These 24 Midi Dresses Will Help You Create Some Ultra-Comfy and Chic Winter Looks
Midi dresses may not immediately come to mind for cold-weather dressing, but there are plenty of fresh and creative ways to turn them into winter-friendly ensembles. The key is to look for the midi dresses that are made in warm materials (can't go wrong with wool, velvet, or knit) or pair them with practical layers that will keep you snug. Finding the right winter midi dress is half the battle, so we went looking for covetable styles that don't sacrifice comfort or warmth.
The Enza Costa Silk Rib Midi Dress will look great paired with tall heeled boots for date night, while the Good American Long Sleeve Polo Midi Dress will garner tons of compliments upon your return to the office. Scroll on for more options that will suit every budget.
An Open-Back Statement: Nasty Gal Knitted Ribbed Midi Dress
Show off your back in an elegant way in this Nasty Gal Knitted Ribbed Midi Dress ($18, originally $59), which features a high neck, a relaxed silhouette, and long sleeves. Style it with strappy heels for date night.
A Sunday Dress: Nasty Gal Ribbed Wrap Panel Midi Dress
This Nasty Gal Ribbed Wrap Panel Midi Dress ($18, originally $60) feels like a Sunday dress with its easy elegance and comfort, don't you agree? It's made in a stretchy ribbed jersey that will make it a joy to wear. At home, pair it with slippers or bring out your favorite kitten heels or boots if you have to step out.
A Funky Print: Nasty Gal Abstract Check Mesh Funnel Neck Midi Dress
This pop-inspired Nasty Gal Abstract Check Mesh Funnel Neck Midi Dress ($24, originally $79) is effortlessly cool, plus the silhouette is easygoing, so you'll be wearing it on repeat. Make it edgy with chunky boots and a leather jacket.
A Comfy Dress: Line & Dot Camilla Knit Ribbed Shirt Dress
This Line & Dot Camilla Knit Ribbed Shirt Dress ($69, originally $99) is an earthy spin on your traditional shirt dress, and we love the rich yet understated color. Complete your outfit with sneakers or loafers for casual runs.
A Busy-Day Match: Nasty Gal Notch Neck Ribbed Knitted Midi Dress
On days when dressing up isn't the priority but you'd still like to look effortlessly put-together, this Nasty Gal Notch Neck Ribbed Knitted Midi Dress ($14, originally $45) is the answer. It features a crew neckline with notched detailing, a fitted yet stretchy silhouette, and long sleeves.
An Outfit Repeater: Nasty Gal Recycled Ribbed Knitted Cut Out Midi Dress
This Nasty Gal Recycled Ribbed Knitted Cut Out Midi Dress ($15, originally $89) is cut in a soft fabric and features an unexpected bodice cutout that amps up the sex appeal. We guarantee you'll be repeating this outfit!
A Day-to-Night Ensemble: Line & Dot Sylvie Sweater Dress
This Line & Dot Sylvie Sweater Dress ($77, originally $110) features thigh-high side slits and a one-shoulder neckline with a ribbed panel for a sleek, asymmetrical ensemble. It works both for daytime and nighttime outings.
A Seductive Style: Significant Other Monza Cutout Jersey Midi Dress
This sultry Significant Other Monza Cutout Jersey Midi Dress ($220) features front cutouts, signature drapery, and a slim fit, perfect for cocktails on a roof. It has an understated elegance that makes it ready for your next date or vacation night out.
A Day-to-Night Look: ASTR the Label Twist Front Long Sleeve Sweater Dress
This ASTR the Label Twist Front Long Sleeve Sweater Dress ($89) will charm everyone at the next brunch party or office gathering. We love the neckline and fitted rib fabric.
An Office-Ready Dress: Good American Long Sleeve Polo Midi Dress
If you want a professional-looking dress that is also stylish, we found your match. The Good American Long Sleeve Polo Midi Dress ($104, originally $149) is easy to dress up with heels and down with sneakers. Plus, the rib-stitched material makes it comfortable enough to wear all day.
A Side-Slit Entry: ASTR the Label Long Sleeve Side Slit Sweater Dress
This ASTR the Label Long Sleeve Side Slit Sweater Dress ($79) features a side slit that dials up the allure (and sass). We love the cold-weather-friendly ribbed fabric and mock-neck silhouette.
A Weekend Rendezvous: Old Navy Rib-Knit Cardigan Sweater Midi Dress
This Old Navy Rib-Knit Cardigan Sweater Midi Dress ($40, originally $45) is the answer to slow weekends where comfort is the number one priority. You can leave it unbuttoned over a T-shirt and jeans or wear it as a dress. Either way, you get a two-in-one look.
Some Cutout-Shoulder Action: Enza Costa Silk Rib Angled Neck Midi Dress
This Enza Costa Silk Rib Angled Neck Midi Dress ($225) oozes sex appeal, confidence, and femininity. It's a great one to dress up or down, depending on the occasion.
A Red-Hot Moment: Nasty Gal Wrap Front Satin Midi Shirt Dress
In a sea of wrap dresses, this Nasty Gal Wrap Front Satin Midi Shirt Dress ($30, originally $99) will definitely stand out. Cut in gleaming satin that will nicely hug your body without making you feel restrained, it will pair well with heels and a chunky gold necklace.
A Yellow Pop: Jonathan Simkhai Mabel Chain-Detailed Cutout Crepe Midi Dress
This sun-drenched Jonathan Simkhai Mabel Chain-Detailed Cutout Crepe Midi Dress ($323, originally $645) makes a luxuriously elegant and fluid choice for family affairs, dinner parties, or intimate reunions. We love the chunky gold chain embellishing at the waist cutout, as well as the asymmetric silhouette.
A Dreamy Moment: & Other Stories Off Shoulder Tulle Midi Dress
This & Other Stories Off Shoulder Tulle Midi Dress ($249) looks straight out of a fairy tale with its voluminous neckline and air of royal elegance. Save it for a fancy gala or a themed holiday party.
A Taffeta Affair: Self Portrait Lace-Detailed Midi Dress
This lustrous Self Portrait Lace-Detailed Taffeta Midi Dress ($555) is cocktail ready. It features slightly dramatic puff sleeves, a pleated bodice, and ruched detailing for a flattering fit and polished look.
A Green Statement: J.Crew Open-Back Silk Charmeuse Dress
The green jewel tone of this J.Crew Open-Back Silk Charmeuse Dress ($328) gives it a luxe appearance, while the side slit amps up the sex appeal. It also features a head-turning open back, which makes it an all-around irresistible look.