30+ Casual Fall Dresses 2023 to Shop This Season and Beyond

Photo: Mango.

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During the colder months, putting on any kind of clothing generally feels like a feat. One-and-done casual fall dresses can simplify the getting-ready process, helping you feel and look put together in a pinch. The easygoing and sophistication that comes with such staples is seriously hard to beat—throw your best dress on in the blink of an eye and you’re instantly good to go.

A dress also serves as the perfect foundation for any prized piece of winter outerwear to shine, like a snuggly shearling jacket or a structured wool overcoat. Not to mention that accessory-wise, the styling opportunities are endless. Wear your newly minted casual fall dress with a chunky lug-sole boot or a sneaker for polished results each and every time. Then, sling the season’s newest It bag over your shoulder for a festive finishing touch.

Vogue’s Chicest Casual Dress Edit Yet:

For a more minimalist approach, a simple, yet striking knit dress is sure to provide sartorial relief even on the chilliest of days. Opt for Proenza Schouler’s striped buttoned-up style or Mango’s ribbed turtleneck version. Since florals for fall are a given, Dôen’s bow-embellished take is a sweet style to stock up on. There are even Fair Isle sweater dresses from Khaite and Polo Ralph Lauren for those wanting to channel mountain-chic energy in the city–a welcome upgrade of the closet classic, if you ask us. And since no best dress roundup could be complete without a pop of red–turn to Toteme and Banana Republic for fiery takes you’ll wear all season long.

Here, shop the casual fall dresses perfect for 2023 (and beyond), where comfort and style reign supreme.

Proenza Schouler

Rachel striped midi sweater dress

Polo Ralph Lauren

Bluen intarsia-knit turtleneck maxi dress

Lisa Yang

Louise hooded cashmere dress

By Malene Birger

Lovella scoop-neck midi sweater dress

The Row

Elodie ribbed cotton maxi dress

Khaite

Rivka Fair Isle cashmere-blend midi dress

Massimo Dutti

shirtdress with shoulder detail

Loulou Studio

Nosaro button-front ribbed maxi dress

Dôen

Estella ruffled alpaca-blend midi dress

Jardin des Orangers

striped wool and cashmere midi dress

Proenza Schouler White Label

Zimmermann

brushed wool-blend midi sweater dress

Another Tomorrow

crewneck body-con midi dress

Ulla Johnson

Magnolia two-tone sunburst knit midi dress

Madewell

satin button-front midi shirtdress

3.1 Phillip Lim

T-shirt combo dress with lace

J.Crew

Winona cotton-blend faille maxi shirt dress

Polo Ralph Lauren

long-sleeve turtleneck dress

Dôen

Blossom floral-print maxi dress

Staud

Sacha glossed-jersey turtleneck maxi dress

metallic turtleneck sweater dress

Proenza Schouler White Label

Peter Do

open-back ribbed mulberry silk-blend maxi dress

Cos

asymmetric wool shirtdress

Missoni

striped jacquard-knit maxi dress

Reformation

Sai fit-and-flare maxi dress

Siedrés

Nita printed patchwork maxi dress

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