Chelsea Boots

Clearance Sale Bundle Discounts
2 items 10% OFF 3 items 15% OFF 4 items 20% OFF 5+ items 25% OFF
**Extra discount is applied on top of existing sale discounts
  • The Toscana Men’s Retro Leather Lace Up Ankle Chukka Boots

    The Toscana Men’s Retro Leather Lace Up Ankle Chukka Boots

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    The Toscana Men’s Retro Leather Lace Up Ankle Chukka Boots

    $59.95 USD
    $59.95 USD $110.00 USD
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  • The Liguria Men’s Leather Classic Slip On Ankle Chelsea Boots

    The Liguria Men’s Leather Classic Slip On Ankle Chelsea Boots

    Save 46%

    The Liguria Men’s Leather Classic Slip On Ankle Chelsea Boots

    $59.95 USD
    $59.95 USD $110.00 USD
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  • The Monferrato Men’s Leather Classic Slip On Ankle Dress Boots with Elastic Side Panels

    The Monferrato Men’s Leather Classic Slip On Ankle Dress Boots with Elastic Side Panels

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    The Monferrato Men’s Leather Classic Slip On Ankle Dress Boots with Elastic Side Panels

    $59.95 USD
    $59.95 USD $110.00 USD
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  • The Asiago Men’s Suede Chelsea Slip-On Ankle Dress Boots

    The Asiago Men’s Suede Chelsea Slip-On Ankle Dress Boots

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    The Asiago Men’s Suede Chelsea Slip-On Ankle Dress Boots

    $59.95 USD
    $59.95 USD $110.00 USD
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  • The Marostica Men’s Classic Leather Slip On Ankle Dress Boots

    The Marostica Men’s Classic Leather Slip On Ankle Dress Boots

    Save 46%

    The Marostica Men’s Classic Leather Slip On Ankle Dress Boots

    $59.95 USD
    $59.95 USD $110.00 USD
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  • The Mantova Men's High Top Trendy Retro Leather Boots

    The Mantova Men's High Top Trendy Retro Leather Boots

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    The Mantova Men's High Top Trendy Retro Leather Boots

    $79.95 USD
    $79.95 USD $150.00 USD
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  • The Lausanne Men’s Classic Leather Chelsea Boots with Rubber Sole – Brown

    The Lausanne Men’s Classic Leather Chelsea Boots with Rubber Sole – Brown

    Save 47%

    The Lausanne Men’s Classic Leather Chelsea Boots with Rubber Sole – Brown

    $89.95 USD
    $89.95 USD $170.00 USD
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  • The Geneva Men’s Classic Leather Chelsea Boots with Rubber Sole – Black

    The Geneva Men’s Classic Leather Chelsea Boots with Rubber Sole – Black

    Save 47%

    The Geneva Men’s Classic Leather Chelsea Boots with Rubber Sole – Black

    $89.95 USD
    $89.95 USD $170.00 USD
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  • The Lucerne Men’s Classic Slip On Leather Chelsea Boots – Black

    The Lucerne Men’s Classic Slip On Leather Chelsea Boots – Black

    Save 47%

    The Lucerne Men’s Classic Slip On Leather Chelsea Boots – Black

    $89.95 USD
    $89.95 USD $170.00 USD
    Save
  • The Lugano Men’s Luxury Leather Ankle Chelsea Boots

    The Lugano Men’s Luxury Leather Ankle Chelsea Boots

    Save 47%

    The Lugano Men’s Luxury Leather Ankle Chelsea Boots

    $89.95 USD
    $89.95 USD $170.00 USD
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  • The Salerno Men’s Classic Slip On Leather Chelsea Boots – Brown

    The Salerno Men’s Classic Slip On Leather Chelsea Boots – Brown

    Save 47%

    The Salerno Men’s Classic Slip On Leather Chelsea Boots – Brown

    $89.95 USD
    $89.95 USD $170.00 USD
    Save
  • The Sicily Men’s Smart Casual Slip On Leather Chelsea Boots

    The Sicily Men’s Smart Casual Slip On Leather Chelsea Boots

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    The Sicily Men’s Smart Casual Slip On Leather Chelsea Boots

    $89.95 USD
    $89.95 USD $170.00 USD
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  • The Sardinia Men’s Classic Leather Ankle Chelsea Boots

    The Sardinia Men’s Classic Leather Ankle Chelsea Boots

    Save 47%

    The Sardinia Men’s Classic Leather Ankle Chelsea Boots

    $89.95 USD
    $89.95 USD $170.00 USD
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  • The Umbria Men’s Classic Cognac Leather Chelsea Boots

    The Umbria Men’s Classic Cognac Leather Chelsea Boots

    Save 47%

    The Umbria Men’s Classic Cognac Leather Chelsea Boots

    $89.95 USD
    $89.95 USD $170.00 USD
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  • The Ironridge Men’s Polished Dress Ankle Smart Boots

