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    Best Seller
    WIDE FIT Darcy Chelsea Boot - black

    WIDE FIT Darcy Chelsea Boot - black

    Elevate your look with the Darcy Chelsea Boot. Perfect for AM to PM, enjoy the stylish detailing and ultra comfortable cushioned insoles. Key Features Include:- Rounded toe ankle boot- Wide width fit- Side zip closure- Cloudwalkers cushioned insole-... more

    $99.99 $69.99

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    Free People Shoes | Free People James Chelsea Boots Ankle Boots Tan Brown Almond 7 | Color: Brown/Tan | Size: Various

    Free People Shoes | Free People James Chelsea Boots Ankle Boots Tan Brown Almond 7 | Color: Brown/Tan | Size: Various

    Details Make A Statement In These So Cool Leather Chelsea Boots Featured In A Chunky Heeled Design With Elastic Side Details And A Slim Silhouette. These Boots Feature Intentionally Distressed Detailing For A Worn-In Look. Side Zipper Closure Cushioned... more

    $128.00

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    Best Seller
    Free People Shoes | Free People James Chelsea Boots Ankle Boots Tan Brown Almond Color 7 | Color: Brown/Tan | Size: 7

    Free People Shoes | Free People James Chelsea Boots Ankle Boots Tan Brown Almond Color 7 | Color: Brown/Tan | Size: 7

    Details Make A Statement In These So Cool Leather Chelsea Boots Featured In A Chunky Heeled Design With Elastic Side Details And A Slim Silhouette. These Boots Feature Intentionally Distressed Detailing For A Worn-In Look. Side Zipper Closure Cushioned... more

    $128.00

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    Free People Shoes | Free People Brooks Chelsea Ankle Boots | Color: Green | Size: 6.5

    Free People Shoes | Free People Brooks Chelsea Ankle Boots | Color: Green | Size: 6.5

    Leather Upper Ankle-High Chelsea Boot Shaft Zipper Closure Lightly Cushioned Footbed Lug Outsole Pull-On New Without Box Size 36.5 (6.5) more

    $110.00

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    Ssense Exclusive Chelsea Boots

    Ssense Exclusive Chelsea Boots

    Men's Toga Virilis Ssense Exclusive Chelsea Boots - Black - Casual boots Ankle-high buffed leather Chelsea boots in black. Zip closure · Concealed elasticized gusset at sides · Webbing pull-loop at heel collar · Graphic hardware at heel counter ·... more

    $610.00 $403.00

    FREE shipping

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    Sasha Lug Chelsea Boot - Black - DKNY Boots

    Sasha Lug Chelsea Boot - Black - DKNY Boots

    Women's DKNY Sasha Lug Chelsea Boot - Black - Ankle boots Thick lugs and a flared platform lend futuristic design lines to a sleek Chelsea boot featuring a rear zip with branded hardware. more

    $225.00

    FREE shipping

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    WIDE FIT Darcy Chelsea Boot - black

    WIDE FIT Darcy Chelsea Boot - black

    Elevate your look with the Darcy Chelsea Boot. Perfect for AM to PM, enjoy the stylish detailing and ultra comfortable cushioned insoles. Key Features Include:- Rounded toe ankle boot- Wide width fit- Side zip closure- Cloudwalkers cushioned insole-... more

    $99.99 $69.99

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    Sahara Block Heel Chelsea Boot - Black - Paul Green Boots

    Sahara Block Heel Chelsea Boot - Black - Paul Green Boots

    Women's Paul Green Sahara Block Heel Chelsea Boot - Black - Ankle boots A treaded sole and stacked block bring a touch of edge to this round-toe Chelsea boot featuring flexible hidden gore insets and a side zip for easy on and off. 3 1/4" heel; 3/4"... more

    $520.00 $360.00

    FREE shipping

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    Essential Chelsea Boot - Natural - Free People Boots

