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    Best Seller
    Free People Shoes | Free People James Chelsea Chunky Lug Sole Boot 11 | Color: Tan | Size: 11

    Free People Shoes | Free People James Chelsea Chunky Lug Sole Boot 11 | Color: Tan | Size: 11

    This Cool And Fashion Forward Bootie Is From Free People. A Chunky Block Heel And Lugged Sole Bring Sturdy Utilitarian Height To A Classic Chelsea Boot With Hidden Elastic-Gore Insets At The Sides. Features: Lug Sole Style, Elastic Panels On Both... more

    $125.00

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    Madewell Shoes | Madewell Nwot Carina Platform Chelsea Boot Sz 7 Cloudlift Lite Chunky Heel | Color: Brown | Size: 7

    Madewell Shoes | Madewell Nwot Carina Platform Chelsea Boot Sz 7 Cloudlift Lite Chunky Heel | Color: Brown | Size: 7

    This Classic Chelsea Boot Is Made For Walkin', Thanks To The Lightweight Eva Platform And Chunky Heel. Made Of Smooth Leather, It's The Edgy Pair That Can Be Worn With Everything From Dresses To Jeans. And, Cushiness Alert: Our Mwl Cloudlift Lite... more

    $128.00

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    Best Seller
    Holloway Chelsea Boot

    Holloway Chelsea Boot

    Men's Territory Holloway Chelsea Boot - Brown - Casual boots A unique take on a traditional profile, the Holloway Chelsea boot by Territory is sure to catch the onlooker's attention. Elastic stretch panels at the ankle offer a comfortable slip-on... more

    $79.99

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    Georgia Boot Eagle One Chelsea Soft Toe WP - Mens 11 Brown Slip On Medium

    Georgia Boot Eagle One Chelsea Soft Toe WP - Mens 11 Brown Slip On Medium

    *The Georgia Boot Eagle One waterproof chelsea work boot packs heavy-duty performance in a lightweight easy-to-slip-on boot *SPR full-grain leather upper *Nylon pull tabs *Georgia waterproof system *4" shaft height *Twin elastic gore panels for a great... more

    $164.95

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    Georgia Boot Eagle One Chelsea Soft Toe WP - Mens 8.5 Brown Slip On Medium

    Georgia Boot Eagle One Chelsea Soft Toe WP - Mens 8.5 Brown Slip On Medium

    *The Georgia Boot Eagle One waterproof chelsea work boot packs heavy-duty performance in a lightweight easy-to-slip-on boot *SPR full-grain leather upper *Nylon pull tabs *Georgia waterproof system *4" shaft height *Twin elastic gore panels for a great... more

    $164.95

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    Georgia Boot Eagle One Chelsea Soft Toe WP - Mens 10 Brown Slip On Medium

    Georgia Boot Eagle One Chelsea Soft Toe WP - Mens 10 Brown Slip On Medium

    *The Georgia Boot Eagle One waterproof chelsea work boot packs heavy-duty performance in a lightweight easy-to-slip-on boot *SPR full-grain leather upper *Nylon pull tabs *Georgia waterproof system *4" shaft height *Twin elastic gore panels for a great... more

    $164.95

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    Madewell Shoes | Madewell Carina Platform Chelsea Boots Nh200 Brown 9.5 | Color: Black/Brown | Size: 9.5

    Madewell Shoes | Madewell Carina Platform Chelsea Boots Nh200 Brown 9.5 | Color: Black/Brown | Size: 9.5

    This Classic Chelsea Boot Is Made For Walkin', Thanks To The Lightweight Eva Platform And Chunky Heel. Made Of Smooth Leather, It's The Edgy Pair That Can Be Worn With Everything From Dresses To Jeans. And, Cushiness Alert: Our Mwl Cloudlift Lite... more

    $108.00

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    Roamers Mens Waxy Leather Chelsea Boots - Brown - UK 12 / US 13

    Roamers Mens Waxy Leather Chelsea Boots - Brown - UK 12 / US 13

    - Sole Features: Lightweight - Fastening: Slip-on - Fabric Technology: Memory foam - High density sock, pull tab, twin gusset - Flat - Cut: Ankle high - Design: 2 panel, plain more

    $65.99 $43.70

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    Roamers Mens Waxy Leather Chelsea Boots - Brown - UK 11 / US 12

    Roamers Mens Waxy Leather Chelsea Boots - Brown - UK 11 / US 12

    - Sole Features: Lightweight - Fastening: Slip-on - Fabric Technology: Memory foam - High density sock, pull tab, twin gusset - Flat - Cut: Ankle high - Design: 2 panel, plain more

    $65.99 $43.70

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    Roamers Mens Waxy Leather Chelsea Boots - Brown - UK 7 / US 8

