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    Best Seller
    Polo By Ralph Lauren Shoes | Polo Ralph Lauren- Men's Oslo Tumbled Leather Chelsea Boots | Color: Brown | Size: 8

    Polo By Ralph Lauren Shoes | Polo Ralph Lauren- Men's Oslo Tumbled Leather Chelsea Boots | Color: Brown | Size: 8

    Crafted From Tumbled Leather, This Chelsea Boot Version Of Polo Ralph Lauren's Oslo Features Elasticized Side Gores And Signature Pull Tabs. Designed For Lightweight Comfort, It's Finished With A Durable Rubber Lug Sole. Rubber Lug Outsole For Enhanced... more

    $79.00

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    Madewell Shoes | Madewell The Camryn Chelsea Boot In Leather Nh205 | Color: Black | Size: Various

    Madewell Shoes | Madewell The Camryn Chelsea Boot In Leather Nh205 | Color: Black | Size: Various

    Lightweight And Comfy, This Classic Leather Chelsea Boot Has Updated Thick Weather-Sealed Rubber Soles Ready To Take On Whatever The Day Bringsrain Included. Sock-Like Elastic Insets Make Taking These On And Off A Breeze And, Cushiness Alert, Our Mwl... more

    $78.00

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    Best Seller
    Free People Shoes | Free People Chelsea Boot | Color: Brown/Red | Size: 7

    Free People Shoes | Free People Chelsea Boot | Color: Brown/Red | Size: 7

    New, Never Worn Only Tried On, Without Tag. Burgundy Leather Boot. Lightweight Chelsea Style Boot With Side Zipper Closure For Ease To Put On. Soft Leather With Stretchy Bands On The Sides For Ultimate Fit. Size 37 more

    $140.00

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    Danner Tramline Chelsea 917 GTX Shoes - Men's Major Brown 14 US 34202-14D

    Danner Tramline Chelsea 917 GTX Shoes - Men's Major Brown 14 US 34202-14D

    Danner Tramline Chelsea 917 GTX Shoes - Men's Major Brown 14 US 34202-14D. The Tramline Chelsea boot is versatile and stylish in its element on adventures both in and out of the city. It has a full-grain leather upper and a GORE-TEX waterproof and... more

    $209.95

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    Danner Tramline Chelsea 917 GTX Shoes - Men's Major Brown 10 US 34202-10D

    Danner Tramline Chelsea 917 GTX Shoes - Men's Major Brown 10 US 34202-10D

    Danner Tramline Chelsea 917 GTX Shoes - Men's Major Brown 10 US 34202-10D. The Tramline Chelsea boot is versatile and stylish in its element on adventures both in and out of the city. It has a full-grain leather upper and a GORE-TEX waterproof and... more

    $209.95

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    Danner Tramline Chelsea 917 GTX Shoes - Men's Roasted Pecan 10 US 34200-10D

    Danner Tramline Chelsea 917 GTX Shoes - Men's Roasted Pecan 10 US 34200-10D

    Danner Tramline Chelsea 917 GTX Shoes - Men's Roasted Pecan 10 US 34200-10D. The Tramline Chelsea boot is versatile and stylish in its element on adventures both in and out of the city. It has a full-grain leather upper and a GORE-TEX waterproof and... more

    $209.95

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    Danner Tramline Chelsea 917 GTX Shoes - Men's Roasted Pecan 12 US 34200-12D

    Danner Tramline Chelsea 917 GTX Shoes - Men's Roasted Pecan 12 US 34200-12D

    Danner Tramline Chelsea 917 GTX Shoes - Men's Roasted Pecan 12 US 34200-12D. The Tramline Chelsea boot is versatile and stylish in its element on adventures both in and out of the city. It has a full-grain leather upper and a GORE-TEX waterproof and... more

    $209.95

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    Danner Tramline Chelsea 917 GTX Shoes - Men's Major Brown 11 US 34202-11D

