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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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Desert Enamel Boots, Ankle Boots

Desert Enamel Boots, Ankle Boots

Men's Lidfort Desert Enamel Boots, Ankle Boots - Brown - Desert boots Desert oasis' crust ankle boots with leather sole and a contrast elastic detail. Colours: Beige Composition: 100% suede leather Dimension: UK MEN 25 mm heel MPN: 625DESERTOASISNOIX.... more

$642.00 $355.00

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Best Seller
Prospero Chelsea Boot

Prospero Chelsea Boot

Men's Aquatalia Prospero Chelsea Boot - Purple - Casual boots Water-repellent suede lends a dapper sheen to this minimalist Chelsea boot stabilized on grippy rubber treads. Water-repellent Elastic gore insets Leather upper and lining/rubber sole Made... more

$450.00

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Free People Shoes | Free People Lonesome Fringe Ankle Boot Suede Ankle Boot With Fringe. Size 8 | Color: Brown | Size: 8

Free People Shoes | Free People Lonesome Fringe Ankle Boot Suede Ankle Boot With Fringe. Size 8 | Color: Brown | Size: 8

Lonesome Fringe Ankle Boot By Free People. Suede Ankle Boot With Foldover Top And Fringe Trimming. Leather Wrapped Chord Detailing Around The Ankle. Leather Tab Detailing At Each Bottom Side And Back Low Stacked Heel. Gently Worn With Only 2 Marks As... more

$100.00

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Kate Spade Shoes | Kate Spade Misti Black Suede Leather Chelsea Ankle Boots Size 11 | Color: Black | Size: 11

Kate Spade Shoes | Kate Spade Misti Black Suede Leather Chelsea Ankle Boots Size 11 | Color: Black | Size: 11

Black Suede Leather Upper Ankle Height Booties Bow Detail In Back Chelsea Side Panels more

$20.00

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Madewell Shoes | Madewell Bryce Suede Leather Chelsea Ankle Boots Tan Size 7 | Color: Tan | Size: 7

Madewell Shoes | Madewell Bryce Suede Leather Chelsea Ankle Boots Tan Size 7 | Color: Tan | Size: 7

Madewell Bryce Suede Leather Chelsea Ankle Boots Tan Size 7 Small Stacked Heel, Pull Tabs, Elasticized Panels, And An Almond Toe. Gently Used With Normal Wear. Small Spot On The Left Boot Toward The Opening On The Front. Most Wear Is On The Bottom... more

$35.00

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Ssense Exclusive Embroide Chelsea Boots

Ssense Exclusive Embroide Chelsea Boots

Men's Toga Virilis Ssense Exclusive Embroide Chelsea Boots - Black - Casual boots Ankle-high suede Chelsea boots in black. Embroidered detailing at pointed toe · Concealed elasticized gusset at sides · Pull-loop at heel collar · Buffed leather lining... more

$580.00 $406.00

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Madewell Shoes | Madewell Size 9 Brynn Ankle Heeled Chelsea Boot With Velvet Trim | Color: Black | Size: 9

Madewell Shoes | Madewell Size 9 Brynn Ankle Heeled Chelsea Boot With Velvet Trim | Color: Black | Size: 9

Madewell Size 9 Brynn Ankle Heeled Chelsea Boot With Velvet Trim 1 1/2” Heel 4 1/2” Shaft Height Leather, Suede Upper Man-Made Sole Style # Mb834 Slight Scuffing On Rim Of Front Toes But Not Noticeable When Wearing more

$32.00

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Shawn Chelsea Boot

Shawn Chelsea Boot

Men's To Boot New York Shawn Chelsea Boot - Brown - Casual boots Classic Chelsea style defines this handsome suede ankle boot furnished with an arch-supporting cushioned footbed for superior comfort. Pull-on style with elastic gore insets Cushioned... more

