How to Transition Your Summer Clothes Into Autumn

It’s never our intention to purchase something knowing we’ll only wear it a handful of times. We like to get the most mileage out of our closet—and yes, that includes wearing a “summer” item even when it’s autumn. You know what we’re talking about—taking the tank top or pair of cropped trousers you loved wearing all summer long and making them work even as the temperatures start dropping.

To showcase how we style our favourite warm-weather items when it gets cooler outside, we challenged three of our editors to take five seconds to search through our fashion closet and find the one piece that will transition their summer wardrobe (a sleeveless dress, crop top, and skirt) into autumn.

Keep scrolling to watch our video and learn how to get the absolute most out of your closet. Plus, go a bit further to shop each of the transitional looks featured.

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Transition your sleeveless dress:

If you’re looking to get more mileage out of the sleeveless dress you’ve been wearing all summer long, pair a slim turtleneck underneath to keep wearing it through autumn.

Shop the look:

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Transition your crop top:

It’s easy to pull off a crop top in April. Rather than wearing it by itself, simply add a button-down underneath for a forward yet appropriate look.

Shop the look:

Related: A Celebrity Stylist Reveals THE Best Leggings for Fall

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Transition your slit skirt:

While you could totally wear a skirt as is with a pair of knee-high boots come autumn, we love the idea of pairing your favourite style with a skinny pair of trousers for a very modern, cool vibe.

Shop the look:

What are your tricks for transitioning your summer clothes into autumn? Let us know in the comments below.

Opening Image: Sandra Semburg

Bobby Schuessler
Market Director

Bobby Schuessler is a fashion editor with over a decade of editorial experience covering shopping, style, and beauty. He's spent over seven years at Who What Wear, currently leading the market team to deliver highly covetable and convertible content. He creates data-driven shopping guides featuring top retialers like Nordstrom, Shopbop, and Net-a-Porter and is at the forefront of Who What Wear's shopping tentpole strategies, including Amazon Prime Day. He also works on branded content initiatives and appears on camera in video and shopping livestream franchises. He has also worked across a variety of other media brands and fashion retailers like Refinery29, PureWow, Men's Health, and Gilt covering commerce, trend reporting, women's and men's fashion, home, and lifestyle.