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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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Ramiro Chelsea Boot

Ramiro Chelsea Boot

Men's Call It Spring Ramiro Chelsea Boot - Brown - Casual boots Make your simple tee and navy jeans look elegant with the Call It Spring Ramiro Chelsea boot. Dual elastic panels let you comfortably wear the round-toe boot, featuring sustainable B.E.D... more

$79.99

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Best Seller
Leather Chelsea Boots

Leather Chelsea Boots

Men's Tod's Leather Chelsea Boots - Black - Casual boots Chelsea boots are an enduring classic in any wardrobe. Tod's version is made from polished leather stamped with the brand's monogram and rubber pebble detailing on the heel. Wear them with... more

$599.76

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Madewell Shoes | Madewell Pauline Black Leather Block Heel Boots | Color: Black | Size: 9

Madewell Shoes | Madewell Pauline Black Leather Block Heel Boots | Color: Black | Size: 9

Madewell Pauline Black Leather Block Heel Boots Size 9 A Wear-Everywhere Ankle Boot Made Of Rich Leather, Right Down To The Easy-To-Break-In Soles. This Sleek Design Is Cut At Just The Right Height On The Leg To Pair With Cropped Denim. 21/4” Heel.... more

$89.00

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Madewell Shoes | Madewell Royal Blue Velvet 2.5” Heel Ankle Boots | Color: Blue | Size: 10

Madewell Shoes | Madewell Royal Blue Velvet 2.5” Heel Ankle Boots | Color: Blue | Size: 10

Madewell Royal Blue Velvet Ankle Boot With 2.5” Heel And Zipper In Back more

$63.00

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Madewell Shoes | Madewell Pauline Neutral Taupe Suede Leather Ankle Boots Size 6.5 | Color: Brown/Tan | Size: 6.5

Madewell Shoes | Madewell Pauline Neutral Taupe Suede Leather Ankle Boots Size 6.5 | Color: Brown/Tan | Size: 6.5

Madewell Pauline Neutral Taupe Suede Leather Booties With Thick Square Heels For Easy Walk. Size: 6.5 Narrow Toe, Snug On 6.5 Best Fit For 6 Us. These Retail For $228. Uppers Are In Pristine Condition. They Have Light Markings In The Interior (See... more

$20.00

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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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® 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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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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Michael Kors Miller Chelsea Boot Brown 10

Michael Kors Miller Chelsea Boot Brown 10

The Miller boot will add instant polish to denim and the season’s flirty dresses alike. Designed in a timeless silhouette, this stylish pair features stretch side panels and a back pull tab for ease of wear. The slight heel and all-around platform add... more

$255.00 $69.00

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BOGS Kicker Rain Chelsea II - Mens 14 Navy Boot Medium

BOGS Kicker Rain Chelsea II - Mens 14 Navy Boot Medium

*Ultra-soft and flexible rubber upper *100% waterproof *BOGS Max-Wick evaporates sweat to keep feet dry *DuraFresh natural bio-technology activates to fight odors *Pull-on styling with Neo-Tech gore for easy on *BLOOM eco-friendly, algae-based EVA... more

$84.95

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Michael Kors Miller Chelsea Boot Brown 6.5

Michael Kors Miller Chelsea Boot Brown 6.5

The Miller boot will add instant polish to denim and the season’s flirty dresses alike. Designed in a timeless silhouette, this stylish pair features stretch side panels and a back pull tab for ease of wear. The slight heel and all-around platform add... more

$255.00 $69.00

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Georgia Boot Blue Collar Romeo - Mens 10.5 Brown Boot Medium

Georgia Boot Blue Collar Romeo - Mens 10.5 Brown Boot Medium

*With an emphasis on comfort and performance, the Georgia Boot® Blue Collar Chelsea Waterproof Work Pull-On Boot is ready to support you through hard work *Full-grain leather upper with elastic goring and front and back pull tabs *5" shaft height... more

$156.95

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Georgia Boot Blue Collar Romeo - Mens 10 Brown Boot W

Georgia Boot Blue Collar Romeo - Mens 10 Brown Boot W

*With an emphasis on comfort and performance, the Georgia Boot® Blue Collar Chelsea Waterproof Work Pull-On Boot is ready to support you through hard work *Full-grain leather upper with elastic goring and front and back pull tabs *5" shaft height... more

$156.95

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Tecovas Men's The Chance Boots, Round Toe, 6" Shaft, Midnight, Bovine, 1.25" Heel, 13 D

Tecovas Men's The Chance Boots, Round Toe, 6" Shaft, Midnight, Bovine, 1.25" Heel, 13 D

