Jim Charles Shoes presents the Chukka Boot, a versatile classic that blends relaxed refinement with traditional English styling.

Crafted on the Zurigo last, this boot features a rounded toe for a traditional English look, resulting in a balanced, timeless silhouette. The two- or three-eyelet design, clean quarters, and simple lines give the Chukka an understated elegance that pairs effortlessly with tailoring, business-casual outfits, and refined weekend wear.

The upper is made from cognac box calf, a premium fine-grain leather selected for its smooth surface, durability, and excellent shape retention. The warm cognac tone offers depth and versatility, while the leather takes polish beautifully and develops a rich patina over time. Each panel is precisely cut, matched, and stitched, with crisp edges and neat seams that showcase the quality of the material and the care taken in construction.

Underfoot, the boot is finished with a cognac Goodyear Welt, leather sole. Goodyear Welt construction is renowned for its strength, longevity, and reparability, ensuring the boot can be resoled and enjoyed for many years. The leather sole provides a slim, elegant profile and a comfortable, well-balanced stride, maintaining an elevated look suitable for both office and smart-casual settings.

Inside, the Chukka Boot is neatly lined and carefully finished, with smooth interiors and thoughtfully placed seams to enhance comfort, breathability, and long-term wear. From the selection of cognac box calf to the execution of the welted sole, every detail reflects skilled, traditional shoemaking.

This Chukka Boot is available through our design your own option, which offers a considered balance between our stock collection and the fully customizable Artisan range. It allows partial customization of key elements—such as colours, finishes, and selected details—so you can create a more individual version of the boot, while still benefiting from a quicker delivery time than a fully bespoke configuration.