    Danner Tramline Chelsea 917 GTX Shoes - Men's Major Brown 11 US 34202-11D

    Danner Tramline Chelsea 917 GTX Shoes - Men's Major Brown 11 US 34202-11D. The Tramline Chelsea boot is versatile and stylish in its element on adventures both in and out of the city. It has a full-grain leather upper and a GORE-TEX waterproof and... more

    $209.95

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    Danner Tramline Chelsea 917 GTX Shoes - Men's Major Brown 9 US 34202-9D

    Danner Tramline Chelsea 917 GTX Shoes - Men's Major Brown 9 US 34202-9D

    Danner Tramline Chelsea 917 GTX Shoes - Men's Major Brown 9 US 34202-9D. The Tramline Chelsea boot is versatile and stylish in its element on adventures both in and out of the city. It has a full-grain leather upper and a GORE-TEX waterproof and... more

    $209.95

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    Vance Co. Shoes Hartwell Pull-On Chelsea Boot - Black - 9.5

    Vance Co. Shoes Hartwell Pull-On Chelsea Boot - Black - 9.5

    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 - Brown - 8

    Vance Co. Shoes Hartwell Pull-On Chelsea Boot - Brown - 8

    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 - Black - 13

    Vance Co. Shoes Hartwell Pull-On Chelsea Boot - Black - 13

    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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    Free People Shoes | Free People Tate Chelsea Boots | Color: Black | Size: 38

    Free People Shoes | Free People Tate Chelsea Boots | Color: Black | Size: 38

    Worn Once Studded Detail Leather And Shiny Cap Light Weight 1-1/2 In Heal Perfect Condition more

    $89.00

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    Danner Tramline Chelsea 917 GTX Shoes - Men's Major Brown 7 US 34202-7D

    Danner Tramline Chelsea 917 GTX Shoes - Men's Major Brown 7 US 34202-7D

    Danner Tramline Chelsea 917 GTX Shoes - Men's Major Brown 7 US 34202-7D. The Tramline Chelsea boot is versatile and stylish in its element on adventures both in and out of the city. It has a full-grain leather upper and a GORE-TEX waterproof and... more

    $209.95

    FREE shipping

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    Danner Tramline Chelsea 917 GTX Shoes - Men's Roasted Pecan 11 US 34200-11D

    Danner Tramline Chelsea 917 GTX Shoes - Men's Roasted Pecan 11 US 34200-11D

    Danner Tramline Chelsea 917 GTX Shoes - Men's Roasted Pecan 11 US 34200-11D. The Tramline Chelsea boot is versatile and stylish in its element on adventures both in and out of the city. It has a full-grain leather upper and a GORE-TEX waterproof and... more

    $209.95

    FREE shipping

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    Danner Tramline Chelsea 917 GTX Shoes - Men's Major Brown 11 US 34202-11D

    Danner Tramline Chelsea 917 GTX Shoes - Men's Major Brown 11 US 34202-11D

    Danner Tramline Chelsea 917 GTX Shoes - Men's Major Brown 11 US 34202-11D. The Tramline Chelsea boot is versatile and stylish in its element on adventures both in and out of the city. It has a full-grain leather upper and a GORE-TEX waterproof and... more

    $209.95

    FREE shipping

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    Danner Tramline Chelsea 917 GTX Shoes - Men's Major Brown 12 US 34202-12D

    Danner Tramline Chelsea 917 GTX Shoes - Men's Major Brown 12 US 34202-12D

    Danner Tramline Chelsea 917 GTX Shoes - Men's Major Brown 12 US 34202-12D. The Tramline Chelsea boot is versatile and stylish in its element on adventures both in and out of the city. It has a full-grain leather upper and a GORE-TEX waterproof and... more

    $209.95

    FREE shipping

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    Danner Tramline Chelsea 917 GTX Shoes - Men's Roasted Pecan 12 US 34200-12D

    Danner Tramline Chelsea 917 GTX Shoes - Men's Roasted Pecan 12 US 34200-12D

    Danner Tramline Chelsea 917 GTX Shoes - Men's Roasted Pecan 12 US 34200-12D. The Tramline Chelsea boot is versatile and stylish in its element on adventures both in and out of the city. It has a full-grain leather upper and a GORE-TEX waterproof and... more