The Chance by Tecovas is a men's chelsea boot with western roots. It has traditional chelsea boot attributes, with a cowboy boot heel. Buy yours today! | Tecovas Men's The Chance, Round Toe Boots, 6" Shaft, Midnight, Bovine, 1.25'' Heel, Size 13 D more

$255.00

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Tecovas Men's The Chance Boots, Round Toe, 6" Shaft, Midnight, Bovine, 1.25" Heel, 12 D

Tecovas Men's The Chance Boots, Round Toe, 6" Shaft, Midnight, Bovine, 1.25" Heel, 12 D

The Chance by Tecovas is a men's chelsea boot with western roots. It has traditional chelsea boot attributes, with a cowboy boot heel. Buy yours today! | Tecovas Men's The Chance, Round Toe Boots, 6" Shaft, Midnight, Bovine, 1.25'' Heel, Size 12 D more

$255.00

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Tecovas Men's The Chance Boots, Round Toe, 6" Shaft, Midnight, Bovine, 1.25" Heel, 9 D

Tecovas Men's The Chance Boots, Round Toe, 6" Shaft, Midnight, Bovine, 1.25" Heel, 9 D

The Chance by Tecovas is a men's chelsea boot with western roots. It has traditional chelsea boot attributes, with a cowboy boot heel. Buy yours today! | Tecovas Men's The Chance, Round Toe Boots, 6" Shaft, Midnight, Bovine, 1.25'' Heel, Size 9 D more

$255.00

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Vance Co. Shoes Hartwell Pull-On Chelsea Boot - Blue - 10

Vance Co. Shoes Hartwell Pull-On Chelsea Boot - Blue - 10

The classic pull-on boot with a modern twist, the Hartwell by Vance Co. This vegan leather design offers a flexible fit with stretch gore accents at the sides. A 6 mm Tru Comfort Foamâ„¢ insole and a lightweight EVA outsole ground the look for extra... more

$79.99

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Vance Co. Shoes Hartwell Pull-On Chelsea Boot - Blue - 9

Vance Co. Shoes Hartwell Pull-On Chelsea Boot - Blue - 9

The classic pull-on boot with a modern twist, the Hartwell by Vance Co. This vegan leather design offers a flexible fit with stretch gore accents at the sides. A 6 mm Tru Comfort Foamâ„¢ insole and a lightweight EVA outsole ground the look for extra... more

$79.99

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Vance Co. Shoes Thorpe Wingtip Chelsea Boot - Blue - 10.5

Vance Co. Shoes Thorpe Wingtip Chelsea Boot - Blue - 10.5

Introducing the Thorpe chelsea boot by Vance Co. These suave boots are made with premium vegan leather for an upscale look. With a comfortable 12 mm Tru Comfort Foamâ„¢ insole and a convenient pull-on silhouette with stretch gore accents, they offer... more

$69.99

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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 $569.00

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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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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 $391.00

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Ramiro Chelsea Boot

Ramiro Chelsea Boot

Men's Call It Spring Ramiro Chelsea Boot - Black - Casual boots Make your simple tee and navy jeans look elegant with the Call It Spring Ramiro Chelsea boot. Dual elastic panels let you comfortably wear the round-toe boot, featuring sustainable B.E.D... more

$79.99

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 $142.00

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Thermal Waterproof Genuine Shearling Lined Chelsea Boot

Thermal Waterproof Genuine Shearling Lined Chelsea Boot

Men's Blundstone Thermal Waterproof Genuine Shearling Lined Chelsea Boot - Blue - Casual boots This waterproof leather Chelsea boot stands up to heat and cold thanks in part to a Vibram sole, while XRD shock absorbers add all-day comfort. A removable... more

$279.95

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Stewart Chelsea Boot

Stewart Chelsea Boot

Men's Blake McKay Stewart Chelsea Boot - Brown - Casual boots Style your navy tee and denim jeans with the fabulous Stewart Chelsea boot from Blake McKay. The water-resistant suede boot, designed with a lasting rubber sole, has dual elastic panels for... more

$164.99

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Graphic Hardware Chelsea Boots

Graphic Hardware Chelsea Boots

Men's Toga Virilis Graphic Hardware Chelsea Boots - Black - Casual boots Buffed leather Chelsea boots in navy. more

$580.00

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Kicker Ii Waterproof Chelsea Rain Boot

