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Best Casual Fall Dresses 2021

Wow, These 25 Fall Dresses Speak Our Style Language — We Want Them All!

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A casual dress will forever be a staple in our everyday wardrobe. It's an effortless way to look put-together, plus the versatility makes it a year-round sartorial investment. For the fall, we're drawn to these stylish designs in bold and minimal prints, flowing hems, and easygoing silhouettes. That's why we went looking for these fail-safe options, so we can get a head start on our fall shopping.

While some dresses guarantee all-day comfort, others will make an impression when you eventually return to the office or turn heads at the next social gathering. Prepare to bring these polished iterations home; don't be afraid to experiment with layering and add interest to your fall looks.

Image Source: Pacsun

For Casual Elegance: H&M Jersey Shirt Dress

The ruched detail of this H&M Jersey Shirt Dress ($25) makes it look polished, while the silhouette feels approachable and fun.

Image Source: www2.hm.com
H&M Jersey Shirt Dress
$25
from www2.hm.com
Buy Now

For a Museum Date: H&M Crêped Silk-Blend Dress

The fabric of this H&M Crêped Silk-Blend Dress ($119) makes it look expensive and chic. The ensemble has an understated elegance that makes it a winner in our book.

Image Source: www2.hm.com
H&M Crêped Silk-Blend Dress
$119
from www2.hm.com
Buy Now

For Apple Picking: Topshop Petite Fluffy Rib Cardigan Midi Dress

This Topshop Petite Fluffy Rib Cardigan Midi Dress ($53) will stylishly transition into fall, thanks to the extra layer. But it's still a pretty fun and easygoing style for warm weather.

Image Source: asos.com
Topshop Petite Fluffy Rib Cardigan Midi Dress
$53
from asos.com
Buy Now

For a Sporty Chic Vibe: H&M Ribbed Dress

This H&M Ribbed Dress ($18) can be incorporated into a sporty look with the help of a baseball cap and some chunky dad sneakers. But it can also be made dressier with some sleek mules and a small shoulder bag.

Image Source: www2.hm.com
H&M Ribbed Dress
$18
from www2.hm.com
Buy Now

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For the Next Road Trip: Jonathan Simkhai Annette Loungewear Henley Dress

This Jonathan Simkhai Annette Loungewear Henley Dress ($237, originally $395) looks like a comfortable and easygoing outfit for travelling, so you might find yourself wearing it to the airport. Finish the looks with some TEVA sandals for maxium comfort.

Image Source: shopbop.com
Jonathan Simkhai Annette Loungewear Henley Dress
$237
from shopbop.com
Buy Now

For Retro Vibes: ASOS Design Collared Halter Midi Dress

This ASOS Design Collared Halter Midi Dress ($36) is retro-inspired, but the silhouette is very clean and modern. It will look cool with sneakers and slide sandals alike.

Image Source: asos.com
ASOS Design Collared Halter Midi Dress
$36
from asos.com
Buy Now

For Beach Getaways: H&M Lyocell Maxi Dress

I can't think of anything easier to slip into than this H&M Lyocell Maxi Dress ($40). The relaxed fit and flowy silhouette make it the perfect match for warm beach getaways.

Image Source: www2.hm.com
H&M Lyocell Maxi Dress
$40
from www2.hm.com
Buy Now

For Date Night: H&M Long Silk-Blend Dress

Whether you're looking to impress a first date or you're on your third one with someone you like, this H&M Long Silk-Blend Dress ($149) will be sure to get noticed. Finish the look with some kitten heels and a small shoulder bag.

Image Source: www2.hm.com
H&M Long Silk-Blend Dress
$149
from www2.hm.com
Buy Now

For Any Occasion: H&M Wide-Cut Long Dress

This H&M Wide-Cut Long Dress ($50) can literally do it all. By adding some heeled mules and a small shoulder bag, you'll dress it up for an al fresco dinner. But you can also dress it down with some sneakers and a baseball cap for off-duty weekends.

Image Source: www2.hm.com
H&M Wide-Cut Long Dress
$50
from www2.hm.com
Buy Now

For a Timeless Silhouette: Zara Short Shirt Dress

We like shirt dresses because they're a great option when you're short on time. This classic Zara Short Shirt Dress ($46) is one you'll have in your closet for seasons to come.

Image Source: zara.com
Zara Short Shirt Dress
$46
from zara.com
Buy Now

For Maximum Style and Comfort: AE Printed Tiered Maxi Dress

This AE Printed Tiered Maxi Dress ($70) is the answer to lazy days when you can't bother getting dressed but you'd still like to be put together. Complete the look with comfortable Birkenstock sandals, platform wedges, or sneakers.

Image Source: ae.com
AE Printed Tiered Maxi Dress
$70
from ae.com
Buy Now

For an Eye-Catching Maxi: Fourteenth Place Tie Dye Long Sleeve Maxi Dress

This figure-skimming Fourteenth Place Tie Dye Long Sleeve Maxi Dress ($69) will make you look and feel fabulous. It's designed from a stretchy knit fabric, so rest assured you'll also be comfortable while wearing it.

