There’s no denying it—the evening air is getting cooler, and fall is truly on its way, which means it’s time for a wardrobe shift. While we’re not quite ready to say goodbye to our sundresses and leather sandals, the best fall outfits allow us to embrace transitional dressing, gradually shifting our closets toward more autumn-ready styles. Figuring out what to wear as summer fades into fall can be a challenge for some, but don’t worry—we’ve gathered all the street-style inspiration you need to create foolproof fall outfit formulas that will help you ease into the season.
The best fall outfits are all about versatility, with plenty of timeless classics in the mix. Think denim, crisp shirts, and khaki trench coats, effortlessly paired with trousers and maxi skirts. Sometimes, the best looks are the simplest. But there’s still room to play with color—espresso brown and cherry red are continuing to shine, while trendier silhouettes, like the capri pants from summer, are proving to have staying power, especially when paired with the classic Mary Jane shoe.
Ahead, discover our curated selection of the best fall outfits, inspired by street style. From timeless white tees and tailored trousers to versatile leather trench coats and cozy knitwear sets, your fall wardrobe is all set.
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1. The Khaki Trench Fall Outfit
Every closet needs a good khaki trench coat. Sophia Roe proves that a voluminous single-button style looks oh-so chic, even over the simplest T-shirt and trousers, while saving you from autumnal showers along the way.
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2. The Capri Pants Fall Outfit
Capris are definitely here to stay, and this outfit shows how to take them into fall. Simply add a blazer or cardigan over a silky top, add a luxurious ballet flat, and voilà! Summer’s big hit turns into an autumnal staple.
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3. The Espresso-Inspired Fall Outfit
It’s no secret that all shades of brown are trending, but during fall, the hue really shines. A head-to-toe look inspired by the changing leaves—whether it’s a shirt and trouser or a suit set, as below—is the easiest way to incorporate the color into your everyday.
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4. The Ultra-Long Coat Fall Outfit
The power of outerwear mixed with the ease of a maxi dress exists, and it can be found in the maxi coat. Almost floor-sweeping, it can be worn as the centerpiece of any fall outfit.
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5. The Matching Set Fall Outfit
Although temperatures may dip, there’s still plenty of opportunity come September and early October to bare your legs with a micro-mini length. Stay just warm enough with an updated bomber jacket.