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I Used to Think Shorts Were Just for Summer—7 Chic Autumn Outfits Proving Me Wrong

By Swedan Margen

I Used to Think Shorts Were Just for Summer—7 Chic Autumn Outfits Proving Me Wrong

As we move past summer and into the early autumn season, you can definitely feel the weather shifting here in the UK.

And that can only mean one thing: it will soon be time to pack away our linen trousers and lightweight cotton skirts until next spring. However, one summer staple that I’m determined to bring into autumn this year is my shorts. Not only do they strike the perfect balance between classic and cool, but I’m now convinced that with the right styling tweaks, they can work at literally any time of the year. So, I decided to go on a hunt for some chic autumn outfits that prove you can wear shorts throughout the colder months, too.

I invested in a number of longer Bermuda styles in wool compositions this year, meaning they lend themselves well to the chillier weather anyway. However, the truth is that these styling tips can be applied to shorts of any length or material. And from pairing them with a chunky knit and ballet flats to opting for a heavier trench coat and riding boots, there are indeed plenty of ways to make them work for the autumn season.

If you, too, want to get the most out of your shorts well past the summer season, keep scrolling for seven fail-safe ways to wear shorts in autumn.

1. Suede Shorts + Button-Down Shirt + Wedges

@_livmadeline wears a khaki checked shirt, brown suede long shorts, burgundy wedge heels, a leather shoulder bag and sunglasses

Style Notes: The easiest way to make shorts work for autumn? Opt for a pair in a cold-weather-approved material, of course. No fabric screams "autumn" more than soft, buttery suede. I love how Liv Madeline (pictured above) has paired hers with a tonal khaki check button-down and contrasted it with burgundy leather accessories.

Shop the Look:

Topshop Oversized Shirt in Heritage Check

You can't go wrong with neutral tones.

Long Suede Leather Bermuda Shorts

Massimo Dutti

Long Suede Leather Bermuda Shorts

Enya Wedge Sandal

Reformation

Enya Wedge Sandal

Sure to earn you loads of compliments.

Prada Bonnie Small Leather Shoulder Bag

Prada

Prada Bonnie Small Leather Shoulder Bag

Show me a dreamier burgundy leather bag.

Cat-Eye Sunglasses - Women | Mango United Kingdom

You don't have to splash out loads on chic sunnies.

2. Pleated Shorts + Bomber Jacket + Mary-Janes

@andi_mun wears a black bomber jacket, Bermuda shorts, lace socks, Mary-Janes and a burgundy shoulder bag

Style Notes: A bomber jacket is the ultimate transitional outerwear choice. Choose a slightly more cropped style to allow your pleated wool shorts to take centre stage, and then add some cool accessories like a pop-of-colour bag and lace socks to elevate the look.

Shop the Look:

Soft Bomber Jacket
Tommy Hilfiger, Ribbed Slim Tank Top

Tommy Hilfiger

Ribbed Slim Tank Top

Swap this out for a chunky knit when the temperature drops.

Adler Pleated Wool-Twill Shorts

LOULOU DE SAISON

Adler Pleated Wool-Twill Shorts

Such an elegant silhouette.

Asos Design Black Lace Sock

An easy and affordable way to elevate any outfit.

Paula Babies - Patent Black - Patent Goatskin Leather - Sézane
The Vancouver | Burgundy Smooth | Demellier

Demellier

The Vancouver Shoulder Bag

Roomy enough for your everyday essentials.

3. Bermuda Shorts + Wool Coat + Slingbacks

@annabelrosendahl wears a long black wool coat, jumper, Bermuda shorts, white chunky socks, black slingback heels, a bag and cap

Style Notes: I can’t wait to get out my wool coat when it gets chilly. It’s classy, timeless and will only look even more sophisticated when paired with longer Bermuda shorts. I’ll also be taking a cue from Annabel Rosendahl (pictured above) and trying out the chunky-sock-and-slingback-heels combo that I’ve been seeing everywhere in 2025.

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I Used to Think Shorts Were Just for Summer—7 Chic Autumn Outfits Proving Me Wrong - Vanity Fair Fashion