$450.00

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Kate Spade Shoes | Kate Spade Bellamy Suede Tassel Chelsea Ankle Boots In Stone Grey Size 9.5 Euc | Color: Cream/Gray | Size: 9.5

Kate Spade Shoes | Kate Spade Bellamy Suede Tassel Chelsea Ankle Boots In Stone Grey Size 9.5 Euc | Color: Cream/Gray | Size: 9.5

Euc Kate Spade Bellamy Ankle Booties Stone - Light Grey , Mauve Undertone Gold Hardware Size 9.5 Leather Rubber Sole Shaft Measures Approximately 4.5" From Arch Heel Measures Approximately 1" Platform Measures Approximately 0.25 Boot Opening Measures... more

$62.00

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Free People Shoes | Free People Atlas Ankle Studded Suede Chelsea Boots Black 9.5 | Color: Black | Size: 39.5eu

Free People Shoes | Free People Atlas Ankle Studded Suede Chelsea Boots Black 9.5 | Color: Black | Size: 39.5eu

Brand - Free People Size - Eu 39.5 / Us 9.5 Excellent Preowned Condition Ankle, Chelsea, Studded Trim, Scalloped Lace Trim, Pull On, Side Stretch, Suede, Leather, Round Toe, Comfortable, Hiking, Causal, Winter, Fall, Combat, Booties more

$85.00

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Gomme Gommello Chelsea Boots

Gomme Gommello Chelsea Boots

Men's Marsèll Gomme Gommello Chelsea Boots - Red - Casual boots Ankle-high buffed leather Chelsea boots in red. Elasticized gusset at sides · Pull-loop at heel collar · Grained leather and suede lining · Rubber sole · Heel: H1.5 in Part of the Marsèll... more

$620.00 $353.00

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Free People Shoes | Free People Atlas Chelsea Black Leather Suede Ankle Boots Minimalist Grunge | Color: Black | Size: 40eu

Free People Shoes | Free People Atlas Chelsea Black Leather Suede Ankle Boots Minimalist Grunge | Color: Black | Size: 40eu

Free People Atlas Chelsea Black Leather Suede Ankle Boots Minimalist Grunge Size 40 Gently Used more

$65.00

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Ssense Exclusive Embroide Chelsea Boots

Ssense Exclusive Embroide Chelsea Boots

Men's Toga Virilis Ssense Exclusive Embroide Chelsea Boots - Black - Casual boots Ankle-high suede Chelsea boots in brown. Embroidered detailing at pointed toe · Concealed elasticized gusset at sides · Pull-loop at heel collar · Buffed leather lining... more

$555.00 $383.00

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Tory Burch Shoes | $500 Tory Burch Medallion Chelsea Ankle Boot Suede River Rock 6.5 (Me12) | Color: Brown | Size: 6.5

Tory Burch Shoes | $500 Tory Burch Medallion Chelsea Ankle Boot Suede River Rock 6.5 (Me12) | Color: Brown | Size: 6.5

Floor Model And Tried On Excellent - Please See Pictures!! The Quintessential Fall Shoe. Our Chelsea Boot Is An Ultra-Versatile Silhouette Crafted From Soft Suede And Set On A Low Stacked Heel. Elastic Panels And A Back Pull Tab Ensure Ease And... more

$200.00

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Free People Shoes | Free People Brooks Lug Sole Chelsea Boot Tall Ankle Leather Shoes Black Suede | Color: Black | Size: 8

Free People Shoes | Free People Brooks Lug Sole Chelsea Boot Tall Ankle Leather Shoes Black Suede | Color: Black | Size: 8

Free People Brooks Lug Sole Chelsea Boot Tall Ankle Leather Shoes Black Suede Size 38/Us 8 Nwob New Without Box. Store Display Model. Minor Wear From Being Tried On In A Retail Environment. Please See Photos. Never Worn Outside. Smoke Free Home. Fast... more

$90.00

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Madewell Shoes | Madewell Bryce Chelsea Suede Ankle Boot Tan Brown Low Heel Flat Bootie 8.5 | Color: Brown/Tan | Size: 8.5

