7 Cool Outfits to Try When You're Emotionally Ready for Fall

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There’s no question I love it when the leaves turn brown. I get to wrap my hands tightly around a warm Pumpkin Spice Latte, and I can pull out my corduroy pants from the back of my wardrobe. But admittedly, since it’s still sweltering hot out and I’ve only slipped into a swimsuit a handful of times this summer, I’m not quite emotionally ready to let go of these warm, carefree summer days and evening Aperol spritzes alfresco quite yet. Well, that was until I started scouring Instagram for fall outfits this week and new-season sartorial excitement washed over me like a cool breeze.

If you are just about ready to transition your wardrobe, this one’s for you. I’m sharing seven cool outfits that will ease you into fall—each ensemble ready to help you transition out of any lingering summer longing right into the new season. Keep scrolling for plenty of new-season outfit inspiration and to shop the looks for yourself.

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Fall is the perfect time to integrate deeper colors into your wardrobe. Lean into this season's gray color trend with a knit cardigan, long and loose tailored trousers, and a long camel trench coat. Luxe accessories finish the look.

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Transition your miniskirt into fall by pairing it with a cozy, oversize leather-and-shearling jacket and knee-high boots—easy and cool.

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You really can't go wrong with the simple and stylish outfit formula of straight-leg jeans and an oversize knit cardigan in an autumnal brown hue. Balance the chunky knit with minimal heeled mules.

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I love the contrast of a silky skirt with a cozy, oversize knit. Finish the look with sneakers and chic accessories in a cohesive color palette.

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Lean into a darker color palette, and opt for charcoal wide leg-jeans and a blazer combined with accents of lighter gray hues. Minimal accessories finish the look.

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For an easy transition into the cooler season, a loose and lightweight bomber jacket is a great start. Add a T-shirt and relaxed jeans, and amp up the basics with fun accessories.

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This outfit literally embodies the term cozy chic! A matching knit maxi skirt and cardigan styled with contrasting statement sandals makes for the perfect ensemble to luxuriate in once the leaves turn brown.

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Judith Jones
Senior Fashion Market Editor

Judith is the senior fashion market editor at Who What Wear and has worked in fashion for nearly a decade. Judith started on the Shop Who What Wear team, creating content and managing a team of merchandisers for the Who What Wear shopping app. She later crossed over to the editorial team, where she shares the coolest, most desirable fashion market finds and brands in her shopping-focused stories and social takeovers. She has become one of the top affiliate earners during her six plus years at Who What Wear. Before working in fashion, Judith was a TV host on the PBS travel show Globe Trekker (airing on Netflix and Amazon Prime) and shared her passion for travel and food. She studied at the prestigious London Academy of Dramatic Arts as well as Stella Adler Studio of Acting in New York. She later studied fashion merchandising and design, which laid the foundation for her career in fashion.