Popsugar Fashion Fashion Shopping Best Casual Fall Dresses 2021 Wow, These 25 Fall Dresses Speak Our Style Language — We Want Them All! 19 August 2021 by Shelcy Joseph Image Source: Pacsun As POPSUGAR editors, we independently select and write about stuff we love and think you'll like too. If you buy a product we have recommended, we may receive affiliate commission, which in turn supports our work. 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. Related: We're in Fall Mode Over Here, and These 16 Nordstrom Bags Are Speaking to Us For Casual Elegance: H&M Jersey Shirt Dress Image Source: www2.hm.com The ruched detail of this H&M Jersey Shirt Dress ($25) makes it look polished, while the silhouette feels approachable and fun. H&M Jersey Shirt Dress $25 from www2.hm.com Buy Now For a Museum Date: H&M Crêped Silk-Blend Dress Image Source: www2.hm.com 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. H&M Crêped Silk-Blend Dress $119 from www2.hm.com Buy Now For Apple Picking: Topshop Petite Fluffy Rib Cardigan Midi Dress Image Source: asos.com 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. Topshop Petite Fluffy Rib Cardigan Midi Dress $53 from asos.com Buy Now For a Sporty Chic Vibe: H&M Ribbed Dress Image Source: www2.hm.com 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. H&M Ribbed Dress $18 from www2.hm.com Buy Now For the Next Road Trip: Jonathan Simkhai Annette Loungewear Henley Dress Image Source: shopbop.com 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. Jonathan Simkhai Annette Loungewear Henley Dress $237 from shopbop.com Buy Now For Retro Vibes: ASOS Design Collared Halter Midi Dress Image Source: asos.com 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. ASOS Design Collared Halter Midi Dress $36 from asos.com Buy Now For Beach Getaways: H&M Lyocell Maxi Dress Image Source: www2.hm.com 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. H&M Lyocell Maxi Dress $40 from www2.hm.com Buy Now For Date Night: H&M Long Silk-Blend Dress Image Source: www2.hm.com 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. H&M Long Silk-Blend Dress $149 from www2.hm.com Buy Now For Any Occasion: H&M Wide-Cut Long Dress Image Source: www2.hm.com 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. H&M Wide-Cut Long Dress $50 from www2.hm.com Buy Now For a Timeless Silhouette: Zara Short Shirt Dress Image Source: zara.com 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. Zara Short Shirt Dress $46 from zara.com Buy Now For Maximum Style and Comfort: AE Printed Tiered Maxi Dress Image Source: ae.com 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. AE Printed Tiered Maxi Dress $70 from ae.com Buy Now For an Eye-Catching Maxi: Fourteenth Place Tie Dye Long Sleeve Maxi Dress Image Source: nordstrom.com 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. 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 Image Source: oldnavy.gap.com 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. 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 Image Source: loft.com 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. Loft Strappy Slip Dress $90 from loft.com Buy Now For All-Day Wear: BP. Plaid Long Sleeve Minidress Image Source: nordstrom.com 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. BP. Plaid Long Sleeve Minidress $45 from nordstrom.com Buy Now For Spontaneous Adventures: ASOS Design Square Ruched Neck Midi Dress Image Source: asos.com 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. ASOS Design Square Ruched Neck Midi Dress $36 from asos.com Buy Now For Weekend Errands: JDY Gingham Tiered Midi Dress Image Source: asos.com 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. JDY Gingham Tiered Midi Dress $42 from asos.com Buy Now If You Love Stripes on Everything: Loft Striped Tie Waist Midi Dress Image Source: loft.com 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. Loft Striped Tie Waist Midi Dress $80 from loft.com Buy Now For 24/7 Comfort: Lou & Grey Ribbed Henley Maxi Dress Image Source: loft.com 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. 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 Image Source: amazon.com 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. 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 Image Source: target.com 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. 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 Image Source: stories.com 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. & Other Stories Buttoned Asymmetric Midi Dress $60 from stories.com Buy Now For an Eye-catching Print: Mango Printed Maxi Dress Image Source: shop.mango.com 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. 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 Image Source: nordstrom.com 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. Treasure & Bond Plaid Long Sleeve Poplin Shirtdress $40 from nordstrom.com Buy Now ShoppingFashion ShoppingFall FashionDresses