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Deal.ai › Timberland
Timberland
Timberland Men's Graydon Chukka Boots

Timberland Men's Graydon Chukka Boots

Best price now

$36.00at CannoliaChecked 4 h ago

67% under what the other stores charge

Compared across 9 stores. Prices are checked against each store and labelled with when.

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Price facts

  • Last seen at $36.00 at Cannolia on Nov 10.
  • Checked at 9 stores.
  • Our take on the Timberland Men's Graydon Chukka Boots

    The Timberland Graydon is a casual ankle-height chukka made of genuine leather on a rubber sole, with lace-up closure and a memory foam footbed. It sits at the dressier end of Timberland's casual line: cleaner and lighter than the bulkier 6-inch work boot, and less rugged than a hiking shoe. The memory foam insole and breathable leather lining make it comfortable for all-day wear in town. It suits men who want a leather chukka that works with jeans and chinos, and it comes in medium and wide widths.

    Best forMen who want a leather chukka for everyday casual wearWear with jeans, chinos or business-casual outfitsShoppers who need a wide widthAll-day walking in town or light commuting
    Pros
    • Genuine leather upper looks dressier than a sneaker
    • Memory foam footbed adds cushioning underfoot
    • Breathable leather lining suits warm days
    • Available in medium and wide widths
    • Rubber outsole grips well on pavement
    Cons
    • Not a work boot: no steel toe or heavy lug sole
    • Leather needs care to keep its finish
    • Ankle shaft is low, so little support above the foot
    • Some owners find the fit runs narrow in medium

    Timberland Men's Graydon Chukka Boots prices at every store

    • eBayNew

      In stockSold by turkishebuy

      $103.59Free shippingChecked 4 h ago
      Visit eBay
    • PoshmarkNew

      In stock

      $109.00+ $6.49 shippingChecked 4 h ago
      Visit Poshmark
    • Shooos.comNew

      In stock

      $114.00+ $19.20 shippingChecked 4 h ago
      Visit Shooos.com
    • CannoliaNew

      Availability unknownShips from Italy · duties may apply

      $36.00Checked 4 h ago
      Visit Cannolia
    • ModeSensNew

      Availability unknown

      $108.00Checked 4 h ago
      Visit ModeSens
    • WhatnotNew

      Availability unknown

      $109.00Checked 4 h ago
      Visit Whatnot
    • EditorialistNew

      Availability unknown

      $110.00Checked 4 h ago
      Visit Editorialist
    • AmazonNew

      Availability unknown

      As an Amazon Associate, Deal.ai earns from qualifying purchases.

      $113.23Checked 4 h ago
      Visit Amazon
    • Kogan.com USANew

      Availability unknownShips from abroad · duties may apply

      $128.44Checked 4 h ago
      Visit Kogan.com USA

    Store links may earn us a commission.

    Timberland Men's Graydon Chukka Boots price history

    Lowest price we've seen: $36.00 on Nov 11 at Cannolia. Tracked across 9 stores since Nov 11.

    What reviewers say

    Owners of Timberland chukkas generally praise the leather quality and the comfort of the cushioned footbed for everyday wear. Common complaints are about sizing and break-in, and a few say the sole wears faster than expected with heavy use.

    What people mention
    • ComfortPraisedOwners say the memory foam footbed makes them comfortable for long days on their feet.
    • Leather qualityPraisedBuyers describe the leather as soft and good-looking for a casual boot.
    • FitMixedSome say the medium width runs narrow and advise sizing up or choosing the wide width.
    • Break-inCriticisedA few owners report the boots feel stiff for the first few wears.
    • DurabilityMixedThe upper holds up well, but some say the sole wears faster than expected.

    About the Timberland Men's Graydon Chukka Boots

    The Timberland Graydon is a men's chukka boot with an ankle-height shaft and a lace-up closure. It has a casual style.

    The boot is made with genuine leather and rubber. It is breathable and includes memory foam.

    Material
    Genuine leather, rubber
    Shaft height
    Ankle
    Closure
    Lace-up
    Style
    Casual
    Width
    Medium or wide
    Breathable
    Yes
    Memory foam
    Yes

    Specifications

    Width
    Width Medium, Width Wide
    Material
    Genuine Leather, Rubber
    Shaft Height
    Ankle
    Closure Style
    Lace-up
    Style
    Casual
    Breathable
    Yes
    With Memory Foam
    Yes

    Questions and answers

    Are the Graydon chukkas good for all-day walking?
    Yes for city walking and commuting. The memory foam footbed cushions the foot, but the low ankle and flat rubber sole give less support than a hiking boot on rough ground.
    How do the Graydon chukkas fit?
    They run close to true to size, but the medium width is snug for some buyers. If you have broad feet, the wide width is the safer choice.
    Are they real leather?
    Yes. The upper is genuine leather with a breathable lining, and the outsole is rubber.
    Can I wear them in rain?
    Light rain is fine, but they are not waterproof. The leather will soak through in steady rain, and wet leather needs to dry away from direct heat.
    How do they compare with the Timberland 6-inch boot?
    The Graydon is lighter, lower and dressier, so it pairs better with chinos and everyday outfits. The 6-inch boot is heavier and more rugged, better for outdoor work and wet weather.
    What should I use to care for them?
    A leather conditioner or cream keeps the finish from drying out. Brush off dirt and let them air dry rather than putting them near a heater.
    Where is the Timberland Men's Graydon Chukka Boots cheapest?
    At Cannolia, for $36.00, 67% under what the other stores charge, as of our latest check.
    Where can I buy the Timberland Men's Graydon Chukka Boots?
    9 stores we checked sell it, including Cannolia, eBay, ModeSens, Poshmark, Whatnot.

    Stores we've priced the Timberland Men's Graydon Chukka Boots at

    • ModeSens deals and prices
    • Whatnot deals and prices

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