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

Updated 05/08/19
Fall Work Dresses
@nnennaechem

We're officially knee-deep in fall, which means we're also due for a fresh batch of 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 in the spotlight.

To find the most 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 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
@pandorasykes

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.

Pixie Market Melody Pleated Dress $115
Pixie Market Brown Front Tie Dress $99
Ophelia Asymmetric Stretch-knit Midi Dress
Rag & Bone Ophelia Asymmetric Stretch-Knit Midi Dress $375
Pixie Market Colette Belted Dress $184
Sleeveless Belted Denim Midi Dress
CO Sleeveless Belted Denim Midi Dress $575

Asymmetrical or High-Necked Flowy Dresses

Dresses to Wear to Work
@emilisindlev

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.

- High Neck Asymmetric Twill Dress - Womens - Blue
Tibi High Neck Asymmetric Twill Dress $550
Isabeau Pleated Floral-print Cotton-poplin Midi Dress
Ulla Johnson Isabeau Pleated Floral-Print Cotton-Poplin Midi Dress $355
Unbridled Pussy-bow Floral-print Silk-georgette Midi Dress
Zimmermann Unbridled Pussy-Bow Floral-Print Silk-Georgette Midi Dress $1150
Keziah Asymmetric Floral-print Crepe De Chine Midi Dress
Preen Line Keziah Asymmetric Floral-Print Crepe de Chine Midi Dress $540
Pussy-bow Tiered Crepon Dress
See by Chloé Pussy-Bow Tiered Crepon Dress $395

Classic Fit-and-Flare Longer Dresses

Work Outfit Ideas
@ada_oguntodu

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.

Staud Veronica Cotton Poplin Midi Dress $295
Cameron Floral-print Satin Midi Dress
Ganni Cameron Floral-Print Satin Midi Dress $395
Cotton Midi Dress
Lake Studio Cotton Midi Dress $595
Women's Puff Sleeve Midi Dress
Who What Wear Women's Puff Sleeve Midi Dress $35
Mango Flowy Dress $50

A Simple Shirtdress

Office Outfit Ideas
@sylviemus_

And 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.

Linen Mini Dress
James Perse Linen Mini Dress $225
Mango Printed Bow Dress $60
Pixie Market Charme Wrap Shirt Dress $108
Sultry Floral-print Cotton Maxi Dress
AlexaChung Short-Sleeve Jacquard Shirt Dress $570
Mango Asymmetrical Ruffle Dress $100

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

Meg Leather Cowboy Ankle Boots
Ganni Meg Leather Cowboy Ankle Boots $540

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

Eos Acrylic Box Bag
Cult Gaia Eos Acrylic Box Bag $350

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

Large Swirl Drop Earrings
Topshop Large Swirl Drop Earrings $22

For some added shine to finish off your look. 

- Heart Patch Leather Jacket - Womens - Red
AlexaChung Heart Patch Leather Jacket $1302

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

Crystal-embellished Square-frame Silver-tone And Acetate Sunglasses
Miu Miu Crystal-Embellished Square-Frame Sunglasses $630

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

M'O Exclusive Two-Tone Leather Slingback Pumps
Yuul Yie Two-Tone Leather Slingback Pumps $305

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

Belen Smooth Ball Chain Belt
Rebecca Minkoff Belen Smooth Ball Chain Belt $68

Play up the western vibes and belt your dress with this fun buckle belt. 

Checked Woven Blazer
Maje Checked Woven Blazer $470

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

Large O Barrette
Mrs President & Co Large O Barrette $62

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

Bum Waist Bag
Kara Bum Waist Bag $350

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

The Jean Jacket in Pinter Wash
Madewell The Jean Jacket $118

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

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