Chunky loafers: the shoe of autumn 2026 (and how to wear them)

Mocassini chunky: la scarpa dell'autunno 2026 (e come portarli)

Trends · Autumn 2026

There is one shoe returning to the centre of every look this autumn: the loafer. But not in the slim version of the past: this season calls for a high, substantial sole, the chunky loafer. A style that combines collegiate polish with a confident edge, already among the fastest-growing requests in boutiques.

Why the chunky loafer is back now

After years of sneakers and ballet flats, we are seeing a shoe return to boutiques that is both comfortable and elegant. The raised sole adds character and elongates the silhouette, while the leather upper retains its timelessly polished look. Find it among women's loafers and men's loafers; it works just as well with tailored trousers as with jeans.

The styles to know

  • The penny loafer. The style with a strap across the vamp, the most classic: with a platform sole, it instantly gains attitude.
  • The horsebit loafer. The metal detail evokes collegiate style and a subtly retro elegance.
  • The tassel loafer. Elegant and slightly dandy, for those who love details.
  • The chunky loafer with a lug sole. The boldest style, breaking up the most feminine outfits.

How to style chunky loafers

The beauty of this shoe lies in its contrast: the softer the rest of the outfit, the more character it adds.

  • With visible socks. The trend detail: a ribbed or chunky wool sock peeking above the shoe gives the look a contemporary edge.
  • With a skirt or dress. A fluid dress and a sturdy loafer among women's shoes: feminine on top, assertive below.
  • With jeans. Straight-leg or cropped jeans to show the ankle: simple and always right.
  • In a sartorial key. With pleated trousers and a matching sock, a modern touch for the men's wardrobe too.
The softer the rest of the outfit, the more character the chunky loafer adds. It's all about contrast.

The boutique's advice

If you choose just one pair, opt for a black or dark brown leather loafer with a sole that is not too exaggerated: it goes with everything and works across seasons. New leather should be allowed to soften during the first few days, perhaps with a slightly thick sock, and treated with a specific balm. Properly cared for, it lasts for years and improves with wear.

Frequently asked questions

How do you style chunky loafers?
They work best through contrast: with a skirt or fluid dress for a feminine, confident effect, or with straight-leg jeans and a visible sock, the season's trend detail. For an elegant look, wear them with tailored trousers and a matching sock.
Are loafers fashionable in 2026?
Yes, loafers are among the key shoes for autumn-winter 2026, especially in the chunky version with a thick sole. They are comfortable and elegant shoes that replace sneakers in many everyday looks.
What socks do you wear with loafers?
The trend calls for visible socks, ribbed or in chunky wool, peeking above the shoe. For a cleaner look, opt for a thin knee-high sock in a shade matching the trousers.
How do you soften the leather of a new loafer?
Wear it with a slightly thick sock for the first few days to help it adapt to your foot, and treat the leather with a specific balm. The leather naturally gives way, and the shoe becomes increasingly comfortable.
VCThe Vittorio Citro Boutique editorial team — a luxury multibrand boutique in Roccapiemonte, carried on by a family with roots in fashion since 1917.

At the opposite end of the chunky style is the slim, classic loafer: Barrett shoes, handcrafted since 1917, with a stitched leather sole.

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