20 Fall Outfit Ideas to Steal From Street Style

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1. The All-Over Knit Fall Outfit

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Transitional dressing at its finest. Go sleeveless with a knitted vest and skinny scarf to start implementing these warmer pieces into your wardrobe now, as the seasons begin changing. Swap out accessories and grab an underlayer when needed.

COS Knitted Cashmere-Blend Tank

Knitted Cashmere-Blend Tank

Simple and chic, this vest can be styled in a plethora of ways, from jeans to trouser pants, midi skirts, and more.

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Acne Studios Vesuovia Fringe Scarf

Vesuovia Fringe Scarf

Think of a skinny scarf as part of your look, not meant to be taken off.

2. The Monochrome Fall Outfit

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Fade to gray with a completely monochrome look that oozes sophistication. Keep it all in the knit family with a cool cardigan, long, pleated skirt, and underpinnings all with the same textural feel.

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Khaite Ello Cropped Sweater

Ello Cropped Sweater

Editors flock to Khaite’s luxury knitwear each season, and this cropped version is no exception.

Mango Pleated Long Skirt

Pleated Long Skirt

A long pleated skirt balances out the sweater’s cropped proportions for a polished take.

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3. The “Shirting Hero” Fall Outfit

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Keep things classic with crisp, cotton shirting that can really go the distance. We love a playful mashup of stripes on blue, as a fresh alternative to your classic whites. With fluid trousers, this one is the easiest to pull off.

Wales Bonner Sisilia Shirt

Sisilia Shirt

A little volume in the sleeve and the contrast stripe pattern keeps this shirt far from boring territory.

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Vince Pintuck Wide-Leg Pants

Pintuck Wide-Leg Pants

An everyday trouser can be styled with everything from shirting and blazers to knitwear and more.

4. The Khaki Trench Fall Outfit

street style day 3 copenhagen fashion week ss25
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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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Anine Bing Randy Trench

Randy Trench

Don’t be surprised at how often you reach for this cotton style. It is extremely versatile.

Babaton Founder Pants

Founder Pants

These trousers are a mainstay in Aritzia’s permanent offerings. They are lightweight, seasonless, and the fit is just right.

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5. The Capri Pants Fall Outfit

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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.

Donni The Rib Pedal Pushers

The Rib Pedal Pushers

Donni’s version are made from the softest rib material, and it truly holds its shape.

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The Row Ballet Flat

Ballet Flat

You can’t go wrong with a flat from the Row. The leather quality is truly unmatched.

6. The Head-to-Toe Red Fall Outfit

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From Bella Hadid to Emily Ratajkowski, It girls can’t get enough of the vibrant shade and neither can we. For fall, we recommend a textured knit and structured miniskirt to get things going. Add tights and a closed-toe shoe when those first chills hit.

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Re/Done Cashmere Sweater

Cashmere Sweater

A perfect cashmere crewneck? What more can you ask for.

Prada Craquele Leather Miniskirt

Craquele Leather Miniskirt

Prada’s leather mini is sure to add some shine and texture to any look.

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7. The Barn Jacket Fall Outfit

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Here’s a fresh way to style that denim barn jacket you have been seeing everywhere. When worn atop white underpinnings, such as a crisp button-up (bonus points for an elongated collar!) and trouser pants, the jacket staple goes from country weekend to city-street-ready.

J.Crew Denim Barn Jacket

Denim Barn Jacket

Now 41% Off

J.Crew’s all-over-denim take on the barn jacket feels modern and fresh.

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