top-Sider Saltwater Quilted Nylon Boot - Womens 9.5 Black Boot Medium

Sperry Top-Sider Saltwater Quilted Nylon Boot - Womens 9.5 Black Boot Medium

*Make a splash this season with this stylish and warm boot *Nylon fabric upper with rubber duck shell *Ankle-high shaft *Rawhide barrel lacing with rust-proof eyelets for secure fit *Inner side zipper closure for easy on/off *Cushioned footbed... more

$99.95

FREE shipping

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More information about Children's Healthcare

Best prices on Charming charlie ankle boots black in Children's Healthcare online. Visit Bizrate to find the best deals on top brands. Read reviews on Babies & Kids merchants and buy with confidence.