    The Ironridge Men’s Polished Dress Ankle Smart Boots

    Save 47%

    The Ironridge Men’s Polished Dress Ankle Smart Boots

    $89.95 USD
    $89.95 USD $170.00 USD
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  • The Vernaccia Men’s Retro Style Pointed Toe Ankle Leather Shoes

    The Vernaccia Men’s Retro Style Pointed Toe Ankle Leather Shoes

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    The Vernaccia Men’s Retro Style Pointed Toe Ankle Leather Shoes

    $74.95 USD
    $74.95 USD $140.00 USD
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  • The Amarone Men’s Classic Slip On Suede Chelsea Biker Boots

    The Amarone Men’s Classic Slip On Suede Chelsea Biker Boots

    Save 47%

    The Amarone Men’s Classic Slip On Suede Chelsea Biker Boots

    $89.95 USD
    $89.95 USD $170.00 USD
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  • The Prosecco Men’s Trendy Slip On Suede Chelsea Biker Boots

    The Prosecco Men’s Trendy Slip On Suede Chelsea Biker Boots

    Save 47%

    The Prosecco Men’s Trendy Slip On Suede Chelsea Biker Boots

    $89.95 USD
    $89.95 USD $170.00 USD
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  • The Oristano Men’s Waterproof Slip On Steel Toe Work Boots

    The Oristano Men’s Waterproof Slip On Steel Toe Work Boots

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    The Oristano Men’s Waterproof Slip On Steel Toe Work Boots

    $74.95 USD
    $74.95 USD $140.00 USD
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  • The Sarzana Men’s Vintage Anti Slip Sole Leather Chelsea Boots

    The Sarzana Men’s Vintage Anti Slip Sole Leather Chelsea Boots

    Save 47%

    The Sarzana Men’s Vintage Anti Slip Sole Leather Chelsea Boots

    $89.95 USD
    $89.95 USD $170.00 USD
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  • The Lezzeno Men’s Classic Leather Ankle Dress Chelsea Boots

    The Lezzeno Men’s Classic Leather Ankle Dress Chelsea Boots

    Save 47%

    The Lezzeno Men’s Classic Leather Ankle Dress Chelsea Boots

    $89.95 USD
    $89.95 USD $170.00 USD
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  • The Rockwell Men’s Elegant Suede Chelsea Ankle Boots

    The Rockwell Men’s Elegant Suede Chelsea Ankle Boots

    Save 47%

    The Rockwell Men’s Elegant Suede Chelsea Ankle Boots

    $89.95 USD
    $89.95 USD $170.00 USD
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  • The Bradford Men's Casual Slip On Ankle Leather Chelsea Boots

    The Bradford Men's Casual Slip On Ankle Leather Chelsea Boots

    Save 47%

    The Bradford Men's Casual Slip On Ankle Leather Chelsea Boots

    $89.95 USD
    $89.95 USD $170.00 USD
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  • The Wellington Men’s Classic Winter Ankle Dress Chelsea Leather Boots

    The Wellington Men’s Classic Winter Ankle Dress Chelsea Leather Boots

    Save 47%

    The Wellington Men’s Classic Winter Ankle Dress Chelsea Leather Boots

    $89.95 USD
    $89.95 USD $170.00 USD
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  • The Orosei Men’s Slip On Winter Business Leather Chelsea Boots

    The Orosei Men’s Slip On Winter Business Leather Chelsea Boots

    Save 46%

    The Orosei Men’s Slip On Winter Business Leather Chelsea Boots

    $74.95 USD
    $74.95 USD $140.00 USD
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  • The Panarea Men’s Classic Leather Chelsea Slip On Boots

    The Panarea Men’s Classic Leather Chelsea Slip On Boots

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    The Panarea Men’s Classic Leather Chelsea Slip On Boots

    $99.95 USD
    $99.95 USD $190.00 USD
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  • The Montalcino Men’s Brown Classic Leather Slip On Chelsea Boots

    The Montalcino Men’s Brown Classic Leather Slip On Chelsea Boots

    Save 48%

    The Montalcino Men’s Brown Classic Leather Slip On Chelsea Boots

    $109.95 USD
    $109.95 USD $210.00 USD
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  • The Catania Men's Chelsea Vintage Leather Boots

    The Catania Men's Chelsea Vintage Leather Boots

    Save 20%

    The Catania Men's Chelsea Vintage Leather Boots

    $143.95 USD
    $143.95 USD $180.00 USD
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  • The Thistlewood Men’s Elegant Formal Chelsea Leather Boots

    The Thistlewood Men’s Elegant Formal Chelsea Leather Boots

    Save 48%

    The Thistlewood Men’s Elegant Formal Chelsea Leather Boots

    $139.95 USD
    $139.95 USD $270.00 USD
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  • The Savile Row Leather Chelsea Boots for Men

    The Savile Row Leather Chelsea Boots for Men

    Save 39%

    The Savile Row Leather Chelsea Boots for Men

    $87.95 USD
    $87.95 USD $145.00 USD
    Save