The Best Casual Dresses for Fall
With the end of summer nearing, it’s time to put away our favorite sundresses in exchange for casual fall dresses. From seasonal patterns to simple solids, a closet of casual dresses makes picking out daily wear outfits that much easier. I searched out some of the best places to buy casual dresses and picked out their best fall styles. Here, I’m sharing the best daily wear dresses for fall from favorite stores like Bloomingdale’s, LOFT, Anthropologie, Madewell, and more:

Madewell Paisley Puff-Sleeve Mini Dress | Moon River Floral Dress | Loft Mini Pocket Dress
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Women’s Casual Fall Dresses
For this style guide, since it still feels like summer here in Florida, I’m focusing on transitional fall styles. These are dresses that are great on their own or layered with tights or a cute jacket.

Top Row: Moon River Floral Dress | Loft Mini Pocket Dress | Gap Drop Waist Midi Dress | Target Plaid Mini Dress
Bottom Row: Gap Smocked Midi Dress | Madewell Paisley Puff-Sleeve Mini Dress | Amazon Smocked Mini Dress | Elan Cap Sleeve Tiered Dress
My go-to styles are mini dresses, because I know I won’t have to worry about hemming them. However, I do love a long, full skirt, too. There are a lot of great midi options this year, which tend to work for both ends of the height spectrum. I particularly like this Gap Smocked Midi Dress and this Madewell Smocked Midi Dress for casual fall midi dresses; both could be dressed up or down and layered with a sweater or cozy jacket.

Top Row: Free People Embroidered Maxi Dress | Old Navy Long Sleeve Mini Dress | Madewell Smocked Midi Dress | Anthropologie Peregrine Midi Dress
Bottom Row: Moon River Tiered Maxi Dress | Free People Golden Hour Maxi Dress | Loft Bow Pleated Mini Dress | Amazon Long Sleeve Mini Dress
While minis are easiest for petites, there is something just so fun about a long skirt. Thanks to the Hill House Ellie Nap Dresses (more on those and smocked styles here), I’ve gotten over my petite-anxiety regarding longer dresses. For long dresses, I am most drawn to this Free People Embroidered Maxi Dress (which comes in a bunch of colors)!
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Looking for more seasonal and transitional styles?
Check out more early fall outfit ideas here!
*This post was originally published on September 11, 2022. It was most recently updated on August 5, 2024.