    Essential Chelsea Boot - Natural - Free People Boots

    Women's Free People Essential Chelsea Boot - Natural - Ankle boots A basket-weave motif adds subtle texture to a block-heel Chelsea boot that instantly refines your look. 2 1/2" heel 6 1/2" shaft Back zip closure; elastic gore insets Leather... more

    $198.00

    FREE shipping

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    The North Face Edition Soukuu Nuptse Boots

    The North Face Edition Soukuu Nuptse Boots

    Women's Undercover The North Face Edition Soukuu Nuptse Boots - Black - Ankle boots Ankle-high down-filled quilted recycled PET ripstop boots in navy and black. · Logo printed at vamp · Zip expansion panel · Bungee-style drawstring at collar · Logo... more

    $200.00

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    Frye Alton Chelsea Ankle Boot - Brown

    Frye Alton Chelsea Ankle Boot - Brown

    Say hello to the perfect, most versatile boot. The ankle height makes this style easily transition from day to night. Wear them with your favorite skinny jeans and tee for a more laid back look, or pair them with your favorite mini dress and jacket for... more

    $320.00 $187.00

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    Vance Co. Shoes Vance Co. Men's Pratt Ankle Boot - Black - 9

    Vance Co. Shoes Vance Co. Men's Pratt Ankle Boot - Black - 9

    These men's Chelsea boots by Vance Co feature premium faux leather uppers that rise to the ankles with stylish distressed faux leather detail and zipper accent. Top-stitching borders treaded outsoles with sturdy block heels to complete the style. Heel... more

    $54.99

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    Vance Co. Shoes Vance Co. Men's Pratt Ankle Boot - Black - 7.5

    Vance Co. Shoes Vance Co. Men's Pratt Ankle Boot - Black - 7.5

    These men's Chelsea boots by Vance Co feature premium faux leather uppers that rise to the ankles with stylish distressed faux leather detail and zipper accent. Top-stitching borders treaded outsoles with sturdy block heels to complete the style. Heel... more

    $54.99

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    Free People Shoes | Free People James Leather Chelsea Ankle Boots Size 36 Us 6 New In Box | Color: Cream/White | Size: 6

    Free People Shoes | Free People James Leather Chelsea Ankle Boots Size 36 Us 6 New In Box | Color: Cream/White | Size: 6

    Free People James Leather Chelsea Ankle Boots White Size 36 Equivalent To Us 6 Side Zip Elasticized Inset Cushioned Footbed 6" Shaft Height 3.5" Inch Chunky Heel With 1" Platform New In Box more

    $91.00

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    Free People Shoes | Free People James Chelsea Cream Lugged Sole Chunky Ankle Boot, Size 37.5 | Color: Cream | Size: 37.5 (Us 7)

    Free People Shoes | Free People James Chelsea Cream Lugged Sole Chunky Ankle Boot, Size 37.5 | Color: Cream | Size: 37.5 (Us 7)

    Relatively Lighter Wear, Pre-Owned Condition, But Not Totally Without Blemish. Color: Cream Leather Vamp Side Zipper For Ease Of On And Off Cushioned Interior Foot Bed Expandable Accent Inset For Optimal Comfort Fit Approximate Measurements 6” Shaft... more

    $75.00

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    Anthropologie Shoes | Aa Copenhagen Red Waxed Suede Chelsea Ankle Boot 36 New | Color: Red | Size: 6

    Anthropologie Shoes | Aa Copenhagen Red Waxed Suede Chelsea Ankle Boot 36 New | Color: Red | Size: 6

    Actual Item Shown In Pictures. Brand: Aa Copenhagen Model: Chloe Condition: New With Box Style: Modern Fashion Antiqued Ankle Boots Size: Ladies Euro 36 Measurements: Shaft Height: 6 In. Height Without Heel Heel: 1 In. Shaft Circumference: 10 In.... more

    $55.00

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    Madewell Shoes | Madewell The Bryce Chelsea Suede Stocked Heel Ankle Boots Side Zipper | Color: Brown | Size: 8