    $209.95

    FREE shipping

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    Danner Tramline Chelsea 917 GTX Shoes - Men's Major Brown 8 US 34202-8D

    Danner Tramline Chelsea 917 GTX Shoes - Men's Major Brown 8 US 34202-8D

    Danner Tramline Chelsea 917 GTX Shoes - Men's Major Brown 8 US 34202-8D. The Tramline Chelsea boot is versatile and stylish in its element on adventures both in and out of the city. It has a full-grain leather upper and a GORE-TEX waterproof and... more

    $209.95

    FREE shipping

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    Danner Tramline Chelsea 917 GTX Shoes - Men's Roasted Pecan 8 US 34200-8D

    Danner Tramline Chelsea 917 GTX Shoes - Men's Roasted Pecan 8 US 34200-8D

    Danner Tramline Chelsea 917 GTX Shoes - Men's Roasted Pecan 8 US 34200-8D. The Tramline Chelsea boot is versatile and stylish in its element on adventures both in and out of the city. It has a full-grain leather upper and a GORE-TEX waterproof and... more

    $209.95

    FREE shipping

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    Danner Tramline Chelsea 917 GTX Shoes - Men's Roasted Pecan 14 US 34200-14D

    Danner Tramline Chelsea 917 GTX Shoes - Men's Roasted Pecan 14 US 34200-14D

    Danner Tramline Chelsea 917 GTX Shoes - Men's Roasted Pecan 14 US 34200-14D. The Tramline Chelsea boot is versatile and stylish in its element on adventures both in and out of the city. It has a full-grain leather upper and a GORE-TEX waterproof and... more

    $209.95

    FREE shipping

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    Danner Tramline Chelsea 917 GTX Shoes - Men's Roasted Pecan 13 US 34200-13D

    Danner Tramline Chelsea 917 GTX Shoes - Men's Roasted Pecan 13 US 34200-13D

    Danner Tramline Chelsea 917 GTX Shoes - Men's Roasted Pecan 13 US 34200-13D. The Tramline Chelsea boot is versatile and stylish in its element on adventures both in and out of the city. It has a full-grain leather upper and a GORE-TEX waterproof and... more

    $209.95

    FREE shipping

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    Danner Tramline Chelsea 917 GTX Shoes - Men's Roasted Pecan 9 US 34200-9D

    Danner Tramline Chelsea 917 GTX Shoes - Men's Roasted Pecan 9 US 34200-9D

    Danner Tramline Chelsea 917 GTX Shoes - Men's Roasted Pecan 9 US 34200-9D. The Tramline Chelsea boot is versatile and stylish in its element on adventures both in and out of the city. It has a full-grain leather upper and a GORE-TEX waterproof and... more

    $209.95

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    J. Crew Shoes | J Crew Gwen Lug Sole Chelsea Boots, 7.5 | Color: Black | Size: 7.5

    J. Crew Shoes | J Crew Gwen Lug Sole Chelsea Boots, 7.5 | Color: Black | Size: 7.5

    Excellent Preowned Condition. Size 7.5, But I Normally Wear Size 7 And They Fit Me Well With Medium Weight Socks. Leather Upper And Insole. Comfortable And Lightweight. more

    $59.00

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    Danner Tramline Chelsea 917 GTX Shoes - Men's Major Brown 13 US 34202-13D

    Danner Tramline Chelsea 917 GTX Shoes - Men's Major Brown 13 US 34202-13D

    Danner Tramline Chelsea 917 GTX Shoes - Men's Major Brown 13 US 34202-13D. The Tramline Chelsea boot is versatile and stylish in its element on adventures both in and out of the city. It has a full-grain leather upper and a GORE-TEX waterproof and... more

    $209.95

    FREE shipping

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    Danner Tramline Chelsea 917 GTX Shoes - Men's Major Brown 7.5 US 34202-7.5D

