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    Best Seller
    Ralph Lauren Shoes | Lauren Ralph Lauren Tally Rain Boot Chelsea Boot Ankle | Color: Black | Size: 9

    Ralph Lauren Shoes | Lauren Ralph Lauren Tally Rain Boot Chelsea Boot Ankle | Color: Black | Size: 9

    Black Ankle Rain Boots. Some Scratching Along The Side. Narrow Sizing. more

    $12.00

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    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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    Best Seller
    Ralph Lauren Shoes | Classic Brazilian Chelsea Boot - Ralph Lauren Size 8b - Brown Leather! Vintage | Color: Brown | Size: 8

    Ralph Lauren Shoes | Classic Brazilian Chelsea Boot - Ralph Lauren Size 8b - Brown Leather! Vintage | Color: Brown | Size: 8

    Ralph Lauren Brown Leather Chelsea Boot Size 8 more

    $50.00

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    KEEN Revel IV Chelsea Boot - Mens 9.5 Black Boot Medium

    KEEN Revel IV Chelsea Boot - Mens 9.5 Black Boot Medium

    *Chelsea-style boot from KEEN *KEEN.DRY waterproof leather upper *Gore panels for easy on and off *Pull-on fit *200G KEEN.WARM insulation keeps feet warm *Lightly cushioned footbed *Polar traction outsole more

    $169.95

    FREE shipping

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    KEEN Targhee II Chelsea Boot - Mens 9 Grey Boot Medium

    KEEN Targhee II Chelsea Boot - Mens 9 Grey Boot Medium

    *Chelsea boot from KEEN *Premium leather upper *Elastic gore panels for easy on and off *Original KEEN fit *Breathable mesh lining *Removable PU insole *EVA midsole *Durable outsole more

    $144.95

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    Haylan Chelsea Boot - Brown - Steve Madden Boots

    Haylan Chelsea Boot - Brown - Steve Madden Boots

    Women's Steve Madden Haylan Chelsea Boot - Brown - Ankle boots Goring side panels and a rear pull-tab inform the timeless design of a versatile Chelsea boot grounded by a block heel and durable lug sole. more

    $120.00 $78.00

    FREE shipping

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    KEEN Targhee II Chelsea Boot - Mens 8.5 Grey Boot Medium

    KEEN Targhee II Chelsea Boot - Mens 8.5 Grey Boot Medium

    *Chelsea boot from KEEN *Premium leather upper *Elastic gore panels for easy on and off *Original KEEN fit *Breathable mesh lining *Removable PU insole *EVA midsole *Durable outsole more

    $144.95

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    Steve Madden Hayle Platform Chelsea Boot - Brown

    Steve Madden Hayle Platform Chelsea 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

    $138.00 $86.00

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    Steve Madden Hayle Platform Chelsea Boot - Brown

    Steve Madden Hayle Platform Chelsea 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

    $138.00 $86.00

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    Steve Madden Hayle Platform Chelsea Boot - Brown

    Steve Madden Hayle Platform Chelsea 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

    $138.00 $86.00

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    Polo By Ralph Lauren Shoes | Polo Ralph Lauren Bryson Suede Chelsea Boot | Color: Brown | Size: 8

    Polo By Ralph Lauren Shoes | Polo Ralph Lauren Bryson Suede Chelsea Boot | Color: Brown | Size: 8

    New-Unworn, No Box Dark Brown Suede Suede And Leather Chelsea Boot more

    $75.00

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    Ralph Lauren Shoes | Chelsea Rain Boots | Color: Purple/Red | Size: 8

    Ralph Lauren Shoes | Chelsea Rain Boots | Color: Purple/Red | Size: 8

    Adorable And Simple Ralph Lauren Chelsea Rain Boots. Perfect Used Condition, No Flaws. Only Worn Twice. These Are The Cutest Purple Rain Boots That Go With Everything! Ask All Questions Before Purchasing. All Offered Considered. Thanks For Looking! more

    $20.00

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    Ralph Lauren Shoes | Brown Ralph Lauren Chelsea Boots | Color: Brown | Size: 9

    Ralph Lauren Shoes | Brown Ralph Lauren Chelsea Boots | Color: Brown | Size: 9

    Super Cute Brown Leather Slip On Ralph Lauren Boots. Pointed Toe. Amazing Condition more

    $80.00

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    Polo By Ralph Lauren Shoes | Beautiful New Polo Ralph Lauren Brown Suede Chelsea Boots. 9.5 D. | Color: Brown | Size: 9.5

    Polo By Ralph Lauren Shoes | Beautiful New Polo Ralph Lauren Brown Suede Chelsea Boots. 9.5 D. | Color: Brown | Size: 9.5

    Brand New Brown Suede Punch Toe Chelsea Boots. Vibram Soles And Colorful Pull On Tabs. Polo Ralph Lauren. more

