Best Midi Dresses 2021
Wow, These 26 Midi Dresses Will Take Your Fall Style to the Next Freakin' Level!
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.
As we bid summer adieu, we're also finding ways to keep our midi dresses close by. Luckily, there are several ways to style them for the cooler temperatures, whether you throw in a bucket hat, some loafers and socks, or layer them under thick sweaters or coats.
There are plenty of refined midi styles that will keep you warm while still looking stylish during the transition. It's a length that's appropriate for work, parties, and pretty much any occasion you're headed to. We curated a selection of the very best options that are comfortable and incredibly chic. Shop through these genius choices and get yourself something new.
— Additional reporting by Macy Cate Williams
For a Fashion Statement: H&M Rib-Knit Dress
How stunning will this H&M Rib-Knit Dress ($30) look when paired with the H&M Rib-Knit Bolero Sweater ($17, originally $20)? We're in love with this look; all you're missing is a pair of low strappy heels, and you're good to go!
For a Neutral and Versatile Pick: Naked Wardrobe Hourglass Midi Dress
Show off your curves with pride in this Naked Wardrobe Hourglass Midi Dress ($64). It's designed to hug your body in a flattering and elevated way.
Refined and Polished: Wayf Cynthia Mock Neck Tank Mididress
This Wayf Cynthia Mock Neck Tank Mididress ($69) has an understated elegance that makes it irresistible. From the figure-sculpting silhouette to the side slit, it's a dress designed to make an impression.
Sexy and Elegant: Open Edit High Slit Midi Sweater Dress
I love a good square-neck look, so this Open Edit High Slit Midi Sweater Dress ($69) immediately caught my attention. The side slit amps up the oomph.
For the Most Perfect Little Black Dress: Lioness Crossing The Line Midi Dress
The unexpected cutouts and crisscross details of this Lioness Crossing The Line Midi Dress ($79) make it extremely flattering, while the fitted bodice makes it feminine and elevated. Pair it with thong sandals, and you're ready for a sexy night out.
For a Head-Turning Pick: Significant Other Vanessa Dress
While the Significant Other Vanessa Dress ($228) has a uniquely eye-catching design, the shade makes it a great pairing for any shoes. You can easily dress it up with heels for a night out.
For an LBD With a Twist: WAYF Split V Square Neck Midi Dress
Not your basic LBD, the WAYF Split V Square Neck Midi Dress ($138) serves the same purpose of being versatile and chic. The cute neckline and midi length bring a little something extra to the table, though.
For a Relaxed Look: Rib-Knit Dress
This Rib-Knit Dress ($50) may seem simple, but it has an understated elegance that makes it irresistible. It will pair well with your weekend plans.
A Customer Favorite: A New Day 3/4 Sleeve Wrap Dress
Customers, including POPSUGAR's very own editor Kelsey Mulvey,have been raving about this new A New Day 3/4 Sleeve Wrap Dress ($28), so it grabbed our attention. This pattern is particularly fall-friendly, but it comes in two different patterns.
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.
For a Floral Pop: AFRM Shailene Sheer Long Sleeve Dress
This AFRM Shailene Sheer Long Sleeve Dress ($37, originally $88) is a great transitional layer, thanks to the turtleneck and the long sleeves. Finish off the look with sneakers or boots, and you'll be ringing in the new season.
For the Perfect LBD: & Other Stories Strappy Midi Knit Dress
We love the understated elegance and refined look of this & Other Stories Strappy Midi Knit Dress ($89). With its stretchy fabric yet formfitting silhouette, it's the perfect LBD.
For a Bright Print: & Other Stories Buttoned Ruffle Midi Dress
This & Other Stories Buttoned Ruffle Midi Dress ($99) is perfect for the office, and it'll stylishly and effortlessly transition into afterwork dinner plans. We love the bright print, relaxed A-line silhouette, and ruffled cuffs.
For a Two-in-One Style: H&M Knee-Length Jacket Dress
This H&M Knee-Length Jacket Dress ($60) also doubles as outerwear, so you can totally layer it over a long-sleeve top and jeans. If you're feeling brave on a warmer day though, style it on its own with loafers.
For a Dressy Event: & Other Stories Voluminous Bandeau Midi Dress
This & Other Stories Voluminous Bandeau Midi Dress ($129) will make a statement in the most understated way. It looks crisp, modern and polished.
For a Transitional Look: Who What Wear Raglan Long Sleeve High Low Dress
Want to transition this Who What Wear Raglan Long Sleeve High Low Dress ($40) into the cooler fall temperatures? All you need to do is add a moto jacket with a pair of heeled booties.
For Round-the-Clock Style and Comfort: Treasure & Bond Plaid Long Sleeve Poplin Shirtdress
The relaxed fit and roomy silhouette 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.
For a Splash of Color: Simon Miller Rib Wells Long Sleeve Dress
The dark orange shade of this Simon Miller Rib Wells Long Sleeve Dress ($198) makes it vibrant and cheerful. The ribbed texture also looks chic. Complete your look with refined mules and a cute pouch.
For the Office: Amazon Essentials Midi A-Line Dress
This Amazon Essentials Midi A-Line Dress ($28) features an easygoing silhouette that makes it look relaxed yet still put-together enough for the 9-to-5 grind. Finish off your looks with some sneakers or low-heeled mules.
For Maximum Practicality: Madewell Lucie Elbow-Sleeve Smocked Midi Dress
On days when you want to be comfortable, this Madewell Lucie Elbow-Sleeve Smocked Midi Dress ($128) is the winner. The loose fit makes it easy to move or lounge in.
For a Splash of Lavender: & Other Stories Voluminous Sleeve Jacquard Midi Dress
From the fitted waistline to the voluminous sleeves, this & Other Stories Voluminous Sleeve Jacquard Midi Dress ($90, originally $149) exudes femininity, confidence, and effortless style. The lavender color is also fresh and modern.
Flouncy Frock: Universal Thread Sleeveless Smocked Strappy Dress
This Universal Thread Sleeveless Smocked Strappy Dress ($30) is a must have for those dog days of summer. But once the temperature drops, you can slip a turtleneck underneath or throw on a jean jacket.
Florals for Fall: H&M Shirt Dress
The long and flowy shape of this H&M Shirt Dress ($20) makes it super-wearable. You can rock it with loafers or sneakers for a relaxed look. Add a matching bucket hat if you're feeling bold.
For a Plaid Moment: Tanya Taylor Letta Dress
We just adore the plaid print on this cute Tanya Taylor Letta Dress ($295). It looks great with knee-high boots, too.
For a Versatile White Dress: Good American Daynight Dress
The name of the Good American Daynight Dress ($99) says it all. You can easily take it from day to night, whether you go from the office to happy hour.
For a Vibrant Pop Enza Costa Rib Cardigan Midi Dress
Be bold and get the vibrant Enza Costa Rib Cardigan Midi Dress ($275) to brighten up your fall wardrobe. The soft and cozy material makes it one you'll never want to take off.