    Madewell Shoes | Madewell The Bryce Chelsea Suede Stocked Heel Ankle Boots Side Zipper | Color: Brown | Size: 8

    Madewell The Bryce Chelsea Suede Stocked Heel Ankle Boots Side Zipper Women Size 8 Almond Toe 2.5” Heel Small Scuff See Photos more

    $60.00

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    Free People Shoes | Free People James Leather Chelsea Ankle Boots Size 41 Us 11 New In Box | Color: Cream/White | Size: 11

    Free People Shoes | Free People James Leather Chelsea Ankle Boots Size 41 Us 11 New In Box | Color: Cream/White | Size: 11

    Free People James Leather Chelsea Ankle Boots White Size 41 Equivalent To Us 11 Side Zip Elasticized Inset Cushioned Footbed 6" Shaft Height 3.5" Inch Chunky Heel With 1" Platform New In Box more

    $91.00

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    Kate Spade Shoes | Kate Spade New York Edimburg Black Chelsea Ankle Rain Boot New | Color: Black/Gold | Size: 11

    Kate Spade Shoes | Kate Spade New York Edimburg Black Chelsea Ankle Rain Boot New | Color: Black/Gold | Size: 11

    Kate Spade New York Edimburg Black Chelsea Ankle Rain Boot New Size 11 New Without Original Box Approx 1-1/2" Heel Round-Toe Pull-On Boots With Goring At Sides Gold-Tone Piping At Welt Back Heel Tab Upper And Outer Sole: Polyvinyl Chloride; Inner... more

    $109.00

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    Free People Shoes | Free People James Chelsea Black Boots Chunky Feels Ankle Booties 38.5 Us 8.5 | Color: Black/Cream | Size: 8.5

    Free People Shoes | Free People James Chelsea Black Boots Chunky Feels Ankle Booties 38.5 Us 8.5 | Color: Black/Cream | Size: 8.5

    New With Box Size 38.5 / Us 8.5 Make A Statement In These So Cool Leather Chelsea Boots Featured In A Chunky Heeled Design With Elastic Side Details And A Slim Silhouette. These Boots Feature Intentionally Distressed Detailing For A Worn-In Look. Side... more

    $180.00

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    Coach Shoes | Coach X Tabitha Simmons Velvet Black Chelsea Hiker Ankle Boots | Color: Black | Size: 8

    Coach Shoes | Coach X Tabitha Simmons Velvet Black Chelsea Hiker Ankle Boots | Color: Black | Size: 8

    Coach X Tabitha Simmons Velvet Black Chelsea Ankle Booties Velvet Upper Man-Made Leather Lining And Footbed Rubber Outsole Zip Closure Shaft: 4 1/2" Height, 9" Circumference 1" Heel This Special Collaboration Between Coach And Designer Tabitha Simmons... more

    $149.00

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    Free People Shoes | Free People James Leather Chelsea Ankle Boots Size 36 Us 6 New In Box | Color: Cream/White | Size: 6

    Free People Shoes | Free People James Leather Chelsea Ankle Boots Size 36 Us 6 New In Box | Color: Cream/White | Size: 6

    Free People James Leather Chelsea Ankle Boots White Size 36 Equivalent To Us 6 Side Zip Elasticized Inset Cushioned Footbed 6" Shaft Height 3.5" Inch Chunky Heel With 1" Platform New In Box more

    $91.00

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    Free People Shoes | Free People Arlo Santa Fe Croc Embossed Chelsea Ankle Boots Tan | Color: Brown/Tan | Size: 7.5

    Free People Shoes | Free People Arlo Santa Fe Croc Embossed Chelsea Ankle Boots Tan | Color: Brown/Tan | Size: 7.5

    Free People Arlo Santa Fe Croc Embossed Chelsea Ankle Boots Tan Size 37. Fit Close To A Larger Size 7.5 Has A Small Scuff Along Right Shoe On Front. Minimal, However Excellent Pre-Owned Condition Otherwise True To Size* Amp Up Your Style In Thie Arlo... more