Madewell Shoes | Madewell Bryce Chelsea Suede Ankle Boot Tan Brown Low Heel Flat Bootie 8.5 | Color: Brown/Tan | Size: 8.5

Madewell Bryce Chelsea Suede Ankle Boot Low Heel Genuine Leather Suede Tan Camel Chestnut Brown Color - Neutral For Fall Pull On Style Terrific Condition Size 8.5 more

$32.00

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Anthropologie Shoes | Anthropologie Taylor Chelsea Ankle Boots New Box Animal Print Leopard Eu 39 Us 8 | Color: Black/Tan | Size: 8

Anthropologie Shoes | Anthropologie Taylor Chelsea Ankle Boots New Box Animal Print Leopard Eu 39 Us 8 | Color: Black/Tan | Size: 8

Brand New With Box Suede & Leather Upper Leather Insole Rubber Sole Stacked Leather Heel Pull On Styling Made In Spain Heel Height 1” Shaft Height 5” more

$64.00

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Tory Burch Shoes | $500 Tory Burch Medallion-Plaque Ankle Boot Chelsea River Rock Suede 7 (Db12) | Color: Brown | Size: 7

Tory Burch Shoes | $500 Tory Burch Medallion-Plaque Ankle Boot Chelsea River Rock Suede 7 (Db12) | Color: Brown | Size: 7

Floor Model And Tried On - Excellent Like New -Please Refer To Pictures Our Minimalist Ankle Boot Is A Fall Essential. Crafted In Smooth Leather, It Has A Comfortable Cushioned Insole And Flattering Almond Toe (Square Off). The Stacked Block Heel Pairs... more

$185.00

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Kate Spade Shoes | Kate Spade Garden Gray/ Truffle Suede Scalloped Chelsea Ankle Boots | Color: Black/Gray | Size: 7

Kate Spade Shoes | Kate Spade Garden Gray/ Truffle Suede Scalloped Chelsea Ankle Boots | Color: Black/Gray | Size: 7

Kate Spade Garden Gray/ Truffle Suede Scalloped Chelsea Ankle Boots Beautiful Graphite Dark Truffle Gray Slip On Style With Side Gore Panels Feminine Scallop Details Sweet Back Heel Bow Round Toe Cushioned Insole Leather Sole 3” Block Heel Made In... more

$70.00

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Free People Shoes | New Free People Brown Atlas Studded Chelsea Leather Ankle Boots Bootie 8.5 | Color: Brown | Size: 8

Free People Shoes | New Free People Brown Atlas Studded Chelsea Leather Ankle Boots Bootie 8.5 | Color: Brown | Size: 8

New With Out Tag!!! Free People Brown Atlas Studded Chelsea Leather Booties Ankle Boots In Size 8 Eur 38.5 Patent Leather And Suede Studded, Brogued And Scalloped Trims 1 1/4” Heel 1/2” Platform Pull On Style With Elastic Gore Insets Leather Upper And... more

$125.00

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Madewell Shoes | Madewell Regan Taupe Suede Leather Stacked Heel Ankle Chelsea Boots Sz 9.5 | Color: Gray/Tan | Size: 9.5

Madewell Shoes | Madewell Regan Taupe Suede Leather Stacked Heel Ankle Chelsea Boots Sz 9.5 | Color: Gray/Tan | Size: 9.5

Taupe Suede Heeled Chelsea Boots From Madewell. Worn Only A Couple Times And Still In Excellent Condition. Very Cute And Great For Fall! Size 9.5 Please Let Me Know If You Have Any Questions Or Would Like Additional Photos. more

$75.00

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Free People Shoes | Free People Atlas Suede Chelsea Ankle Boot | Color: Brown | Size: Various

Free People Shoes | Free People Atlas Suede Chelsea Ankle Boot | Color: Brown | Size: Various

