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Cool & Classic: Chukkas!
Sure sneakers are an easy, comfy option for everyday wear. But there’s an easy way to step up your style by kicking your sneakers to the curb, and adopting a new pair of chukka boots. Paired with your favorite jeans or chinos, and you’ve just elevated your style game ten-fold. Worried about missing the comfort of your sneaks? Fret-not: Our favorite part is that these chukka styles are just as comfy as any sneaker out there.

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  • Swear London Men's Chukka (Black)


    Swear London Men’s Chukka (Black)

    $260$109.00

  • Ben Sherman Men's Abe Chukka Boot (Blue)


    Ben Sherman Men’s Abe Chukka Boot (Blue)

    $155$64.00

  • Generic Surplus Men's Dom Chukka (Brown)


    Generic Surplus Men’s Dom Chukka (Brown)

    $135$32.00

  • The Generic Man Men's Florentine Suede Chukka (Black)


    The Generic Man Men’s Florentine Suede Chukka (Black)

    $355$129.00

  • The Generic Man Men's Florentine Suede Chukka (Indigo)


    The Generic Man Men’s Florentine Suede Chukka (Indigo)

    $355$129.00

  • The Generic Man Men's Florentine Suede Chukka (Red City)


    The Generic Man Men’s Florentine Suede Chukka (Red City)

    $355$129.00

  • Swear London Men's Chukka (Black)


    Swear London Men’s Chukka (Black)

    $260$109.00

  • Swear London Men's Chukka (Grey)


    Swear London Men’s Chukka (Grey)

    $260$109.00

  • Alejandro Ingelmo Men's Knox Suede Chukka Sneaker (Champagne)


    Alejandro Ingelmo Men’s Knox Suede Chukka Sneaker (Champagne)

    $555$111.00

  • The Generic Man Men's Chuckman Suede Chukka (Green/Brown)


    The Generic Man Men’s Chuckman Suede Chukka (Green/Brown)

    $310$119.00

  • The Generic Man Men's Chuckman Suede Chukka (Indigo/Brown)


    The Generic Man Men’s Chuckman Suede Chukka (Indigo/Brown)

    $310$119.00

  • The Generic Man Men's Chuckman Suede Chukka (Red City/Brown)


    The Generic Man Men’s Chuckman Suede Chukka (Red City/Brown)

    $310$119.00

  • The Generic Man Men's Chuckman Leather Chukka (Black)


    The Generic Man Men’s Chuckman Leather Chukka (Black)

    $310$119.00

  • The Generic Man Men's Bouncer Leather Lace-Up (Black)


    The Generic Man Men’s Bouncer Leather Lace-Up (Black)

    $360$162.00

  • The Generic Man Men's Bouncer Leather Lace-Up (Grey)


    The Generic Man Men’s Bouncer Leather Lace-Up (Grey)

    $360$162.00

  • Andrew Marc Men's Hudson Chukka (Lead/Light Grey)


    Andrew Marc Men’s Hudson Chukka (Lead/Light Grey)

    $118$54.00

  • Andrew Marc Men's Hudson Chukka (Olive/Gum)


    Andrew Marc Men’s Hudson Chukka (Olive/Gum)

    $118$54.00

  • Andrew Marc Men's Dorchester Chukka (Med Blue)


    Andrew Marc Men’s Dorchester Chukka (Med Blue)

    $178$74.00

  • Andrew Marc Men's Dorchester Chukka (Oxblood)


    Andrew Marc Men’s Dorchester Chukka (Oxblood)

    $178$74.00

  • Andrew Marc Men's Dorchester Chukka (Veridian)


    Andrew Marc Men’s Dorchester Chukka (Veridian)

    $178$74.00

  • John Varvatos Men's Hipster Chukka (Espresso)


    John Varvatos Men’s Hipster Chukka (Espresso)

    $598$129.00

  • John Varvatos Men's NYC Vintage Chukka (Mineral Black)


    John Varvatos Men’s NYC Vintage Chukka (Mineral Black)

    $298$129.00

  • John Varvatos Men's NYC Vintage Chukka (Whiskey)


    John Varvatos Men’s NYC Vintage Chukka (Whiskey)

    $298$29.00

  • WeSC Men's Lawrence Chukka (Beluga)


    WeSC Men’s Lawrence Chukka (Beluga)

    $165$64.00

  • Tretorn Men's Obo GTX Leather Chukka (Black/gum)