    Roamers Mens Waxy Leather Chelsea Boots - Brown - UK 7 / US 8

    - Sole Features: Lightweight - Fastening: Slip-on - Fabric Technology: Memory foam - High density sock, pull tab, twin gusset - Flat - Cut: Ankle high - Design: 2 panel, plain more

    $65.99 $43.70

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    Georgia Boot Eagle One Chelsea Soft Toe WP - Mens 9.5 Brown Slip On W

    Georgia Boot Eagle One Chelsea Soft Toe WP - Mens 9.5 Brown Slip On W

    *The Georgia Boot Eagle One waterproof chelsea work boot packs heavy-duty performance in a lightweight easy-to-slip-on boot *SPR full-grain leather upper *Nylon pull tabs *Georgia waterproof system *4" shaft height *Twin elastic gore panels for a great... more

    $164.95

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    Georgia Boot Eagle One Chelsea Soft Toe WP - Mens 12 Brown Slip On W

    Georgia Boot Eagle One Chelsea Soft Toe WP - Mens 12 Brown Slip On W

    *The Georgia Boot Eagle One waterproof chelsea work boot packs heavy-duty performance in a lightweight easy-to-slip-on boot *SPR full-grain leather upper *Nylon pull tabs *Georgia waterproof system *4" shaft height *Twin elastic gore panels for a great... more

    $164.95

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    Georgia Boot Eagle One Chelsea Soft Toe WP - Mens 11.5 Brown Slip On Medium

    Georgia Boot Eagle One Chelsea Soft Toe WP - Mens 11.5 Brown Slip On Medium

    *The Georgia Boot Eagle One waterproof chelsea work boot packs heavy-duty performance in a lightweight easy-to-slip-on boot *SPR full-grain leather upper *Nylon pull tabs *Georgia waterproof system *4" shaft height *Twin elastic gore panels for a great... more

    $164.95

    FREE shipping

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    Georgia Boot Eagle One Chelsea Soft Toe WP - Mens 9.5 Brown Slip On Medium

    Georgia Boot Eagle One Chelsea Soft Toe WP - Mens 9.5 Brown Slip On Medium

    *The Georgia Boot Eagle One waterproof chelsea work boot packs heavy-duty performance in a lightweight easy-to-slip-on boot *SPR full-grain leather upper *Nylon pull tabs *Georgia waterproof system *4" shaft height *Twin elastic gore panels for a great... more

    $164.95

    FREE shipping

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    Georgia Boot Eagle One Chelsea Soft Toe WP - Mens 10.5 Brown Slip On Medium

    Georgia Boot Eagle One Chelsea Soft Toe WP - Mens 10.5 Brown Slip On Medium

    *The Georgia Boot Eagle One waterproof chelsea work boot packs heavy-duty performance in a lightweight easy-to-slip-on boot *SPR full-grain leather upper *Nylon pull tabs *Georgia waterproof system *4" shaft height *Twin elastic gore panels for a great... more

    $164.95

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    Georgia Boot Eagle One Chelsea Soft Toe WP - Mens 13 Brown Slip On Medium

    Georgia Boot Eagle One Chelsea Soft Toe WP - Mens 13 Brown Slip On Medium

    *The Georgia Boot Eagle One waterproof chelsea work boot packs heavy-duty performance in a lightweight easy-to-slip-on boot *SPR full-grain leather upper *Nylon pull tabs *Georgia waterproof system *4" shaft height *Twin elastic gore panels for a great... more

    $164.95

    FREE shipping

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    Georgia Boot Eagle One Chelsea Soft Toe WP - Mens 11.5 Brown Slip On W

    Georgia Boot Eagle One Chelsea Soft Toe WP - Mens 11.5 Brown Slip On W

    *The Georgia Boot Eagle One waterproof chelsea work boot packs heavy-duty performance in a lightweight easy-to-slip-on boot *SPR full-grain leather upper *Nylon pull tabs *Georgia waterproof system *4" shaft height *Twin elastic gore panels for a great... more

    $164.95

    FREE shipping

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    Georgia Boot Eagle One Chelsea Soft Toe WP - Mens 12 Brown Slip On Medium

    Georgia Boot Eagle One Chelsea Soft Toe WP - Mens 12 Brown Slip On Medium

    *The Georgia Boot Eagle One waterproof chelsea work boot packs heavy-duty performance in a lightweight easy-to-slip-on boot *SPR full-grain leather upper *Nylon pull tabs *Georgia waterproof system *4" shaft height *Twin elastic gore panels for a great... more

    $164.95

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    Georgia Boot Eagle One Chelsea Steel Toe WP - Mens 11.5 Brown Slip On Medium

    Georgia Boot Eagle One Chelsea Steel Toe WP - Mens 11.5 Brown Slip On Medium

    *The Georgia Boot Eagle One waterproof chelsea work boot packs heavy-duty performance in a lightweight easy-to-slip-on boot *SPR full-grain leather upper *Nylon pull tabs *Georgia waterproof system *4" shaft height *Twin elastic gore panels for a great... more

