A clean three-eyelet chukka built around a burnished cognac upper and a longer, dress-oriented forepart rather than a heavy casual boot shape. A men's lace-up ankle boot in brown leather, dressy enough to wear as a chukka with a suit.
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Color
$299.00
Handmade · Free remake if it doesn't fit
Choose color, US size and width. We make this pair for your order in 7–10 working days, then ship worldwide in 5–7 days.
Elongated almond toe · Longer dress profile — this shape defines the shoe's toe profile and internal volume. Choose any listed size and width for this design; we make the pair to your selected configuration.
Best for
Business-casual tailoringDenim and chinosCool-weather evening wearBuyers who want a refined chukka silhouette
Fit Confidence
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The elongated almond toe gives this chukka boot its intended front shape. Choose your normal US dress-shoe size and D, E, EE or EEE width; use the Fit Guide if you are between sizes or routinely have heel-slip or forefoot-pressure issues.
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↺Free remake if it doesn't fit
✦Handmade construction
◈Worldwide shipping, 5–7 days
⊡Secure checkout
Last & Fit
An elongated almond toe creates a longer dress line
The forepart carries a little more visual length before tapering into an almond shape. That gives the shoe a sleeker dress profile while keeping the toe softer than a hard point.
Because this chukka boot is made to order, choose your normal US dress-shoe size and the offered D, E, EE or EEE width. If you are between sizes or regularly experience heel slip or forefoot pressure, use the Fit Guide before production.
✓ Elongated dress-shoe profile✓ Tailoring✓ Evening wear✓ Buyers who prefer a longer toe lineVery broad forefootShort rounded-toe preferenceBetween sizes — check Fit Guide
Chukka boots can easily become heavy through thick soles, broad toes and bulky quarters. This pair takes the opposite approach: a clean three-eyelet upper, a relatively low ankle line and a hand-burnished cognac finish that keeps the boot closer to dress-shoe proportions.
The burnishing darkens the toe and perimeter while leaving warmer cognac through the larger panels, giving the plain upper movement without adding broguing or extra seams. The elongated almond forepart reinforces that dressier direction.
Materials & Construction
Materials & Construction
The confirmed visible materials and product details for this design are listed below. Construction method is intentionally left unstated unless separately verified.
Upper
Hand-finished leather
Cognac-brown upper with darker burnishing through the toe, edges and heel.
Lining
Leather lining
Leather lining visible/used as the Handsole standard for this product group; exact hide type is not separately claimed here.
Sole
Leather outsole
Leather outsole with a dark rubber heel toplift visible in the product photography.
Construction
Hand-welted, closed channel
Hand-welted construction with closed-channel stitching, so the sole stitching is hidden for a clean edge.
Insole
—
Hardware
Laces
Three-eyelet lace closure with tonal brown laces.
Worn in 14 countries
Made one pair at a time, worn worldwide
1,000+orders fulfilled
14countries shipped to
84cities reached
Before you order
Common questions
Use the size guide for US sizing, width and last guidance. If you are between sizes or unsure about width/last, compare your measurements with the product fit notes or contact Handsole before production. Break-in varies by the specific upper, lining, sole, construction and fit.
If the fit needs attention, contact us under the Fit Promise so we can review the issue and the available remake, adjustment or return option for that order.
Break-in varies by leather, lining, last and fit. A correctly sized pair should feel secure rather than painfully tight; the leather and insole will gradually conform with wear.
Construction details for this product are listed in the Materials & Construction section above. Where the build is resoleable, the upper can be retained while a worn sole is replaced when the pair remains serviceable.
Choose from the widths offered above. If you need unusual forefoot or instep room, have different left/right measurements, or repeatedly struggle with fit, review the Sizing & Fit guide or contact us before production so we can compare the available last/width options or a custom adjustment.
Remove loose dust with a soft brush or clean cloth. Follow the care instructions for the specific leather and finish; suede, patent, patina and two-tone uppers may need different products. Test any suitable cleaner, cream or conditioner on an inconspicuous area first, and use separate clean applicators on contrasting colours. Condition only when the leather and finish need it, rather than on a fixed schedule. Let damp shoes dry naturally away from direct heat. Contact Handsole before attempting recolouring or using a treatment whose compatibility is uncertain.