    Tretorn Men’s Obo GTX Leather Chukka (Black/gum)

    $180$79.00

  • Bacco Bucci Men's Gonzalo Boot (Black)


    Bacco Bucci Men’s Gonzalo Boot (Black)

    $215$89.00

  • Rogue Men's Keith Chukka (Ghurka)


    Rogue Men’s Keith Chukka (Ghurka)

    $195$99.00

  • Rogue Men's Rycroft Chukka Boot (Red)


    Rogue Men’s Rycroft Chukka Boot (Red)

    $350$70.00

  • Rogue Men's Huntington Chukka (Black)


    Rogue Men’s Huntington Chukka (Black)

    $175$70.00

  • Rogue Men's Huntington Chukka (Taupe)


    Rogue Men’s Huntington Chukka (Taupe)

    $175$159.00

  • Gordon Rush Collection Men's Taylor Chukka Boot (Brown Suede)


    Gordon Rush Collection Men’s Taylor Chukka Boot (Brown Suede)

    $420$69.00

  • Florsheim Men's Tienomite Mid Boat Shoe (Brown)


    Florsheim Men’s Tienomite Mid Boat Shoe (Brown)

    $145$69.00

  • Florsheim Men's Tienomite Mid Boat Shoe (Navy)


    Florsheim Men’s Tienomite Mid Boat Shoe (Navy)

    $145$32.00

  • Bed|Stü Men's Uncle Dowell Chukka (Black)


    Bed|Stü Men’s Uncle Dowell Chukka (Black)

    $85$89.00

  • Oliberte Men's Zimbo Chukka Boot (Antique Brown)


    Oliberte Men’s Zimbo Chukka Boot (Antique Brown)

    $170$89.00

  • Oliberte Men's Zimbo Chukka Boot (Black/Grey)


    Oliberte Men’s Zimbo Chukka Boot (Black/Grey)

    $170$89.00

  • Oliberte Men's Zimbo Chukka Boot (Black/Grey Pullup)


    Oliberte Men’s Zimbo Chukka Boot (Black/Grey Pullup)

    $170$89.00

  • Oliberte Men's Zimbo Chukka Boot (Camel)


    Oliberte Men’s Zimbo Chukka Boot (Camel)

    $170$89.00

  • Oliberte Men's Zimbo Chukka Boot (Dark Grey)


    Oliberte Men’s Zimbo Chukka Boot (Dark Grey)

    $170$109.00

  • Dino Bigioni Men's Chukka Boot (Black Lama)


    Dino Bigioni Men’s Chukka Boot (Black Lama)

    $475$109.00

  • Dino Bigioni Men's Chukka Boot (Brown Lama)


    Dino Bigioni Men’s Chukka Boot (Brown Lama)

    $475$89.00

  • Swear London Men's Monkstrap Chukka (Black)


    Swear London Men’s Monkstrap Chukka (Black)

    $270$89.00

  • Swear London Men's Monkstrap Chukka (Brown)


    Swear London Men’s Monkstrap Chukka (Brown)

    $270$349.00

  • Swear London Men's Chukka (Black)


    Swear London Men’s Chukka (Black)

    $210$349.00

  • Swear London Men's Chukka (Sand)


    Swear London Men’s Chukka (Sand)

    $210$339.00

  • Tod's Men's Chukka (Blue)


    Tod’s Men’s Chukka (Blue)

    $467$469.00

  • Tod's Men's Chukka (Beige)


    Tod’s Men’s Chukka (Beige)

    $467$359.00

  • Tod's Men's Moc-Toe Chukka (Taupe)


    Tod’s Men’s Moc-Toe Chukka (Taupe)

    $457$389.00

  • Tod's Men's Chukka (Dark Beige)


    Tod’s Men’s Chukka (Dark Beige)

    $632$189.00

  • Tod's Men's Ankle Boot (Brown)


    Tod’s Men’s Ankle Boot (Brown)

    $478$169.00

  • Tod's Men's Lace-Up Boot (Taupe)


    Tod’s Men’s Lace-Up Boot (Taupe)

    $522$

  • Bruno Magli Men's Malcolm Chukka (Black)


    Bruno Magli Men’s Malcolm Chukka (Black)

    $450$

  • Bruno Magli Men's Malcolm Chukka (Grey)


    Bruno Magli Men’s Malcolm Chukka (Grey)

    $450$

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