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

Updated 07/01/19
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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 are nothing but anymore. 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—as we all know it—fall will inevitably return, and all our warm-weather clothes will be packed away.

But here's another way you can make your summer work outfits feel brand new—and that's by starting to make strategic fall purchases you can pair now with your summer pieces to create the perfect transitional weather capsule wardrobe. In need of a new crisp white shirt? How about a pair of kitten heels, or a new statement bag? With just a few thoughtful purchases, you'll be able to stretch your summer wardrobe that much longer. And to help you get started, we rounded up our favorite outfits for fall you can start wearing now—and the key purchases to make for each.

Add a Black Blazer

Work Outfits for Fall
@babba.c

Throw a sleek oversize 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.

Oversized Gingham Seersucker Blazer
Tibi Oversized Gingham Seersucker Blazer $595
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Available in sizes XS to L.

Add a Cashmere Sweater

Work Outfit Ideas for Fall
@talisa_sutton

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. 

everlane The Cashmere Shrunken Sweatshirt
Everlane The Cashmere Shrunken Sweatshirt $100
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Available in sizes S to L.

Add a Silk Skirt

Work Outfit Formulas for Fall
@itskaykayleigh

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 XXS to XL.

Add Kitten Heels

Fall Work Outfits
@darjabarannik

A kitten heel is the perfect fall shoe to take you from one season to the next. If they're this season's trendy color—white—even better. 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 IT41.5.

Add a Light Trench

Fall Work Outfit Ideas
@talisa_sutton

When the mercury starts dropping, New Yorkers revert back to their trusted all-black outfits. Mix it up with a blush trench and a tan leather bag to give it a lively but fall-appropriate tone.

bb dakota blush trenchcoat
BB Dakota Trench Coat $138 $118
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Available in sizes XS to XXL.

Add a Tweed Miniskirt

Fall Work Outfit Formulas
@thefashionguitar

It's official, the tweed miniskirt is back. Try it with a long-sleeve white blouse and black pumps for the ideal transitional weather outfit that'll give you Cher Horowitz vibes.

Love, Fire Button Front Skirt
Love, Fire Button Front Skirt $49
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Available in sizes XS to XL.

Add a Cotton-Poplin Shirt

Best Work Outfits for Fall
@darjabarannik

All your summer maxi skirts? They can be repurposed into the fall, we promise. Just pair them with a crisp rushed cotton-poplin shirt and colorful heels. This combo also pairs well with a cropped leather jacket if you need an extra layer.

everlane poplin oversized shirt
Everlane Oversized Poplin Shirt $60
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Available in sizes 00 to 16.

Add a Statement Bag

Work Outfit Ideas for Fall
@babba.c

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

Work Outfit Formulas for Fall
@darjabarannik

We know it can be hard mentally 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.

Allen Schwartz Tilda Wide Leg Pant in Salmon
Allen Schwartz Tilda Wide Leg Pant in Salmon $375
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Available in sizes 0 to 12.

Add a Long-Sleeve Dress

Best Fall Work Outfits
@waityouneedthis

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

Isabel floral-print silk dress
Marimekko Vokaali Unikko Dress $350
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Available in sizes EU34 to EU46

Add Black-Belted Trousers

Best Fall Work Outfit Ideas
@talisa_sutton

When in doubt, a classic black belted trouser 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
Equipment Horace Trouser in True Black $395
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Available in sizes 00 to 12.

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