20 Fall Dresses in Our Editors' Shopping Carts Right Now—and How to Style Them

Fall Work Dresses



We're officially knee-deep in fall, which means we're also due for a fresh batch of seasonal work outfit inspiration. When it comes to getting dressed for work in the morning, we like to keep things as simple as possible while also making sure we choose an ensemble that'll be comfortable to run around in all day long (though our third priority is to earn some style points). So, today we're putting fall work dresses in the spotlight.

To find the most on-trend, office-appropriate styles of the season, we took to Instagram and scrolled through our favorite accounts until we landed on the best outfits that revolve around chic dresses. Keep reading to see how the sartorial trailblazers are styling their fall work dresses right now, and then shop similar pieces from favorite brands, from Tibi to Lightbox Jewelry, Ganni, and Who What Wear collection. Your groggy self will thank you since they basically only require one hero item—especially key for those mornings where you've got no time to spare.

Well-Tailored, Sleeveless Midi Dresses

Work Dresses



Sleeveless midi dresses are the ideal style for fall work outfits. They're easy to layer, which is essential as the weather fluctuates without a moment's notice. When you're in the temperature-controlled comfort of the office, you can leave as it as and slide into simple mules for a slightly formal but comfortable look. Accessorize with a pair of drop earrings to give the sleek and simple outfit a bit of personality. And if you're worried about going sleeveless in your work environment, opt for a thicker strap to play it safe.

Asymmetrical or High-Neck Flowy Dresses

Dresses to Wear to Work



Flowy dresses are easily the most comfortable, one-item work outfit around. Right now we're really digging all the asymmetrical and pussy-bow variations we've been seeing on street style influencers. Who says you can't wear your florals during fall? This look proves that you absolutely can. Just swap out those sandals and slides for a pair of on-trend boots. We love how these tan cowboy boots give the delicate, dainty dress a tougher twist. And if your flowy dress is sleeveless, just layer it with a turtleneck underneath to keep warm.

Classic, Longer Fit-and-Flare Dresses

Work Outfit Ideas



You can't go wrong with a classic midi dress that's fitted at the waistline and then flares out. Not only is it super comfortable, but this style is also extremely flattering and versatile. If you opt for a neutral-hued midi dress like the one above, you can wear it as the base of countless outfits, swapping out accessories and outerwear for a fresh look each time. Or go bold with a fun pop of color or print to make a statement.

A Simple Shirtdress

Office Outfit Ideas



Last but definitely not least, we present you with a timeless favorite: the shirtdress. Not only is a great neutral staple to wear in a variety of office environments, but it's also easy to freshen up and accessorize for a fun, on-trend ensemble. Opt for an A-line fit like the one above, and then pair it with a pair of retro-inspired mules and a top-handle bag.

Shop our favorite accessories to wear with these fall work dresses…

On-trend, comfortable, and the perfect way to give your dress some edge. 

We love a top-handle bag with a playful twist. 

For some added shine to finish off your look. 

Sweet yet decidedly unique, this red jacket will add the perfect pop of color to your work dress ensemble. 

Square frames, crystal embellishments, and a brow bar… It doesn't get any cooler than that. 

Two-tone slingbacks will never go out style. These add a modern twist to the classic style. 

Play up the Western vibes and belt your dress with this fun buckled selection.

Everyone needs a classic plaid blazer for their fall work wardrobe. 

A retro-inspired hair barrette is the most underrated accessory. 

This belt bag is both convenient and stylish, especially for those busy days. 

A classic denim jacket will give your formal work dress a more approachable, casual feel. 

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