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As comfy as a slipper, yet ready for the great outdoors. Our Ashwood Park men's chukkas cradle your foot with a lightweight OrthoLite® footbed and warm Teddy fleece lining at the collar and tongue. A rugged outsole helps prevent slips. ...

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A cushioned footbed and padded collar are among the comfort features built into these men's mixed-media chukkas. They also feature Defender Repellent Systems® treatment to help repel stains and eco-consciously sourced materials. TIMBERLAND | Men's Davis Square Chukka Boots.

Men's Davis Square Chukka Shoes

Our Davis Square mixed-media chukkas are made to feel comfy inside with lightweight OrthoLite® footbeds and look great outside with Defender Repellent Systems® treatment to help repel stains. They're also mindfully made with leather from a tannery rated silver by ...