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Men's City's Edge Waterproof Chukka Boots

Men's City's Edge Waterproof Chukka Boots

Just try on a pair. If the gorgeous leathers and clean lines of our City's Edge waterproof chukkas don't convince you that your feet must have these, let the cushiony footbeds speak for themselves.

Men's Cross Mark Better Leather Chukkas

Men's Cross Mark Better Leather Chukkas

Our exclusive Aerocore® energy system helps make it comfortable to be on your feet all day. You can also take comfort in earth-conscious materials including ReBOTL™ fabric containing at least 50% recycled plastic and Better Leather from a tannery rated ...

Men's Davis Square Mixed-Media Chukka Shoes

Men's Davis Square Mixed-Media Chukka Shoes

Today's going to be an adventure. Make sure you're wearing a new pair that can handle it! Our Davis Square mixed-media chukkas feature recycled materials, cushiony footbeds and streamlined styling that's great dressed up or down.

Men's Desus & Mero x Timberland® Waterproof 6-inch

Men's Desus & Mero x Timberland® Waterproof 6-inch

Desus & Mero (aka the Bodega Boys) have put their spin on Timberland's waterproof leather 6-inch boots. The linings and insulation are made using recycled plastic.