This is how the best dressed women wear the midi skirt in October 2026: with high boots, high heels or loafers

Posted on 7 October 2026

Autumn, the real one, with its cold and rainy afternoons, is finally around the corner! But while we wait for the temperatures to drop, we can dream of impeccable, warm and very elegant autumn looks. And by the way, let it shine like a Gusiluz (if you understand this reference, you need Retinol).

Because there is nothing better than being inspired by the experts' proposals before launching into buying any trend without being very clear about how to adapt it to our style. Luckily, Instagram is full of stylish women who share their wisdom and if we have learned one thing it is that the midi skirt is crowned the undisputed queen of autumn.

Those who dress best wear them with high heels, with flat moccasins and the luckiest ones who live in cooler climates, with high boots. These four looks perfectly summarize not only what type of skirts are trending, but also how to wear them with style.

How to wear midi skirts this fall with style

@luciabarcena

Lucía Barcena has the perfect transitional look: a butter yellow midi skirt with a matching coat. A total look that she combines with black bracelet stilettos that are not only very elegant, they are also pure trend this 2026.

annabel

@annabelrosendahl

Instagrammer and Dior ambassador Annabel Rosendahl proposes a look of contrasts: black slip midi skirt, oversized white shirt on the outside, and sensible-heeled ballet flats. A black and white combo that works, even with the touch of brown on the bag.

Holly

@holliemercedes

The most modern in the room can be inspired by Hollie Mercedes to wear the cape-style midi skirt with a casual and comfortable style. The key is in Oxford shoes with socks that give it a very cool and daring college touch.

zina

@zinafashionvibe

Transparencies and skirts with organza details in a romantic key are trendy. Zina wears it completely translucent with animal print boots in the same color palette and completes the look with an oversized masculine jacket that creates an ideal contrast.

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Five trendy midi skirts this fall 2026

Zara Skirt 2

Zara

With a boho aura reminiscent of Cholé, we have this printed skirt in brown tones with ruffles at Zara. An ideal bet with a belt included that goes perfectly with high boots and that we find in the new arrivals section for 39.95 euros.

Zara skirt

Zara

This Zara skirt has all the potential to become the most popular this Christmas. The combination of sequins and the organza layer is ideal for party looks with high heels, but allows for a more casual look with sneakers and an oversized sweater on the outside. We have it in Zara for 49.99 euros.

Lefties Skirts

Lefties

Zara's little sister, Lefties, points out ways with skirts as elegant and fashionable as this one with a cape silhouette in brown tones. A Prince of Wales-style printed design that goes perfectly with loafers or sensible-heeled high boots. It looks expensive but is available for only 22.99 euros.

Cape midi skirt

Cape midi skirt

PVP at Lefties — 22.99 €

Sphere

Sphere

At Sfera they propose a straight gray skirt with crossed buttons that mixes the essence of classic style, with tailored finishes, with the comfort of knitted fabric. An ideal choice to wear with high heels or high boots (although it also works with loafers) for 39.99 euros.

Leather Skirt

Tintoretto

Leather garments are another of the most recurring trends this fall, since they are inspired by the 70s and 80s (both in the spotlight this season). This leather effect from Tintoretto is ideal to add to our wardrobe, a different way to wear the always versatile black skirt for 59.99 euros.


Leather effect midi skirt - Tintoretto - Black

Leather effect midi skirt – Tintoretto – Black

PVP in El Corte Inglés — 59.99 €

Note: Some of the links in this article are affiliated and may provide financial benefit to Trendencias. In case of non-availability, offers may vary.

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Olivia Thompson
Olivia Thompson
I’m Olivia Thompson, born and raised in Wellington, New Zealand. As a lifestyle and travel writer at Latitude Magazine, I’m passionate about uncovering stories that connect people with new experiences and perspectives. My goal is to inspire readers to see everyday life – and the world – with fresh eyes.

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