The Santiago in Black

Meet The Santiago in Black by Adelante, a men’s chukka boot designed to outshine standard dress boots and city sneakers alike. Handcrafted in Guatemala and made-to-order, this Santiago keeps the lines clean and the comfort high for day-to-night wear.

Materials & Construction: The Santiago in Black is built from high-quality leather sourced from responsible tanneries, with cushioned footbeds that support daily wear. A classic three-eyelet chukka profile sits on a durable sole engineered for walkability, while careful stitching and finishing reflect Adelante’s workshop-level craftsmanship. The ankle-height shaft and subtly rounded toe keep the silhouette sharp but approachable.

Why It’s Good: Adelante’s men’s shoes, including The Santiago, are handcrafted, made-to-order, and anchored in a living-wage model, supporting both artisans and the environment through reduced overproduction. Sustainable leather sourcing and padded comfort features are chosen for long-term wear, making this chukka a smarter investment than short-lived fashion boots. A simple black colorway multiplies outfit possibilities, so one pair can stand in for many lesser-quality shoes.

Style Notes: Wear The Santiago in Black with dress trousers and a button-down for a polished office look, or pair it with dark denim and a crewneck sweater for weekend evenings. The black leather works seamlessly with suits in charcoal, navy, and subtle checks, making this chukka a strong candidate for your “one shoe for everything” slot.