    Danner Tramline Chelsea 917 GTX Shoes - Men's Major Brown 7.5 US 34202-7.5D

    Danner Tramline Chelsea 917 GTX Shoes - Men's Major Brown 7.5 US 34202-7.5D. The Tramline Chelsea boot is versatile and stylish in its element on adventures both in and out of the city. It has a full-grain leather upper and a GORE-TEX waterproof and... more

    $209.95

    FREE shipping

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    Danner Tramline Chelsea 917 GTX Shoes - Men's Major Brown 9.5 US 34202-9.5D

    Danner Tramline Chelsea 917 GTX Shoes - Men's Major Brown 9.5 US 34202-9.5D

    Danner Tramline Chelsea 917 GTX Shoes - Men's Major Brown 9.5 US 34202-9.5D. The Tramline Chelsea boot is versatile and stylish in its element on adventures both in and out of the city. It has a full-grain leather upper and a GORE-TEX waterproof and... more

    $209.95

    FREE shipping

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    Danner Tramline Chelsea 917 GTX Shoes - Men's Roasted Pecan 7.5 US 34200-7.5D

    Danner Tramline Chelsea 917 GTX Shoes - Men's Roasted Pecan 7.5 US 34200-7.5D

    Danner Tramline Chelsea 917 GTX Shoes - Men's Roasted Pecan 7.5 US 34200-7.5D. The Tramline Chelsea boot is versatile and stylish in its element on adventures both in and out of the city. It has a full-grain leather upper and a GORE-TEX waterproof and... more

    $209.95

    FREE shipping

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    Danner Tramline Chelsea 917 GTX Shoes - Men's Roasted Pecan 9.5 US 34200-9.5D

    Danner Tramline Chelsea 917 GTX Shoes - Men's Roasted Pecan 9.5 US 34200-9.5D

    Danner Tramline Chelsea 917 GTX Shoes - Men's Roasted Pecan 9.5 US 34200-9.5D. The Tramline Chelsea boot is versatile and stylish in its element on adventures both in and out of the city. It has a full-grain leather upper and a GORE-TEX waterproof and... more

    $209.95

    FREE shipping

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    Danner Tramline Chelsea 917 GTX Shoes - Men's Roasted Pecan 8.5 US 34200-8.5D

    Danner Tramline Chelsea 917 GTX Shoes - Men's Roasted Pecan 8.5 US 34200-8.5D

    Danner Tramline Chelsea 917 GTX Shoes - Men's Roasted Pecan 8.5 US 34200-8.5D. The Tramline Chelsea boot is versatile and stylish in its element on adventures both in and out of the city. It has a full-grain leather upper and a GORE-TEX waterproof and... more

    $209.95

    FREE shipping

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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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    Madewell Shoes | Madewell The Carina Platform Chelsea Boot, Cole Is Dried Maple, Size 8. | Color: Brown | Size: 8

    Madewell Shoes | Madewell The Carina Platform Chelsea Boot, Cole Is Dried Maple, Size 8. | Color: Brown | Size: 8

    Madewell The Carina Platform Chelsea Boot, Cole Is Dried Maple, Size 8. 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... more

    $100.00

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    Madewell Shoes | Madewell Camryn Tan Brown Chelsea Boot Bootie Size 8 - Never Worn | Color: Brown/Tan | Size: 8

    Madewell Shoes | Madewell Camryn Tan Brown Chelsea Boot Bootie Size 8 - Never Worn | Color: Brown/Tan | Size: 8

    Lightweight And Comfy, This Classic Leather Chelsea Boot Has Updated Thick Weather-Sealed Rubber Soles Ready To Take On Whatever The Day Bringsrain Included. Sock-Like Elastic Insets Make Taking These On And Off A Breeze And, Cushiness Alert, Our Mwl... more

    $100.00

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    Columbia Shoes | Columbia Fairbanks Rover Men’s Chelsea Waterproof Boots Size 12 Cordovan Sand | Color: Brown | Size: 12

    Columbia Shoes | Columbia Fairbanks Rover Men’s Chelsea Waterproof Boots Size 12 Cordovan Sand | Color: Brown | Size: 12

