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Chelsea Boots, Ankle Boots

Chelsea Boots, Ankle Boots

Men's Santoni Chelsea Boots, Ankle Boots - Blue - Casual boots Chelsea' suede ankle boots with elastic side inserts, contrast lining, back logo tab and rubber sole. Colours: Blue Composition: 100% leather Dimension: UK MEN MPN: MGSI13414SMAISYWU60.... more

$696.00 $454.00

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Stef Chelsea Ankle Boots

Stef Chelsea Ankle Boots

Men's Ann Demeulemeester Stef Chelsea Ankle Boots - Black - Casual boots Synonymous with timeless elegance, the Chelsea boot gets a low-key update from Ann Demeulemeester. A menswear classic, they will go with a navy or grey suit, or with jeans and a... more

$796.18 $473.88

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Best Seller
WIDE FIT Serena Ankle Boot - navy

WIDE FIT Serena Ankle Boot - navy

Enjoy the feeling of comfort with the Serena Ankle Boot. In a gorgeous navy hue, style meets comfort with the faux leather finish and cushioned lining. Key Features Include:- Round toe slip on ankle bootie- Wide width fit- Cushioned Cloudwalkers... more

$99.99 $69.99

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WIDE FIT Valentina Ankle Boot - gray

WIDE FIT Valentina Ankle Boot - gray

Move from morning to night in the Valentina Ankle Boot. Complete in a wide width fit and cushioned insoles, run errands in style with the buckle detailing and faux-leather finish. Key Features Include:- Round toe ankle boot- Wide width fit- Side zip... more

$99.99 $69.99

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WIDE FIT Valentina Ankle Boot - gray

WIDE FIT Valentina Ankle Boot - gray

Move from morning to night in the Valentina Ankle Boot. Complete in a wide width fit and cushioned insoles, run errands in style with the buckle detailing and faux-leather finish. Key Features Include:- Round toe ankle boot- Wide width fit- Side zip... more

$99.99 $69.99

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Lowa Camino Evo GTX Hiking Boots Leather Men's, Steel Blue/Kiwi SKU - 232684

Lowa Camino Evo GTX Hiking Boots Leather Men's, Steel Blue/Kiwi SKU - 232684

The Lowa Camino Evo GTX Leather Men's Hiking Boots are even more stable and comfortable than its predecessors. Including an ankle patch area to allow for more ankle flex when walking uphill, the new sole package improves the boots rolling properties,... more

$350.00

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Lowa Camino Evo GTX Hiking Boots Leather Men's, Steel Blue/Kiwi SKU - 165345

Lowa Camino Evo GTX Hiking Boots Leather Men's, Steel Blue/Kiwi SKU - 165345

The Lowa Camino Evo GTX Leather Men's Hiking Boots are even more stable and comfortable than its predecessors. Including an ankle patch area to allow for more ankle flex when walking uphill, the new sole package improves the boots rolling properties,... more

$350.00

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Lowa Camino Evo GTX Hiking Boots Leather Men's, Steel Blue/Kiwi SKU - 821104

Lowa Camino Evo GTX Hiking Boots Leather Men's, Steel Blue/Kiwi SKU - 821104

The Lowa Camino Evo GTX Leather Men's Hiking Boots are even more stable and comfortable than its predecessors. Including an ankle patch area to allow for more ankle flex when walking uphill, the new sole package improves the boots rolling properties,... more

$350.00

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Venga Chelsea Boots

Venga Chelsea Boots

Men's Camper Venga Chelsea Boots - Black - Casual boots Ankle-high denim Chelsea boots in black. more

$620.00

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Anthropologie Shoes | Hoss Intropia - Tan Suede Ankle Chelsea Boots, 9 | Color: Brown/Tan | Size: 9

Anthropologie Shoes | Hoss Intropia - Tan Suede Ankle Chelsea Boots, 9 | Color: Brown/Tan | Size: 9

Hoss Intropia Tan Suede Ankle Boots With Back Zip Detail And Stacked Wooden Heel Pre-Owned - Fair Condition, Denim Dye Spot Transfers At The Edges On Top, Can Be Professionally Cleaned For Additional Cost, Added Vibram Sole, See Images, Ask Questions,... more

$199.00

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Free People Shoes | Free People Atlas Textile Chelsea Ankle Boots | Color: Black/Blue | Size: 38eu

Free People Shoes | Free People Atlas Textile Chelsea Ankle Boots | Color: Black/Blue | Size: 38eu

