11 Sleek Work Outfits for Fall That You Can Start Wearing Right Now

Digital influencer Reese Blutstein wears all Miu Miu with Digital influencer Courtney Trop wearing all Miu Miu on March 03, 2020 in Paris, France.
Kirstin Sinclair / Getty Images

It's inevitable: At the end of each season, everything in your closet starts to feel stale. That skirt you bought months earlier has been worn one too many times; those cute sandals you were so excited about have been torn to shreds in the city streets; and all your brand-new summer whites feel done. But no matter how tempting it is to burn all your clothes and start anew, it's too late to make any more summer purchases because fall will inevitably return, and all our warm-weather clothes will be packed away.

Make your summer work outfits feel brand new and stretch your wardrobe into a new season with just a few, thoughtful fall wardrobe purchases. For example, create the perfect transitional weather capsule wardrobe with a crisp white shirt, a pair of kitten heels, or a new statement bag. To help you get started, we rounded up our favorite ways to spruce up our summer outfits for fall, along with the key purchases to make for each.

Add a Black Blazer

Throw a sleek oversized blazer over a miniskirt and T-shirt, and you can wear this summer ensemble well into September. Just swap sandals for kitten heels when the mercury drops.

Ames gingham blazer by Rag & Bone
Rag & Bone Ames Gingham Blazer $495 $347
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Available in sizes 0 to 14.

Add a Cashmere Sweater

The saying goes that you can't wear white pants after Labor Day, but we strongly believe you can if paired with a neutral cashmere sweater and sleek camel leather accessories. 

The cashmere crew by Everlane
Everlane The Cashmere Shrunken Sweatshirt $100
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Available in sizes XXS to XXL.

Add a Silk Skirt

A silk skirt is a seasonless staple. Just swap your T-shirt for a long sleeve shirt and swap summer slides for pointed-toe mules for a chic, all-weather ensemble.

Réalisation The Naomi Skirt $180
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Available in sizes S to XXL.

Add Kitten Heels

A kitten heel is the perfect fall shoe to take you from one season to the next. Just pair with a black-and-white skirt-and-blouse combo.

prada textured leather slingback flats
Prada Textured Leather Slingback Flats $690
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Available in sizes IT35 to IT40.

Add a Light Trench

When the mercury starts dropping, New Yorkers revert back to their trusted all-black outfits. Even if you're not based in NYC, mix up your outfit with a blush trench and a tan leather bag to give it a lively yet fall-appropriate tone.

bb dakota blush trenchcoat
BB Dakota Trench Coat $138 $35
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Available in sizes XS to XXL.

Add a Tweed Miniskirt

It's official: The tweed mini skirt is here to stay. Try it with a long-sleeve white blouse and black pumps for the ideal transitional weather outfit that'll give you Cher Horowitz (of "Clueless" movie fame) vibes.

Recycled high-wasted mini skirt
Tibi Recycled High-Wasted Mini Skirt $375 $80
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Available in sizes 00 to 12.

Add a Cotton-Poplin Shirt

All your summer maxi skirts? They can be repurposed into the fall, we promise. Just pair them with a crisp ruched cotton-poplin shirt and colorful heels.

This combo also pairs well with a cropped leather jacket if you need an extra layer.

Silky white shirt by Everlane
Everlane Silky Cotton Oversized Shirt $64
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Available in sizes 00 to 16.

Add a Statement Bag

Sometimes, all you need is a new bag to make your summer outfits feel brand new. Pair a long-sleeve shirt with a miniskirt and pointed-toe heels with a colorful new mini structured bag—and heads will turn.

Danse Lente Phoebe Bis Coffee & Black Bag
Danse Lente Phoebe Bis Bag in Toffee/Black $495
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Add Pink Trousers

We know it can be tough to go back to a rotation of trousers and sweaters, so try them in lighthearted hues like blush pink or baby blue to soften the blow. A deep red accent also will make blush clothes feel more fall-appropriate.

Darted crepe trousers by Mango
Mango Darted Crepe Trousers $60
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Available in sizes XS to XL.

Add a Long-Sleeve Dress

Swap your short-sleeve dresses for long-sleeve ones and wear them deep into October. Just substitute heeled sandals for pointed pumps and add a light jacket to your outfit when temperatures drop. 

Joukkue Pionipensas dress by Marimekko
Marimekko - Joukkue Pionipensas Dress $425
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Available in sizes EU34 to EU46.

Add Black-Belted Trousers

When in doubt, a classic black belted pant will always come to the rescue when you have nothing to wear. Try it with a classic black pump and a white or lilac mohair T-shirt for a look that's both breezy and cozy.

Equipment Horace Trouser in True Black
Banana Republic High-Rise Tapered Cropped Pant $90 $76
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Available in sizes 0 to 18.

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