    $169.95

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    Georgia Boot Eagle One Chelsea Soft Toe WP - Mens 11 Brown Slip On W

    Georgia Boot Eagle One Chelsea Soft Toe WP - Mens 11 Brown Slip On W

    *The Georgia Boot Eagle One waterproof chelsea work boot packs heavy-duty performance in a lightweight easy-to-slip-on boot *SPR full-grain leather upper *Nylon pull tabs *Georgia waterproof system *4" shaft height *Twin elastic gore panels for a great... more

    $164.95

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    Georgia Boot Eagle One Chelsea Soft Toe WP - Mens 8.5 Brown Slip On W

    Georgia Boot Eagle One Chelsea Soft Toe WP - Mens 8.5 Brown Slip On W

    *The Georgia Boot Eagle One waterproof chelsea work boot packs heavy-duty performance in a lightweight easy-to-slip-on boot *SPR full-grain leather upper *Nylon pull tabs *Georgia waterproof system *4" shaft height *Twin elastic gore panels for a great... more

    $164.95

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    Georgia Boot Eagle One Chelsea Soft Toe WP - Mens 9 Brown Slip On W

    Georgia Boot Eagle One Chelsea Soft Toe WP - Mens 9 Brown Slip On W

    *The Georgia Boot Eagle One waterproof chelsea work boot packs heavy-duty performance in a lightweight easy-to-slip-on boot *SPR full-grain leather upper *Nylon pull tabs *Georgia waterproof system *4" shaft height *Twin elastic gore panels for a great... more

    $164.95

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    Georgia Boot Eagle One Chelsea Steel Toe WP - Mens 9.5 Brown Slip On Medium

    Georgia Boot Eagle One Chelsea Steel Toe WP - Mens 9.5 Brown Slip On Medium

    *The Georgia Boot Eagle One waterproof chelsea work boot packs heavy-duty performance in a lightweight easy-to-slip-on boot *SPR full-grain leather upper *Nylon pull tabs *Georgia waterproof system *4" shaft height *Twin elastic gore panels for a great... more

    $169.95

    FREE shipping

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    Georgia Boot Eagle One Chelsea Soft Toe WP - Mens 9 Brown Slip On Medium

    Georgia Boot Eagle One Chelsea Soft Toe WP - Mens 9 Brown Slip On Medium

    *The Georgia Boot Eagle One waterproof chelsea work boot packs heavy-duty performance in a lightweight easy-to-slip-on boot *SPR full-grain leather upper *Nylon pull tabs *Georgia waterproof system *4" shaft height *Twin elastic gore panels for a great... more

    $164.95

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    Madewell Shoes | Madewell The Carina Platform Chelsea Boot Nh200 | Color: Green | Size: Various

    Madewell Shoes | Madewell The Carina Platform Chelsea Boot Nh200 | Color: Green | Size: Various

    This Classic Chelsea Boot Is Made For Walkin', Thanks To The Lightweight Eva Platform And Chunky Heel. Made Of Smooth Leather, It's The Edgy Pair That Can Be Worn With Everything From Dresses To Jeans. And, Cushiness Alert: Our Mwl Cloudlift Lite... more

    $95.00

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    Free People Shoes | Free People // Paloma Barcelo Morrison Chelsea Boots Rust Suede Size 37 | Color: Black/Red | Size: 37

    Free People Shoes | Free People // Paloma Barcelo Morrison Chelsea Boots Rust Suede Size 37 | Color: Black/Red | Size: 37

    New Without Box Free People // Paloma Barcelo Gaia - Morrison Chelsea Boots Eur Size 37 Retail $368 Absolutely Amazing, Comfortable And Light Weight!! So Cool Spanish-Crafted Chelsea Boots Featured In A Soft Suede Style With A Chunky Lug Sole And Bold... more

    $198.00

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    Madewell Shoes | Madewell Carina Platform Chelsea Lugsole Boots Harvest Moon Off White Cream 9.5 | Color: Cream/White | Size: 9.5

    Madewell Shoes | Madewell Carina Platform Chelsea Lugsole Boots Harvest Moon Off White Cream 9.5 | Color: Cream/White | Size: 9.5

    Madewell The Carina Platform Chelsea Boot Lugsole Heeled Boots Harvest Moon Off White Cream New In Box 9.5 This Classic Chelsea Boot Is Made For Walkin', Thanks To The Lightweight Eva Platform And Chunky Heel. Made Of Smooth Leather, It's The Edgy Pair... more

    $198.00

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    Free People Shoes | Free People Brooks Cherry Chocolate Lug Sole Chelsea Boot Size 37/ 6.5 | Color: Brown/Red | Size: 6.5

