As Australia settles into the cooler months, it's safe to say we're all craving a little extra armour against the elements.

Leather is always a trusted option. Its lasting quality and timeless allure are hard to beat. Whether you're wearing a maxi, midi or mini skirt with a pair of black tights and boots, layering one over jeans (after all, we've seen the skirt-over-pants trend gain momentum over the last year), or pairing a leather skirt with a cable-knit jumper for the perfect hard-meets-soft contrast, it's a piece that works year after year.

One of the most iconic interpretations I think of when leather skirts come to mind, is the suite of colourful skirts that made their way down Versace's Autumn Winter 1994 runway.

Even today, leather skirts continue to be a staple across luxury collections. At Saint Laurent, Anthony Vaccarello frequently returns to the leather pencil skirt, with one of his strongest iterations appearing in the brand's Spring Summer 2026 collection.  A supple leather skirt paired with a crisp white shirt, worn slightly unbuttoned, with sheer black stockings and knee-high boots – dare I say, winter dressing has never looked so good.

Perhaps the reason leather skirts have transcended time and trends is because they strike the perfect balance between practicality and luxury. Leather naturally offers protection against the wind and cold, making it a fabric that genuinely keeps you warm throughout winter rather than simply looking seasonal. Personally, I find there's also something undeniably cinematic about a leather skirt. It instantly elevates winter dressing.

Long associated with polished minimalism – particularly throughout the 90's – the leather skirt carries enduring associations of elegance, confidence and refinement. Just look to Carolyn Bessette-Kennedy, who made the piece a staple in her timeless wardrobe.

Below, we've rounded up our favourite leather skirts to invest in this winter and beyond, whether you're looking for a mini, midi or maxi.

Saint Laurent Belted leather pencil Skirt

St. Agni Leather black pencil Skirt

Khaite Mini Leather Skirt

The Frankie Shop Leather Wrap Mini Skirt

Sezanne Black Leather Mini Skirt

COS Ponyhair-effect Midi Leather Skirt

Nour Hammour Leather Maxi Skirt

E.L.V Denim Patchwork Mini Leather Skirt

R.M.Williams Suede Skirt

Reformation Veda Barrow Leather Low Waist Skirt