Rounded Toes ~ Ankle Height Shaft ~ Dual/Two Stretchy Gore Panels On The Sides Of The Ankle Shafts ~ Leather Panels On Toes And Heels ... With Scalloped Leather Trims Trimming The Gore/Stretch Panels ~ Woven Textile Panels On Top Of The Foot And On The... more

$72.00

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J. Crew Shoes | J.Crew Navy Pull On Chelsea Rain Royal Blue Boots Ankle Booties | Color: Blue | Size: 7

J. Crew Shoes | J.Crew Navy Pull On Chelsea Rain Royal Blue Boots Ankle Booties | Color: Blue | Size: 7

Chelsea Rain Royal Blue Boots Pull On Rubber Elastic Side Size: 7 more

$30.00

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Xtratuf 6 in Ankle Deck Boots - Men's Navy/Red 8 22733-NVY-080

Xtratuf 6 in Ankle Deck Boots - Men's Navy/Red 8 22733-NVY-080

Xtratuf 6 in Ankle Deck Boots - Men's Navy/Red 8 22733-NVY-080. Xtratuf crafted these Men's Footwear with a slip-resistant Chevron outsole that provides superior traction on even the slipperiest docks. Xtratuf Men's 6in Ankle-Height Deck Boots are... more

$115.00

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Xtratuf 6 in Ankle Deck Boot - Men's Black/Snorkel Blue 7 XMAB-002-BLK-070

Xtratuf 6 in Ankle Deck Boot - Men's Black/Snorkel Blue 7 XMAB-002-BLK-070

Xtratuf 6 in Ankle Deck Boot - Men's Black/Snorkel Blue 7 XMAB-002-BLK-070. Anglers are athletes and they need proper footwear to help them perform at their best. This lightweight silhouette has the same XTRATUF non-marking slip resistant Chevron... more

$95.00

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Xtratuf 6 in Ankle Deck Boots - Men's Navy/Red 11 22733-NVY-110

Xtratuf 6 in Ankle Deck Boots - Men's Navy/Red 11 22733-NVY-110

Xtratuf 6 in Ankle Deck Boots - Men's Navy/Red 11 22733-NVY-110. Xtratuf crafted these Men's Footwear with a slip-resistant Chevron outsole that provides superior traction on even the slipperiest docks. Xtratuf Men's 6in Ankle-Height Deck Boots are... more

$115.00

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Xtratuf 6 in Ankle Deck Boots - Men's Navy/Red 8 22733-NVY-080

Xtratuf 6 in Ankle Deck Boots - Men's Navy/Red 8 22733-NVY-080

Xtratuf 6 in Ankle Deck Boots - Men's Navy/Red 8 22733-NVY-080. Xtratuf crafted these Men's Rain Boots with a slip-resistant Chevron outsole that provides superior traction on even the slipperiest docks. Xtratuf Men's 6in Ankle-Height Deck Boots are... more

$115.00

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Michael Kors Porter Suede Platform Ankle Boot Black 8

Michael Kors Porter Suede Platform Ankle Boot Black 8

The Porter boot with elevate any evening look. This sky-high silhouette is made from soft suede in a beautiful almond toe silhouette. The tall block heel is mirrored for a dazzling effect, while sturdy enough to keep you on your toes and on the dance... more

$195.00 $44.44

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Tope Chelsea Boot - Blue - Fly London Boots

Tope Chelsea Boot - Blue - Fly London Boots

Women's Fly London Tope Chelsea Boot - Blue - Ankle boots A treaded sole and block heel lift this classic Chelsea boot featuring logo detailing on the pull tab and a cushioned footbed. 3" heel; 1 1/4" platform 4 1/2" shaft Pull-on style with elastic... more

$299.00 $160.00

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Double Zip Chelsea Boot - Black - Crown Vintage Boots

Double Zip Chelsea Boot - Black - Crown Vintage Boots

Men's Crown Vintage Double Zip Chelsea Boot - Black - Casual boots Sleet-filled roads, icy sidewalks, brutally cold temperatures- there's a lot of reasons that winter is low on our list of favorite seasons. But one reason that makes it great? Being... more

$110.00 $80.00

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® Biltmore Chelsea Boot - Brown - Ugg Boots

® Biltmore Chelsea Boot - Brown - Ugg Boots

Men's Ugg ® Biltmore Chelsea Boot - Brown - Casual boots A casual performance style for urban environments, this versatile boot features weather-ready innovations like seam-sealed construction and a custom, hollow-core outsole with lightweight foam... more

