How To Style A Midi Sweater Dress

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midi sweater dress
dress: Treasure & Bond, booties: Steve Madden (available preowned here), earrings: Treasure & Bond (similar here), bag: Loeffler Randall, ring: similar here (more silver stacking rings, here)

I adore wearing midi sweater dresses in winter for a chic, yet comfortable look. For those who are unsure, a midi sweater dress is a woven or knit dress that falls below your knees, but is higher than your ankles. Basically, it dances around the middle of your tibia bone. My preferred length is when it hits your mid to lower calf. You don’t want a longer length or the dress starts to butt up against your shoes. For the best look, you never want your sweater dress to touch your shoes. Keep reading for more tips on how to style a midi sweater dress, including what shoes, outerwear, and jewelry to wear for the perfect midi sweater dress outfit.

What Shoes to Wear with a Midi Sweater Dress

midi sweater dress

I advise skipping the sleek leather pumps and dainty flats and steering yourself towards heartier footwear. If you want to wear heels, go for a chunky heel like Linda Paolo’s block heel loafer, but my all-time favorite shoe to wear with a midi sweater dress is a sleek square toe or pointed-toe bootie, like my navy Steve Maddens pictured above. An open-toe bootie could work, too, but I like to skip round-toe booties since they are not as flattering. Chunky loafers also work with a midi sweater dress, but again, they’re not as flattering as a sharp bootie look. I also recommend skipping wedges with a midi sweater dress. When in doubt, go for the booties!

Midi Sweater Dress Outfit: The Outerwear, Jewelry & Tights

midi sweater dress

Now that we’ve figured out what shoes to wear with a midi sweater dress, let’s discuss how to style the rest of your outfit…

  • Outwear: I love to pair trench coats with midi sweater dresses. The key is the length. You want your outerwear to hit past the bottom of your hips. It can go as long as your ankles.
  • Jewelry: You can wear statement earrings, like I’m doing above, or go with the more on-trend look of layered delicate necklaces with stacking rings. I generally skip bracelets since midi sweater dresses tend to have sleeves.
  • Tights or no tights? I live in San Diego, so I go bare leg, but in cities that drop below 60° throw on a pair of tights. They should match your skin tone, shoe, or dress, and can be opaque, sheer, or textured. You can even put leggings on underneath your midi sweater dress if the dress is made from a thicker fabric or has a flared skirt.

Flattering Midi Sweater Dresses

Now that you know how to style your midi sweater dress, let’s get you a flattering dress to wear this winter! Below are all the best midi sweater dresses I’ve come across when shopping for my clients this year. I’ll continue to update this post with flattering dresses as I find them.

Julia Jordan Variegated Rib Long Sleeve Midi Sweater Dress

midi sweater dress
Julia Jordan $129

Available at Nordstrom.

Sizing: XS-XL

Material: 87% rayon, 13% polyester

Ann Taylor Cashmere Ribbed Cardigan Dress

midi sweater dress
Ann Taylor $328 $164

Available at Ann Taylor.

Sizing: XXS-XXL

Material: 100% cashmere

PAIGE Bel Dress

how to style a midi sweater dress
PAIGE $299

Available at PAIGE and Amazon.

Sizing: XXS-XL

Material: 52% acrylic, 28% polyester, 20% nylon

Elie Tahari The Ashley Long Sleeve Cashmere Rib Sweater Dress

midi sweater dress
Elie Tahari $495 $371.25

Available at Nordstrom and Bloomingdale’s.

Sizing: M-XL

Material: 100% cashmere

Anthropologie Mare Mare Scoop-Neck Knit Midi Dress

midi sweater dress
Anthropologie $168

Available at Anthropologie.

Sizing: XXS-XL

Material: 30% viscose, 27% polyester, 25% acrylic, 18% nylon

Glade Rachel Knitted Shirt Dress

midi sweater dress
Glade $220

Available at Boden.

Sizing: 0-22

Material: 70% cotton 30% wool

Nordstrom x Harlem’s Fashion Row Harbison Long Sleeve Rib Midi Sweater Dress

midi sweater dress
Nordstrom x Harlem’s Fashion Row $299 $224.25

Available at Nordstrom.

Sizing: XXS-XXL

Material: 70% wool, 30% recycled cashmere

& Other Stories Rib Sleeveless Midi Sweater Dress

midi sweater dress
& Other Stories $119 $59.50

Available at Nordstrom.

Sizing: XS-L

Material: 48% cotton, 32% nylon, 20% linen

SIMONMILLER Axon Knit Dress

midi sweater dress
SIMONMILLER $325

Available at Nordstrom, Bloomingdale’s, Saks Fifth Avenue, Shopbop, and Simon Miller.

Sizing: XS-XL

Material: 50% polyester, 45.2% acrylic, 4.8% lambswool

WAYF Morgan Long Sleeve Midi Sweater Dress

midi sweater dress outfit
WAYF $99 $54.45

Available at Nordstrom.

Sizing: XS-M

Material: 45% acrylic, 28% nylon, 27% polyester

Lela Rose Off the Shoulder Long Sleeve Milano Knit Dress

midi sweater dress
Lela Rose $1,590 $715.50

Available at Nordstrom.

Sizing: XS-L

Material: 50% rayon, 40% viscose, 10% polyester

SER.O.YA Phyllis Metallic Knit Cardigan

midi sweater dress
SER.O.YA $248 $98

Available at Saks Fifth Avenue and FWRD.

Sizing: XS-XL

Material: 74% Viscose , 26% Metallic

Simkhai Skyla Long Sleeve Wrap Sweater Dress

midi sweater dress outfit
Simkhai $445 $267

Available at Nordstrom, Saks Fifth Avenue, and Neiman Marcus.

Sizing: XS-XL

Material: 33% viscose, 23% nylon, 20% wool, 20% cotton, 4% cashmere

 

midi sweater dress

midi sweater dress

midi sweater dress

Photos by Dayley Photography

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