    $300.00

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    Polo By Ralph Lauren Shoes | Polo Ralph Lauren Newent Chelsea Boots, Size 11, Nwt | Color: Tan | Size: 11

    Polo By Ralph Lauren Shoes | Polo Ralph Lauren Newent Chelsea Boots, Size 11, Nwt | Color: Tan | Size: 11

    Brand New W The Original Box. more

    $80.00

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    Polo By Ralph Lauren Shoes | Bnib Polo Ralph Lauren Oslo Black Chelsea Mens Oiled Leather Boots Asstd Sizes | Color: Black | Size: Various

    Polo By Ralph Lauren Shoes | Bnib Polo Ralph Lauren Oslo Black Chelsea Mens Oiled Leather Boots Asstd Sizes | Color: Black | Size: Various

    Brand New In Nox Never Worn Or Tried On Mens Boot By Polo Ralph Lauren Style: Oslo Chelsea Color: Oiled Leather Black Assorted Sizes Made In India Retail:$200 100% Authentic And New. So Buy With Confidence. All Our Items Are From Pet And Smoke Free... more

    $99.00

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    Ralph Lauren Shoes | Black Size 7 Ralph Lauren Chelsea Boots | Color: Black | Size: 7

    Ralph Lauren Shoes | Black Size 7 Ralph Lauren Chelsea Boots | Color: Black | Size: 7

    Gently Used Chelae Boots. Minimal Signs Of Wear. more

    $45.00

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    KEEN Revel IV Chelsea Boot - Mens 9 Black Boot Medium

    KEEN Revel IV Chelsea Boot - Mens 9 Black Boot Medium

    *Chelsea-style boot from KEEN *KEEN.DRY waterproof leather upper *Gore panels for easy on and off *Pull-on fit *200G KEEN.WARM insulation keeps feet warm *Lightly cushioned footbed *Polar traction outsole more

    $169.95

    FREE shipping

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    KEEN Targhee II Chelsea Boot - Mens 13 Grey Boot Medium

    KEEN Targhee II Chelsea Boot - Mens 13 Grey Boot Medium

    *Chelsea boot from KEEN *Premium leather upper *Elastic gore panels for easy on and off *Original KEEN fit *Breathable mesh lining *Removable PU insole *EVA midsole *Durable outsole more

    $144.95

    FREE shipping

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    KEEN Revel IV Chelsea Boot - Mens 11 Black Boot Medium

    KEEN Revel IV Chelsea Boot - Mens 11 Black Boot Medium

    *Chelsea-style boot from KEEN *KEEN.DRY waterproof leather upper *Gore panels for easy on and off *Pull-on fit *200G KEEN.WARM insulation keeps feet warm *Lightly cushioned footbed *Polar traction outsole more

    $169.95

    FREE shipping

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    KEEN Targhee II Chelsea Boot - Mens 10 Grey Boot Medium

    KEEN Targhee II Chelsea Boot - Mens 10 Grey Boot Medium

    *Chelsea boot from KEEN *Premium leather upper *Elastic gore panels for easy on and off *Original KEEN fit *Breathable mesh lining *Removable PU insole *EVA midsole *Durable outsole more

    $144.95

    FREE shipping

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    KEEN Targhee II Chelsea Boot - Mens 11.5 Grey Boot Medium

    KEEN Targhee II Chelsea Boot - Mens 11.5 Grey Boot Medium

    *Chelsea boot from KEEN *Premium leather upper *Elastic gore panels for easy on and off *Original KEEN fit *Breathable mesh lining *Removable PU insole *EVA midsole *Durable outsole more

    $144.95

    FREE shipping

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    KEEN Targhee II Chelsea Boot - Mens 12 Grey Boot Medium

    KEEN Targhee II Chelsea Boot - Mens 12 Grey Boot Medium

    *Chelsea boot from KEEN *Premium leather upper *Elastic gore panels for easy on and off *Original KEEN fit *Breathable mesh lining *Removable PU insole *EVA midsole *Durable outsole more

    $144.95

    FREE shipping

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    KEEN Revel IV Chelsea Boot - Mens 13 Brown Boot Medium

    KEEN Revel IV Chelsea Boot - Mens 13 Brown Boot Medium

    *Chelsea-style boot from KEEN *KEEN.DRY waterproof leather upper *Gore panels for easy on and off *Pull-on fit *200G KEEN.WARM insulation keeps feet warm *Lightly cushioned footbed *Polar traction outsole more

    $169.95

    FREE shipping

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    Ralph Lauren Shoes | Black Ralph Lauren Boots | Color: Black | Size: 8

    Ralph Lauren Shoes | Black Ralph Lauren Boots | Color: Black | Size: 8

    Never Worn Chic Chelsea Boots By Ralph Lauren more

    $125.00

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    More information about Men's Shoes

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