$150.00 $105.00

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Michael Kors Porter Suede Platform Ankle Boot Black 9

Michael Kors Porter Suede Platform Ankle Boot Black 9

The Porter boot with elevate any evening look. This sky-high silhouette is made from soft suede in a beautiful almond toe silhouette. The tall block heel is mirrored for a dazzling effect, while sturdy enough to keep you on your toes and on the dance... more

$195.00 $44.44

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Michael Kors Porter Suede Platform Ankle Boot Black 8.5

Michael Kors Porter Suede Platform Ankle Boot Black 8.5

The Porter boot with elevate any evening look. This sky-high silhouette is made from soft suede in a beautiful almond toe silhouette. The tall block heel is mirrored for a dazzling effect, while sturdy enough to keep you on your toes and on the dance... more

$195.00 $44.44

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WIDE FIT Valentina Ankle Boot - gray

WIDE FIT Valentina Ankle Boot - gray

Move from morning to night in the Valentina Ankle Boot. Complete in a wide width fit and cushioned insoles, run errands in style with the buckle detailing and faux-leather finish. Key Features Include:- Round toe ankle boot- Wide width fit- Side zip... more

$99.99 $69.99

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WIDE FIT Valentina Ankle Boot - gray

WIDE FIT Valentina Ankle Boot - gray

Move from morning to night in the Valentina Ankle Boot. Complete in a wide width fit and cushioned insoles, run errands in style with the buckle detailing and faux-leather finish. Key Features Include:- Round toe ankle boot- Wide width fit- Side zip... more

$99.99 $69.99

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WIDE FIT Valentina Ankle Boot - gray

WIDE FIT Valentina Ankle Boot - gray

Move from morning to night in the Valentina Ankle Boot. Complete in a wide width fit and cushioned insoles, run errands in style with the buckle detailing and faux-leather finish. Key Features Include:- Round toe ankle boot- Wide width fit- Side zip... more

$99.99 $69.99

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WIDE FIT Valentina Ankle Boot - gray

WIDE FIT Valentina Ankle Boot - gray

Move from morning to night in the Valentina Ankle Boot. Complete in a wide width fit and cushioned insoles, run errands in style with the buckle detailing and faux-leather finish. Key Features Include:- Round toe ankle boot- Wide width fit- Side zip... more

$99.99 $69.99

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WIDE FIT Valentina Ankle Boot - gray

WIDE FIT Valentina Ankle Boot - gray

Move from morning to night in the Valentina Ankle Boot. Complete in a wide width fit and cushioned insoles, run errands in style with the buckle detailing and faux-leather finish. Key Features Include:- Round toe ankle boot- Wide width fit- Side zip... more

$99.99 $69.99

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WIDE FIT Valentina Ankle Boot - gray

WIDE FIT Valentina Ankle Boot - gray

Move from morning to night in the Valentina Ankle Boot. Complete in a wide width fit and cushioned insoles, run errands in style with the buckle detailing and faux-leather finish. Key Features Include:- Round toe ankle boot- Wide width fit- Side zip... more

$99.99 $69.99

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WIDE FIT Serena Ankle Boot - navy

WIDE FIT Serena Ankle Boot - navy

Enjoy the feeling of comfort with the Serena Ankle Boot. In a gorgeous navy hue, style meets comfort with the faux leather finish and cushioned lining. Key Features Include:- Round toe slip on ankle bootie- Wide width fit- Cushioned Cloudwalkers... more

$99.99 $69.99

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WIDE FIT Valentina Ankle Boot - gray

WIDE FIT Valentina Ankle Boot - gray

Move from morning to night in the Valentina Ankle Boot. Complete in a wide width fit and cushioned insoles, run errands in style with the buckle detailing and faux-leather finish. Key Features Include:- Round toe ankle boot- Wide width fit- Side zip... more

$99.99 $69.99

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WIDE FIT Serena Ankle Boot - navy

WIDE FIT Serena Ankle Boot - navy

Enjoy the feeling of comfort with the Serena Ankle Boot. In a gorgeous navy hue, style meets comfort with the faux leather finish and cushioned lining. Key Features Include:- Round toe slip on ankle bootie- Wide width fit- Cushioned Cloudwalkers... more

