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Chukka Boots

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Sartorial Picks

Chukka Boots

The chukka boot sits in a slightly more relaxed territory than a Chelsea or ankle boot and it's that relaxed quality that makes it particularly useful for casual and smart casual dressing. It has two or three eyelets rather than the full lacing of a derby and that detail somehow makes it feel less formal in a way that's hard to explain but easy to see. We love chukkas in suede specifically because the material adds to that casual ease and the way suede wears and ages gives them a character that leather chukkas don't quite replicate. A tan or sand suede chukka with chinos and a simple knit is one of those combinations that looks like you know what you're doing without requiring any particular effort. They also work well with darker casual pants when you want something a bit smarter than trainers but not as formal as a proper boot.

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  • Cole Haan Men’s Øriginal Grand Remastered Waterproof Chukka Boots – Brown Size 9New
    Buy from Cole Haan

    Cole Haan Men’s Øriginal Grand Remastered Waterproof Chukka Boots – Brown Size 9

    $200.00
  • Eco Steps Baby Toddler Shoes – Chukka BootsNew50%
    Buy from JuJuBe

    Eco Steps Baby Toddler Shoes – Chukka Boots

    $40.00 Original price was: $40.00.$20.00Current price is: $20.00.
  • Florsheim Lodge Plain Toe 3-Eye Chukka Boot Men’s Brown Boot 13 MNew
    Buy from Shoemall.com

    Florsheim Lodge Plain Toe 3-Eye Chukka Boot Men’s Brown Boot 13 M

    $115.96
  • Florsheim Men’s Anthem Plain Toe Chukka Boots at Jos. A. Bank, Saddle Tan, Size 13 D Width – ShoesNew
    Buy from Jos. A. Bank

    Florsheim Men’s Anthem Plain Toe Chukka Boots at Jos. A. Bank, Saddle Tan, Size 13 D Width – Shoes

    $145.00
  • Florsheim Men’s Plain Toe Chukka Boots at Jos. A. Bank, Brown/Cognac, Size 10 D Width – ShoesNew
    Buy from Jos. A. Bank

    Florsheim Men’s Plain Toe Chukka Boots at Jos. A. Bank, Brown/Cognac, Size 10 D Width – Shoes

    $135.00
  • Handmade AllSeason Lightweight Comfort Unisex Chukka BootsNew50%
    Buy from Inspire Uplift

    Handmade AllSeason Lightweight Comfort Unisex Chukka Boots

    $120.00 Original price was: $120.00.$59.97Current price is: $59.97.
  • John Varvatos Men’s Varick Chukka BootsNew30%
    Buy from Bloomingdale's

    John Varvatos Men’s Varick Chukka Boots

    $398.00 Original price was: $398.00.$278.60Current price is: $278.60.
  • Johnston & Murphy Men’s Calder 175th Anniversary Chukka Boot – Tan Oiled American Full Grain – Size 9 – MNew
    Buy from Johnston & Murphy

    Johnston & Murphy Men’s Calder 175th Anniversary Chukka Boot – Tan Oiled American Full Grain – Size 9 – M

    $175.00
  • Johnston & Murphy Men’s Calder Chukka Boots at Jos. A. Bank, Black, Size 8.5 Wide – ShoesNew
    Buy from Jos. A. Bank

    Johnston & Murphy Men’s Calder Chukka Boots at Jos. A. Bank, Black, Size 8.5 Wide – Shoes

    $179.00
  • Lugz Men’s Forager Chukka Boots (Black/Doe/Whisper White) – Size 8.0 DNew
    Buy from Famous Footwear

    Lugz Men’s Forager Chukka Boots (Black/Doe/Whisper White) – Size 8.0 D

    $49.99
  • Magnanni Men’s Harvey 3 Eyelet Lace Up Chukka Boots – ExclusiveNew40%
    Buy from Bloomingdale's

    Magnanni Men’s Harvey 3 Eyelet Lace Up Chukka Boots – Exclusive

    $499.00 Original price was: $499.00.$299.40Current price is: $299.40.
  • Men & apos;s Bull Leather Chukka BootsNew
    Buy from Neiman Marcus

    Men & apos;s Bull Leather Chukka Boots

    $1,195.00
  • Men & apos;s Detroit Slip-On Suede Chukka BootsNew
    Buy from Neiman Marcus

    Men & apos;s Detroit Slip-On Suede Chukka Boots

    $890.00
  • Men & apos;s Rock Suede Moc-Toe Chukka BootsNew
    Buy from Neiman Marcus

    Men & apos;s Rock Suede Moc-Toe Chukka Boots

    $890.00
  • Men & apos;s Sylke Suede Bit Lug-Sole Chukka BootsNew
    Buy from Neiman Marcus

    Men & apos;s Sylke Suede Bit Lug-Sole Chukka Boots

    $1,320.00
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