Details: Nwob Pieced Leopard Printed Leather Pull-On Bootie Elasticized Insets Scalloped Trim And Stud Details Cushioned Footbed 5 1/2" Shaft more

$99.00

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American Eagle Outfitters Shoes | American Eagle Black Cow Suede Leather Chelsea Ankle Boots Size 10 Block Heels | Color: Black | Size: 10

American Eagle Outfitters Shoes | American Eagle Black Cow Suede Leather Chelsea Ankle Boots Size 10 Block Heels | Color: Black | Size: 10

This Is A Timeless Boot That Has A Minimalist Modern Look For Any Outfit more

$30.00

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Church`s Amberley Chelsea Boots

Church`s Amberley Chelsea Boots

Men's Church's Church`s Amberley Chelsea Boots - Brown - Casual boots Church`s Brown Suede Amberley Chelsea Boots. Upper crafted in pure brown suede leather. Almond toe, G wide fit, elasticated side inserts, back pull-on tab, ankle length, leather... more

$865.51 $259.65

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Coach Shoes | Coach Bowery Chelsea Ankle Boot In Camel | Color: Tan | Size: 5

Coach Shoes | Coach Bowery Chelsea Ankle Boot In Camel | Color: Tan | Size: 5

The Bowery Chelsea Boot From Coach Takes A Classic Silhouette And Updates It With Modern Appeal. This Ankle Bootie Features A Sleek Almond Toe And Ombre Block Heel For An Eye-Catching Finish. Details: * Runs Large, Fits Like Size 6 * Suede Upper *... more

$375.00

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Tory Burch Shoes | New! Tory Burch Medallion Chelsea Suede Ankle Boots Brown 8.5 M Dd330 143638 | Color: Black/Brown | Size: 8.5

Tory Burch Shoes | New! Tory Burch Medallion Chelsea Suede Ankle Boots Brown 8.5 M Dd330 143638 | Color: Black/Brown | Size: 8.5

New! Tory Burch Medallion Chelsea Brown Ankle Boots Size 8.5 M Dd330 Msrp $450 New Without Box- Never Worn-Guaranteed Authenticity Medallion-Plaque Chelsea Ankle Boots From Tory Burch Featuring Suede Upper, Gold-Tone Logo Plaque, Square Pointed Toe,... more

$210.00

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Coach Shoes | Coach Bowery Chelsea Ankle Boot In Burgundy | Color: Brown/Red | Size: 5

Coach Shoes | Coach Bowery Chelsea Ankle Boot In Burgundy | Color: Brown/Red | Size: 5

The Bowery Chelsea Boot From Coach Takes A Classic Silhouette And Updates It With Modern Appeal. This Ankle Bootie Features A Sleek Almond Toe And Ombre Block Heel For An Eye-Catching Finish. Details: * Runs Large, Fits Like Size 6 * Suede Upper *... more

$375.00

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Zara Shoes | Black Suede Zara Chelsea Ankle Boots Size 41 | Color: Black | Size: 10

Zara Shoes | Black Suede Zara Chelsea Ankle Boots Size 41 | Color: Black | Size: 10

Barely Worn Black Suede Leather Pointed Toe Chelsea Boots With Western Style Detail Around Elastic. Low 1” Heel. more

$20.00

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Coach Shoes | Coach Mens Chelsea Boots Ankle Suede Pull-On Round Toe Leather Insole Brown 8.5d | Color: Brown | Size: 8.5

Coach Shoes | Coach Mens Chelsea Boots Ankle Suede Pull-On Round Toe Leather Insole Brown 8.5d | Color: Brown | Size: 8.5

Coach Mens Chelsea Boots Ankle Suede Pull-On Round Toe Leather Insole Brown 8.5d Pull On Round Toe Features A Comfortable Crepe Sole Ribbed Ankle Gores Pull Tab For On-And-Off Ease. Style No. G2290 Suede Upper Leather Lining And Footbed Rubber Outsole... more