    Columbia Fairbanks Rover Men’s Chelsea Waterproof Boots Size 12 Cordovan Sand Shoe Features Waterproof Leather Upper With Gore Details To Create A Easy On, Easy Off Omni-Heat Reflective Lining 200g Insulation Techlite: Lightweight Midsole For Long... more

    $90.00

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    Columbia Shoes | Columbia Fairbanks Rover Men’s Chelsea Waterproof Boots Size 11 Cordovan Sand | Color: Brown | Size: 11

    Columbia Shoes | Columbia Fairbanks Rover Men’s Chelsea Waterproof Boots Size 11 Cordovan Sand | Color: Brown | Size: 11

    Columbia Fairbanks Rover Men’s Chelsea Waterproof Boots Size 11 Cordovan Sand Shoe Features Waterproof Leather Upper With Gore Details To Create A Easy On, Easy Off Omni-Heat Reflective Lining 200g Insulation Techlite: Lightweight Midsole For Long... more

    $90.00

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    Madewell Shoes | Madewell Carina Chelsea Platform Boots - Great Condition And Great Deal! | Color: Black | Size: 9.5

    Madewell Shoes | Madewell Carina Chelsea Platform Boots - Great Condition And Great Deal! | Color: Black | Size: 9.5

    Madewell Carina Chelsea Boots With Lightweight Platform And Chunky Heel, Black, Size 9.5, Barely Worn/Great Condition! Leather Mwl Cloudlift Cushion 5 1/4" Shaft Height 2 1/2" Heel, Rubber Sole more

    $130.00

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    Columbia Shoes | Columbia Men's Size 10 Fairbanks Rover Waterproof Chelsea Boot | Color: Brown/Tan | Size: 10

    Columbia Shoes | Columbia Men's Size 10 Fairbanks Rover Waterproof Chelsea Boot | Color: Brown/Tan | Size: 10

    Columbia Men's Size 10 Fairbanks Rover Waterproof Chelsea Boot This Waterproof, Leather Chelsea Boot Features Ultra-Warm Thermal-Reflective Lining Technology. Grip & Go A Lightweight, Durable Midsole And A Grippy, Non-Marking Outsole Makes This Boot... more

    $75.00

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    Columbia Shoes | Columbia Men's Size 11 Fairbanks Rover Waterproof Chelsea Boot | Color: Brown/Tan | Size: 11

    Columbia Shoes | Columbia Men's Size 11 Fairbanks Rover Waterproof Chelsea Boot | Color: Brown/Tan | Size: 11

    Columbia Men's Size 11 Fairbanks Rover Waterproof Chelsea Boot This Waterproof, Leather Chelsea Boot Features Ultra-Warm Thermal-Reflective Lining Technology. Grip & Go A Lightweight, Durable Midsole And A Grippy, Non-Marking Outsole Makes This Boot... more

    $75.00

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    Columbia Shoes | Columbia Fairbanks Rover Men’s Chelsea Waterproof Boots Size 10 Cordovan Sand | Color: Brown | Size: 10

    Columbia Shoes | Columbia Fairbanks Rover Men’s Chelsea Waterproof Boots Size 10 Cordovan Sand | Color: Brown | Size: 10

    Columbia Fairbanks Rover Men’s Chelsea Waterproof Boots Size 10 Cordovan Sand Shoe Features Waterproof Leather Upper With Gore Details To Create A Easy On, Easy Off Omni-Heat Reflective Lining 200g Insulation Techlite: Lightweight Midsole For Long... more

    $90.00

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    Danner Tramline Chelsea 917 GTX Shoes - Men's Major Brown 9 US 34202-9D

    Danner Tramline Chelsea 917 GTX Shoes - Men's Major Brown 9 US 34202-9D

    Danner Tramline Chelsea 917 GTX Shoes - Men's Major Brown 9 US 34202-9D. The Tramline Chelsea boot is versatile and stylish in its element on adventures both in and out of the city. It has a full-grain leather upper and a GORE-TEX waterproof and... more

    $209.95

    FREE shipping

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    More information about Men's Shoes

    Best prices on Port chalmers leather chelsea boots, Lightweight, Shoes 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.