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Style # 29730
Timberland Men's Windchill Chukka Boot

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Timberland Men's Windchill Chukka

price may vary based on color original price:$129.99
Walk in the total comfort of the rugged Timberland windchill chukka boots. It features a full-grain waterproof leather upper with a comfortable, padded collar and a rubber lug outsole for superior traction and durability.

  • Waterproof leather upper with rustproof hardware
  • Padded insole
  • Superior traction lug outsole
  • Free returns to over 1100 stores! see details


    Ask a Question asked: Why did you choose this?

    • Barbara: "name brand and durable, gift"
    • MIGUEL: "I have been a big fan of Timberland Boot's ever since I wore them in my teen aged years so I've always loved the styling, quality, & durability of their products. Now, I just can't wait to rock them with some nice pair of of jeans!!!"
    • William: "We just ended a bitter winter. These boots were comfortable and warm. The collars are great... they do not cut into my ankles. The foreman of a tree pruning company inquired about them while completing a job on my property."
    • Jean M: "by brand"
    • Jessie: "I like the Timberland brand. I wish there were more types of chukka boots in size 14"
    • Sheri: "Because of the quality and style."
    • Paris: "because these are my favorite please never discontinune!"
    • Humberto: "I liked the look and because of the waterproofing."
    • Kenneth: "Good fit, water resistant, nice looking"
    • Christopher: "I bought the same pair about 2 years ago and have been looking for ever since, durable, comfortable, love Timbs!!"
    • Heidi: "Comfort, durability and fashion"
    • thomas: "i really like timbs i really like this style of boot"
    • Esteban: "really liked them"

    Sydney B asked: Does anyone know if boot sizing is the same as tennis shoe (Nike) sizing? Wondering if I need to get a larger or smaller size than what he wears in Nike's? I know the sizes are different for sneakers v. shoes/boots.

    • Andrew: "To clarify...I wear a 10.5 in Nike or Adidas, and I believe I wore a 10 in these...but the best bet would just be to have someone try them on and see how they scale and then use that to make the purchase...good luck!"
    • Andrew: "I wore them out and got rid of them a few months ago, so I can't guarantee for sure, but I'd like to say they ran about a half size smaller than what I wear in Adidas or Nike."
    • Shavone: "They do run bigger"
    • Jeanie: "I bought these last year, and I bought the same size as his tennis shoes...he love them! They fit perfect! "