Compare Men's Premium Waterproof Chukka Boots

Feel the freedom that comes with the ready for any adventure attitude found in our waterproof Chukka boot. Styled to reflect the legendary bold look of our iconic Timberland® boot, this one touts a modern heartbeat with a ReBOTL™ lining containing at least 50% recycled plastic. Plus, you’ll enjoy the natural comfort of our GreenStride™ insole with foam made using an EVA blend including 75% biobased materials derived from sugar cane and responsibly grown rubber.