Yes, You Can Keep Wearing Your Shorts This Fall

Why is it that we’ll wear dresses year-round, but shorts are limited to a brief three-month stint? Both styles show off the same amount of leg, but for some reason, we stash every pair of cutoffs and cargoes as soon as the sun sets on Labor Day. Not this year, though. With so many perfect fall outfits built around shorts of all lengths, we’re throwing caution to the wind and wearing these styles for the foreseeable future. Here are six looks to copy when the weather (finally) cools off.

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fall shorts and cardigan
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Chino Shorts + Turtleneck Sweater + Tweed Jacket

When you still want to cover up a bit, just add all the layers. A chunky knit and a knee-length coat will keep you nice and toasty on top while bare legs will balance out your body temp. Still chilly? Add a leather jacket into the mix.

Get the look: Jag Jeans shorts ($59); Lovers + Friends sweater ($62); Tibi jacket ($795)

leather shorts leather shirt
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Leather Shorts + Leather Shirt + Suede Pumps

One of fall’s biggest trends is pairing your leather with…more leather. Keep things interesting by choosing different colors for top and bottom, like this black and brown pairing. Then ground it with some soft suede pumps. (BTW, feel free to go faux with all materials involved in this outfit).

Get the look: Topshop shorts ($55); Equipment shirt ($550); Marc Fisher ($160)

jean bermuda shorts
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Denim Bermuda Shorts + Plaid Blazer + Fitted Turtleneck + Ankle Boots

You know them, you love them and now you can wear them for another whole season. Autumn-proof your Bermuda shorts by adding a turtleneck and plaid blazer to battle colder temps. Then swap your summer sandals for a pair of bold ankle boots.

Get the look: Levi’s shorts ($80); Halogen blazer ($139); White + Warren turtleneck ($174); Marc Fisher boots ($200)

voluminous shorts
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Voluminous Shorts + Trapeze Top + Knee-high Boots

It’s all about proportions, baby. Not only does this look give us the stylish ability to eat as many cider doughnuts as we so please, but it’s also the perfect example of how to cover up while still wearing our easy, breezy pleated shorts.

Get the look: Topshop shorts ($80); Adam Lippes ($650); Vince Camuto boots ($250)

pleated shorts
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Pleated Shorts + Ruffled Blouse + Western Booties

A little bit western and a lot chic—the best part about this outfit is that it goes from day to night without the need to change in the office bathroom.

Get the look: Vince shorts ($195); Ulla Johnson ($395); Jeffrey Campbell ($190)

striped shorts
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Striped Shorts + Silk Button-down + Satchel

This fall, swap your go-to horizontal stripes for a vertical take on the pattern. The north/south lines feel less nautical and actually help elongate your figure, while silky fabric both covers bare skin and helps regulate body temperature. Stripes for the big win. 

Get the look: Treasure & Bond shorts ($79); Anine Bing shirt ($169); Rebecca Minkoff bag ($228)

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Brianna Lapolla formerly held the role of Senior Commerce Editor at PureWow covering all things shopping across beauty, fashion, and lifestyle. Now, she's putting her 12 years of...