    $63.00

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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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    Free People Shoes | Free People James Tan Brown Leather Chunky James Chelsea Ankle Boots Ne W | Color: Brown/Tan | Size: 11

    Free People Shoes | Free People James Tan Brown Leather Chunky James Chelsea Ankle Boots Ne W | Color: Brown/Tan | Size: 11

    New With Box Free People James Tan Brown Leather Chunky James Chelsea Ankle Boots Inside Zippers, Chunky, Apx 3.5" Heel, 1" Platform Size 41 more

    $138.00

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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 James Chelsea Ankle Velvet Boots | Color: Black | Size: 37

    Free People Shoes | Free People James Chelsea Ankle Velvet Boots | Color: Black | Size: 37

    Free People James Chelsea Crushed Velvet Chunky Sole Ankle Boot A Chunky Block Heel And Lugged Sole Classic Chelsea Boot Slim Silhouette Bootie Side Zip And Elasticized Insert Details Cushioned Footbed 3,5 “ Chunky Heel With 1” Platform Almond Toe... more

    $145.00

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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 James Leather Chelsea Ankle Boots Size 41 Us 11 New In Box | Color: Cream/White | Size: 11

    Free People Shoes | Free People James Leather Chelsea Ankle Boots Size 41 Us 11 New In Box | Color: Cream/White | Size: 11

    Free People James Leather Chelsea Ankle Boots White Size 41 Equivalent To Us 11 Side Zip Elasticized Inset Cushioned Footbed 6" Shaft Height 3.5" Inch Chunky Heel With 1" Platform New In Box more

    $91.00

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    Free People Shoes | Free People James Leather Chelsea Ankle Boots Size 39.5 Us 9.5 New In Box | Color: Cream/White | Size: 9.5

    Free People Shoes | Free People James Leather Chelsea Ankle Boots Size 39.5 Us 9.5 New In Box | Color: Cream/White | Size: 9.5

    Free People James Leather Chelsea Ankle Boots White Size 39.5 Equivalent To Us 9.5 Side Zip Elasticized Inset Cushioned Footbed 6" Shaft Height 3.5" Inch Chunky Heel With 1" Platform New In Box more

    $91.00

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    Free People Shoes | Free People James Leather Chelsea Ankle Boots Size 39 Us 9 New In Box | Color: Cream/White | Size: 9

    Free People Shoes | Free People James Leather Chelsea Ankle Boots Size 39 Us 9 New In Box | Color: Cream/White | Size: 9

    Free People James Leather Chelsea Ankle Boots White Size 39 Equivalent To Us 9 Side Zip Elasticized Inset Cushioned Footbed 6" Shaft Height 3.5" Inch Chunky Heel With 1" Platform New In Box more

    $91.00

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    Free People Shoes | Free People Navy Blue Vance Double Tab Cracked Patent Leather Chelsea Boot 38 8 | Color: Blue | Size: 8

    Free People Shoes | Free People Navy Blue Vance Double Tab Cracked Patent Leather Chelsea Boot 38 8 | Color: Blue | Size: 8

    Free People Vance Double Tab Chelsea Boot Crackle Patent Leather Navy Blue Inside Zipper * Brown Trim * Wood Platform New Without Box * Size: 38/ 8 Retail Price: $298.00 2.25" Rubber Lug Heel more

    $100.00

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    Anthropologie Shoes | Anthropologie Lucky Penny Navy Leather And Suede Ankle Boots | Color: Blue/Red | Size: 8

    Anthropologie Shoes | Anthropologie Lucky Penny Navy Leather And Suede Ankle Boots | Color: Blue/Red | Size: 8

    The Cutest Navy Heel Booties With Argyle Red/Blue Laces - Super Adorable And Unique. Size: 8 Euc. Really Great Condition. Some Minor Wear On Toes. Please See Pics. Soles Look Great! Color: Navy Blue With Red/Blue Laces Side Zip For Easy On Round Toe 3... more