    Free People Shoes | Free People Brooks Cherry Chocolate Lug Sole Chelsea Boot Size 37/ 6.5 | Color: Brown/Red | Size: 6.5

    Free People Brooks Chelsea Lug Boot Cherry Chocolate Sz 37/ 6.5 Chunky Sole Inside Zipper Elastic Outer Worn Once Slight Scuffs On Outer Inside/ Not Unsightly Some Scuffs On Inner Right Sole As Shown In Pics Great Preowned Condition Smoke-Free, Pet... more

    $24.00

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    Madewell Shoes | Madewell Carina Platform Black Heeled Leather Chelsea Boot Us Size 7 | Color: Black | Size: 7

    Madewell Shoes | Madewell Carina Platform Black Heeled Leather Chelsea Boot Us Size 7 | Color: Black | Size: 7

    This Classic Chelsea Boot Is Made For Walkin', Thanks To The Lightweight Eva Platform And Chunky Heel. This Boot Is A Smooth Leather, An Edgy Pair Of Boots That Can Be Worn With Everything From Dresses To Jeans. * 5 1/4" Shaft Height * 2 1/2" Heel. *... more

    $165.00

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    Free People Shoes | Free People // Paloma Barcelo Morrison Chelsea Boots Navy Blue Size 37 | Color: Blue | Size: 37

    Free People Shoes | Free People // Paloma Barcelo Morrison Chelsea Boots Navy Blue Size 37 | Color: Blue | Size: 37

    New Without Box Free People // Paloma Barcelo Gaia - Morrison Chelsea Boots Size Eur 37 Retail $368 Absolutely Amazing, Comfortable And Light Weight!! So Cool Spanish-Crafted Chelsea Boots Featured In A Soft Suede Style With A Chunky Lug Sole And Bold... more

    $268.00

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    Madewell Shoes | Madewell Bryce Chelsea Boot In Suede Size 8.5 | Color: Tan | Size: 8.5

    Madewell Shoes | Madewell Bryce Chelsea Boot In Suede Size 8.5 | Color: Tan | Size: 8.5

    Easy, Slip-On, Low-Top Ankle Boots In Neutral Tan Color. Light Weight. Size 8.5. Might Run A Touch Big. Good Condition. Genuine Leather Liner And Suede Exterior. Style E9336. more

    $18.00

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    Free People Shoes | Free People Brooks Moss Leather Lugged Sole Tab Pull On Tall Boots 36.5 | Color: Green | Size: 6.5

    Free People Shoes | Free People Brooks Moss Leather Lugged Sole Tab Pull On Tall Boots 36.5 | Color: Green | Size: 6.5

    Elevate Your Shoe Collection With These Free People Brooks Moss Leather Lugged Sole Tab Pull On Tall Boots. These Slip-On Boots Feature A Round Toe Shape, Chunky Heel Style, And Knee-High Shoe Shaft Style. The Durable Rubber Sole Outsole Material... more

    $135.00

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    Roamers Mens Waxy Leather Chelsea Boots - Brown - UK 9 / US 10

    Roamers Mens Waxy Leather Chelsea Boots - Brown - UK 9 / US 10

    - Sole Features: Lightweight - Fastening: Slip-on - Fabric Technology: Memory foam - High density sock, pull tab, twin gusset - Flat - Cut: Ankle high - Design: 2 panel, plain more

    $75.99 $57.70

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    Roamers Mens Waxy Leather Chelsea Boots - Brown - UK 10 / US 11

    Roamers Mens Waxy Leather Chelsea Boots - Brown - UK 10 / US 11

    - Sole Features: Lightweight - Fastening: Slip-on - Fabric Technology: Memory foam - High density sock, pull tab, twin gusset - Flat - Cut: Ankle high - Design: 2 panel, plain more

    $65.99 $43.70

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    Roamers Mens Waxy Leather Chelsea Boots - Brown - UK 6 / US 7

    Roamers Mens Waxy Leather Chelsea Boots - Brown - UK 6 / US 7

    - Sole Features: Lightweight - Fastening: Slip-on - Fabric Technology: Memory foam - High density sock, pull tab, twin gusset - Flat - Cut: Ankle high - Design: 2 panel, plain more

    $65.99 $43.70

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    Roamers Mens Waxy Leather Chelsea Boots - Brown - UK 8 / US 9

    Roamers Mens Waxy Leather Chelsea Boots - Brown - UK 8 / US 9

    - Sole Features: Lightweight - Fastening: Slip-on - Fabric Technology: Memory foam - High density sock, pull tab, twin gusset - Flat - Cut: Ankle high - Design: 2 panel, plain more

    $65.99 $43.70

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    More information about Men's Shoes

    Best prices on Chunky slip on chelsea boots, Lightweight 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.