Kicker Ii Waterproof Chelsea Rain Boot

Men's Bogs Kicker Ii Waterproof Chelsea Rain Boot - Blue - Casual boots A sturdy rubber upper adds adventure-ready durability to a sporty Chelsea boot featuring a low-profile silhouette and moisture-wicking tech for total comfort. more

$85.00

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Chelsea Boots

Chelsea Boots

Men's Karl Lagerfeld Chelsea Boots - Blue - Casual boots Step up your shoe game with the Karl Lagerfeld Urano IV Chelsea Boot in black. Made from soft brushed leather, these boots feature a contrasting printed Karl logo on the external side, an... more

$340.91 $196.37

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Double Zip Chelsea Boot

Double Zip Chelsea Boot

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

$109.99 $79.98

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Chelsea Boot

Chelsea Boot

Men's Tod's Chelsea Boot - Blue - Casual boots Classic Chelsea style defines this suave boot crafted in soft calfskin leather that's stamped at the side with the label's logo and set on a pebbled sole. Pull-on style with elastic gore insets Leather and... more

$825.00

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Kicker Rain Chelsea Boot

Kicker Rain Chelsea Boot

Men's Bogs Kicker Rain Chelsea Boot - Blue - Casual boots With your comfort and our environment in mind, the Bogs Kicker Chelsea rain boot is designed with an eco-friendly, algae-based BLOOM footbed in an effort to clean polluted water habitats. This... more

$84.99

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Madewell Shoes | Clearance {Madewell} Charley Blue Suede/Black Leather Ankle Boots, Size 6 | Color: Black/Blue | Size: 6

Madewell Shoes | Clearance {Madewell} Charley Blue Suede/Black Leather Ankle Boots, Size 6 | Color: Black/Blue | Size: 6

Condition- Very Good Used Condition, Item Has Been Gently Worn. Please See Photos For Details. From A Smoke-Free, Cat-Free, Dog-Friendly Home. more

$10.00

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Madewell Shoes | Madewell Lowrider Moto Biker Boots New! | Color: Black | Size: 6

Madewell Shoes | Madewell Lowrider Moto Biker Boots New! | Color: Black | Size: 6

Brand New Madewell Lowrider Moto Biker Leather Boots In Black. These Are So Cute And Perfect With Legging Or A Pair Of Distressed Denim. These Are In New Condition But Do Have One Spot On The Back Inside Heal Where The Leather Looks A Little... more

$70.00

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Madewell Shoes | Madewell Burgundy Monk Strap Heeled Boots Size 7 | Color: Red | Size: 7

Madewell Shoes | Madewell Burgundy Monk Strap Heeled Boots Size 7 | Color: Red | Size: 7

A Buckled Monk Strap Adds Easy Sophistication To Polished Leather Madewell Booties. The Toe Narrows To A Rounded Point, Accentuating The Clean, Minimalist Lines. Stacked Heel And Rubber Sole. Leather: Calfskin. Measurements: Heel: 3in / 75mm Shaft:... more

$139.00

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Madewell Shoes | Madewell Leather Combat Boots | Color: Black | Size: 10

Madewell Shoes | Madewell Leather Combat Boots | Color: Black | Size: 10

Genuine Leather Madewell Combat Boots. These Are Comfy, Well-Made, Stylish, And Great Quality Boots. They Look Great Paired With A Fun Fall Dress And A Denim Or Leather Jacket. Or Pair Them With Your Favorite Pair Of Jeans. These Are Perfect! Some... more

$55.00

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Madewell Shoes | ! Madewell $210 The Jillian Boots In Velvet H1535 | Color: Blue | Size: 8.5

Madewell Shoes | ! Madewell $210 The Jillian Boots In Velvet H1535 | Color: Blue | Size: 8.5

Madewell $210 The Jillian Boots In Velvet Blue Ankle H1535 8.5 Per Madewell: Made Of Luxe Velvet, These Sleek Ankle Boots Have Borrowed-From-The-'70s Details Like Capped Toes And Flared Heels. A Pair That's Ready For The Party. 4 1/4" Shaft Height... more

$68.00

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Madewell Shoes | ! Madewell $228 The Billie Boot Suede Shoes E0192 | Color: Blue | Size: Various

Madewell Shoes | ! Madewell $228 The Billie Boot Suede Shoes E0192 | Color: Blue | Size: Various

Madewell $228 The Billie Boot Suede Boots Shoes Ankle E0192 Ink Blue Just Try To Complete Your Fall And Winter Outfits Without Comfortable And Stylish Boots. These Look Great With Skirts Or Pants. Style, Comfort, And Flair -- What More Could You Want... more

$57.00

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More information about Men's Shoes

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