    $50.00

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    Anthropologie Shoes | Anthropologie Hudson Revelin Navy Suede Ankle Boots Size 38 H London | Color: Blue | Size: 38eu

    Anthropologie Shoes | Anthropologie Hudson Revelin Navy Suede Ankle Boots Size 38 H London | Color: Blue | Size: 38eu

    Founded In East London In 1990, Hudson Has Street-Style Roots, A Deep Respect For Tradition And An Effortless Affinity For What's Brand New. Each Of Their Borrowed-From-The-Boys Styles Aims To Delight Their Fashion-Forward Fans - Always Experimenting... more

    $31.00

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    Free People Shoes | Free People Shadow Lark Cure Blue Leather Ankle Chelsea Bootie Sz 6 | Color: Blue | Size: 6

    Free People Shoes | Free People Shadow Lark Cure Blue Leather Ankle Chelsea Bootie Sz 6 | Color: Blue | Size: 6

    Free People Shadow Lark Ankle Chelsea Bootie Sz 6 Navy Perforated Leather Hidden Snaps On One Side Side Zipper On Other Side Ankle Boots, Chelsea Style Small Heel Cute Stitched Detail On Side Size 36 Pre-Owned Have Some Wear But Still Lots Of Left... more

    $45.00

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    Free People Shoes | Free Peoples Lug Sole Chunky Heel Ankle Bootie James Chelsea White Leather New | Color: White | Size: Various

    Free People Shoes | Free Peoples Lug Sole Chunky Heel Ankle Bootie James Chelsea White Leather New | Color: White | Size: Various

    Make A Statement In These So Cool Leather Chelsea Boots Featured In A Chunky Heeled Design With Elastic Side Details And A Slim Silhouette. These Boots Feature Intentionally Distressed Detailing For A Worn In Look Side Zipper Closure Cushioned Insole... more

    $150.00

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    Madewell Shoes | Madewell Booties Bryce Suede Leather Chelsea Ankle Black Size 10 Style M4674 | Color: Black | Size: 10

    Madewell Shoes | Madewell Booties Bryce Suede Leather Chelsea Ankle Black Size 10 Style M4674 | Color: Black | Size: 10

    Madewell Booties Bryce Suede Leather Chelsea Ankle Black Size 10 Style M4674. Madewell Bryce Ankle Boots Booties Black Suede Leather M4674 Side Zip Biker Westernexcellent Condition more

    $59.00

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    Free People Shoes | Free People Shadow Lark Ankle Chelsea Bootie | Color: Blue | Size: 36

    Free People Shoes | Free People Shadow Lark Ankle Chelsea Bootie | Color: Blue | Size: 36

    The Cutest Booties That I’ve Been Holding On To. They Have Natural Distressed Color. The Bottoms Are Like This Wooden Sole, So The Bottom Has That Same Worn Distressed Look From Being Worn. Tts Navy Perforated Leather Snaps On One Side, Zipper On The... more

    $45.00

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    Anthropologie Shoes | Anthropologie Jacinta Green Camo Print Leather Chelsea Boots Eu 40 | Color: Green | Size: 9.5

    Anthropologie Shoes | Anthropologie Jacinta Green Camo Print Leather Chelsea Boots Eu 40 | Color: Green | Size: 9.5

    Ankle Height Booties Square Toe Pull On Style No Zip more

    $53.00

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    American Eagle Outfitters Shoes | American Eagle Chelsea Boots | Color: Brown/Tan | Size: 9

    American Eagle Outfitters Shoes | American Eagle Chelsea Boots | Color: Brown/Tan | Size: 9

    Really Cute Chelsea Boots Size 9. Worn Only A Few Times In Great Condition. Beautiful Quality Leather Material. Ankle Height, Zip Closure. more

    $20.00

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    More information about Men's Shoes

    Best prices on Old navy ankle boots chelsea, Zipper in Men's Shoes online. Visit Bizrate to find the best deals on top brands. Read reviews on Clothing & Accessories merchants and buy with confidence.