The Nick’s Chukka Ankle Boot is a no-nonsense, heritage-inspired piece of everyday armor, rooted in military history and built for modern life. Originally designed for British soldiers navigating desert terrain during World War II, the chukka boot has since become a minimalist style staple.

Nick’s has refined that rugged lineage into something even more versatile—durable enough for lighter-duty work, but pared down for all-day comfort and understated style. The 4-inch boot features a soft toe, non-gusseted tongue, and an internal heel counter to reduce bulk and improve fit. The full stitchdown construction, leather insole, shank, and midsole provide the kind of durability Nick’s is known for, while the cream wedge sole and block heel lend a casual, everyday vibe. 

With a natural beeswax edge and moderate water resistance, it’s the kind of boot you can pair with raw denim on the job or chinos at the coffee shop. Rebuildable and resoleable, this boot ages with you, just like the best gear should. At $495, it’s not your average chukka, but Nick’s isn’t your average bootmaker.

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