Image Source: nordstrom.com
Fourteenth Place Tie Dye Long Sleeve Maxi Dress
$69
from nordstrom.com
Buy Now

For a Cosy Sweatshirt Dress: Old Navy Long-Sleeve Midi Sweatshirt Shift Dress

With those massive pockets, it will be hard to pry us out of this Old Navy Long-Sleeve Midi Sweatshirt Shift Dress ($45) while we're working at home on chilly days. It also comes in a dusty-pink shade.

Image Source: oldnavy.gap.com
Old Navy Long-Sleeve Midi Sweatshirt Shift Dress
$45
from oldnavy.gap.com
Buy Now

If You Love a Pop of Yellow: Loft Strappy Slip Dress

You can easily dress up this Loft Strappy Slip Dress ($90, plus 30 percent off with code SOGOOD) with kitten heels or down with white sneakers for a day about town.

Image Source: loft.com
Loft Strappy Slip Dress
$90
from loft.com
Buy Now

For All-Day Wear: BP. Plaid Long Sleeve Minidress

This bold BP. Plaid Long Sleeve Minidress ($45) packs a retro and effortlessly cool attitude. Pair it with chunky boots to dial up the edginess.

Image Source: nordstrom.com
BP. Plaid Long Sleeve Minidress
$45
from nordstrom.com
Buy Now

For Spontaneous Adventures: ASOS Design Square Ruched Neck Midi Dress

The soft green hue of this ASOS Design Square Ruched Neck Midi Dress ($36) makes it eye-catching and summery. The flowy silhouette and easygoing shape make it ideal for all-day wear.

Image Source: asos.com
ASOS Design Square Ruched Neck Midi Dress
$36
from asos.com
Buy Now

For Weekend Errands: JDY Gingham Tiered Midi Dress

Whether you're catching up with friends at a coffee shop or exploring a new neighbourhood on your own, this JDY Gingham Tiered Midi Dress ($42) has you covered with style and comfort.

Image Source: asos.com
JDY Gingham Tiered Midi Dress
$42
from asos.com
Buy Now

If You Love Stripes on Everything: Loft Striped Tie Waist Midi Dress

This Loft Striped Tie Waist Midi Dress ($80, plus 30 percent off with code SOGOOD) looks summery and fresh, perfect for a cruise or alfresco dinner. Finish off your look with some low-heeled mules or slide sandals.

Image Source: loft.com
Loft Striped Tie Waist Midi Dress
$80
from loft.com
Buy Now

For 24/7 Comfort: Lou & Grey Ribbed Henley Maxi Dress

This sleeveless Lou & Grey Ribbed Henley Maxi Dress ($80, plus 30 percent off with code SOGOOD) has a smooth ribbed texture and slouchy silhouette that make it look relaxed yet still put-together. It's great for lounging or going on quick walks.

Image Source: loft.com
Lou & Grey Ribbed Henley Maxi Dress
$80
from loft.com
Buy Now

For a Flowy Piece: The Drop Ilana Loose Sleeveless Wide-Hem Poplin Maxi Dress

This The Drop Ilana Loose Sleeveless Wide-Hem Poplin Maxi Dress ($60) has a look that is both easygoing yet put-together. We love it paired with sneakers, but we're totally wearing it with barely there sandals as well.

Image Source: amazon.com
The Drop Ilana Loose Sleeveless Wide-Hem Poplin Maxi Dress
$60
from amazon.com
Buy Now

For an Affordable Shirt Dress: Wild Fable Short Sleeve Bodycon Polo Dress

From the sporty polo collar to the modern length, everything about this Wild Fable Short Sleeve Bodycon Polo Dress ($25) is effortlessly stylish. Pair it with chunky boots for a fall-ready look.

Image Source: target.com
Wild Fable Short Sleeve Bodycon Polo Dress
$25
from target.com
Buy Now

For a Sleek Day to Night Look: & Other Stories Buttoned Asymmetric Midi Dress

From the office to a spontaneous afterwork dinner, this & Other Stories Buttoned Asymmetric Midi Dress ($60, originally $119) will stylishly transition into the night. From the silhouette to the side slit, everything about it is flattering.

Image Source: stories.com
& Other Stories Buttoned Asymmetric Midi Dress
$60
from stories.com
Buy Now

For an Eye-catching Print: Mango Printed Maxi Dress

This Mango Printed Maxi Dress ($120, originally $200) will make a statement whether you're headed to brunch or a museum. Pair it with high-heeled boots for the perfect transitional look.

Image Source: shop.mango.com
Mango Printed Maxi Dress
$120
from shop.mango.com
Buy Now

For Round-the-Clock Style and Comfort: Treasure & Bond Plaid Long Sleeve Poplin Shirtdress

The relaxed silhouette and roomy look of this Treasure & Bond Plaid Long Sleeve Poplin Shirtdress ($40, originally $79) make it a great pick for lazy days when you'd still like to look put-together. The soft plaid print makes it stand out.

Image Source: nordstrom.com
Treasure & Bond Plaid Long Sleeve Poplin Shirtdress
$40
from nordstrom.com
Buy Now

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