$69.00

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Free People Shoes | Free People Atlas Suede Chelsea Ankle Boot Sz 36/Us 6 | Color: Brown | Size: 6

Free People Shoes | Free People Atlas Suede Chelsea Ankle Boot Sz 36/Us 6 | Color: Brown | Size: 6

Free People Atlas Suede Chelsea Ankle Boot Sz 36/Us 6 Pieced Leopard Printed Leather Pull-On Bootie Elasticized Insets Scalloped Trim And Stud Details Cushioned Footbed 5 1/2" Shaft Leather Upper/Lining. Manmade Outsole. New Without Box, Never Worn,... more

$134.00

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Melbourne Chelsea Boot

Melbourne Chelsea Boot

Men's Blake McKay Melbourne Chelsea Boot - Brown - Casual boots Elastic goring allows for easy on and off in this water-repellent suede Chelsea boot lined with breathable leather and grounded on cushioned support. more

$175.00

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Outback Chelsea Boot

Outback Chelsea Boot

Men's Taft Outback Chelsea Boot - Brown - Casual boots Make your own style statement with the Taft Outback Chelsea boot. Coordinating elastic panels and suede cap toe bring an interesting look to the leather boot, lined with leather for a luxe feel. A... more

$294.99

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Oswald Chelsea Boot

Oswald Chelsea Boot

Men's Thomas & Vine Oswald Chelsea Boot - Black - Casual boots Look fascinating in the Thomas & Vine Oswald Chelsea boot. Suede accent at the heel beautifully contrasts the premium leather upper of this pull-on boot that's supported on an Extralight... more

$59.99

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Prospero Weatherproof Suede Chelsea Boots

Prospero Weatherproof Suede Chelsea Boots

Men's Aquatalia Prospero Weatherproof Suede Chelsea Boots - Black - Casual boots Aquatalia chelsea boots in supple suede Stacked heel Round toe Gored sides Pull tab at backstay Pullon style Weatherproof Lining: Leather Spot clean Made in Italy more

$450.00

FREE shipping

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Classic Chelsea Boots

Classic Chelsea Boots

Men's Church's Classic Chelsea Boots - Brown - Casual boots Dimensions: Heel: 3cm, Height: 12cm, Sole: 1cm 100% Suede, 100% Leather, 100% Rubber. Made in United Kingdom. more

$1,047.32 $754.07

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The Outback Chelsea Boot

The Outback Chelsea Boot

Men's Taft The Outback Chelsea Boot - Brown - Casual boots Smooth leather comprises the toe of this supple suede Chelsea boot that's sure to be a favorite throughout the year. Pull-on style with elastic gore insets Cushioned footbed Leather upper and... more

$295.00

FREE shipping

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Nigel Weatherproof Chelsea Boot

Nigel Weatherproof Chelsea Boot

Men's Ron White Nigel Weatherproof Chelsea Boot - Purple - Casual boots Side goring panels and a rear pull-tab lend easy wear to a supple suede Chelsea boot designed with premium cushioning and a slip-resistant sole. Removable, cushioned insole with... more

$495.00

FREE shipping

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Oswald Chelsea Boot

Oswald Chelsea Boot

Men's Thomas & Vine Oswald Chelsea Boot - Brown - Casual boots Look fascinating in the Thomas & Vine Oswald Chelsea boot. Suede accent at the heel beautifully contrasts the premium leather upper of this pull-on boot that's supported on an Extralight... more

$59.99

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Perforated Slip-on Chelsea Boots

Perforated Slip-on Chelsea Boots

Men's Church's Perforated Slip-on Chelsea Boots - Brown - Casual boots Dimensions: Heel: 4.5cm, Height: 14.5cm, Sole: 2.5cm 100% Leather, 100% Suede, 100% Rubber. Made in United Kingdom. more

$1,015.26 $487.32

FREE shipping

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More information about Men's Shoes

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