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Simkhai Kayla Leather Heeled Chelsea Boot | Thumbnail 1
Simkhai Kayla Leather Heeled Chelsea Boot | Thumbnail 2
Simkhai Kayla Leather Heeled Chelsea Boot | Thumbnail 3

Simkhai Kayla Leather Heeled Chelsea Boot - Black

$595

UpperPebble Grain Leather
HeelWrapped Block Heel
SoleLug Sole

The Kayla Leather Heeled Chelsea Boot is part of the Fall 2026 women's collection, crafted from pebble grain leather in black. This ankle boot features a rounded toe, elastic side panels, a wrapped block heel and a lug sole that adds subtle edge while preserving its clean, streamlined profile. Pair it with tailored trousers, denim or dresses for polished everyday wear.

From Our Closets

Packed 111 times

Most often for London in June. Aggregated from Vêtir Voyage packing lists.

Top Destinations

  • London
    25
  • Tokyo
    22
  • Dubai
    20
  • Gstaad
    14
  • Aspen
    14

The Fit

Fit verdict
Standard boot fit
Owners keep their size
88%
Fit intelligence
Standard boot fit. 88% of owners keep the size they order.

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Our Stylist's Notes

"I love styling these with straight-leg denim and a softly tailored coat for an elevated everyday look. For evening, I would pair them with a fluid midi dress to balance the structured lug sole and block heel."

Jessy C.

Personal Stylist