$99.99 $69.99

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Black Acqua Chelsea Boots

Black Acqua Chelsea Boots

Men's Moncler Black Acqua Chelsea Boots - Casual boots Ankle-high textured rubber Chelsea boots. more

$895.00

FREE shipping

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Blue Bandana Malibu Chelsea Boots

Blue Bandana Malibu Chelsea Boots

Men's Amiri Blue Bandana Malibu Chelsea Boots - Black - Casual boots Ankle-high denim Chelsea boots in blue. more

$730.00

FREE shipping

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Thorpe Chelsea Boot

Thorpe Chelsea Boot

Men's Vance Co. Thorpe Chelsea Boot - Blue - Casual boots Experience casual luxury with the Thorpe Chelsea boot from Vance Co. Boasting a pull-on silhouette, this ankle boot has vegan synthetic upper with stretch gore accents and wingtip detailing for... more

$69.99

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Dr. Martens Edition Graeme Chelsea Boots

Dr. Martens Edition Graeme Chelsea Boots

Men's Nanamica Dr. Martens Edition Graeme Chelsea Boots - Black - Casual boots Ankle-high buffed leather Chelsea boots in black. Elasticized gusset at sides · Logo-woven pull-loop at collar · Navy stitching at heat-sealed Goodyear welt · Treaded Air... more

$180.00

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Free People Shoes | Free People Textile Atlas Ankle Chelsea Boots In Blue Kilim 40 | Color: Black/Blue | Size: 40eu

Free People Shoes | Free People Textile Atlas Ankle Chelsea Boots In Blue Kilim 40 | Color: Black/Blue | Size: 40eu

Free People Atlas Chelsea Bootie Black Leather Fabric 40 New Without Box Tufts Of Faux Shearling Woven Into A Jacquard Pattern Create Eye-Catching Texture On This Mixed-Media Version Of A Classic Chelsea Boot. Studded Patchwork Look 5 1/2" Shaft... more

$100.00

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Free People Shoes | Free People Boots James Chelsea Ice Leather Light Blue Casual Heeled Ankle | Color: Blue/Gray | Size: 41eu

Free People Shoes | Free People Boots James Chelsea Ice Leather Light Blue Casual Heeled Ankle | Color: Blue/Gray | Size: 41eu

Free People Boots James Chelsea Ice Leather Light Blue Casual Heeled Ankle Womens Size: 41 Gorgeous Boots With A Light Blue Tone. Beautiful For Everyday Wear. Light Enough They Kind Of Look Off White So Could Be Pretty Neutral. New Without Tags, Some... more

$75.00

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Free People Shoes | Free People Boots James Chelsea Ice Leather Light Blue Casual Heeled Ankle | Color: Blue/Gray | Size: 41eu

Free People Shoes | Free People Boots James Chelsea Ice Leather Light Blue Casual Heeled Ankle | Color: Blue/Gray | Size: 41eu

Free People Boots James Chelsea Ice Leather Light Blue Casual Heeled Ankle Womens Size: 41 Gorgeous Boots With A Light Blue Tone. Beautiful For Everyday Wear. Light Enough They Kind Of Look Off White So Could Be Pretty Neutral. New Without Tags, Some... more

$75.00

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Free People Shoes | Free People Boots James Chelsea Ice Leather Light Blue Casual Heeled Ankle | Color: Blue/Gray | Size: 37eu

Free People Shoes | Free People Boots James Chelsea Ice Leather Light Blue Casual Heeled Ankle | Color: Blue/Gray | Size: 37eu

Free People Boots James Chelsea Ice Leather Light Blue Casual Heeled Ankle Womens Size: 37 Gorgeous Boots With A Light Blue Tone. Beautiful For Everyday Wear. Light Enough They Kind Of Look Off White So Could Be Pretty Neutral. New Without Tags, Some... more

$75.00

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Free People Shoes | Free People Essential Chelsea Ankle Boot Deep River Teal Leather Eu Size 38 Nwot | Color: Blue/Green | Size: 38eu

Free People Shoes | Free People Essential Chelsea Ankle Boot Deep River Teal Leather Eu Size 38 Nwot | Color: Blue/Green | Size: 38eu

Nwot Free People Essential Chelsea Ankle Boot Deep River Teal Leather * Size: Eu Size 38 (Us Size 7.5 Per Free People) * Color: Deep River (Teal Green/Blue) * Faded Leather Uppers * Back Zipper Closure * Elastic Side Gore Panels * Cushioned Insoles *... more

$125.00

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