Hi friend! Fall in the Midwest is a funny thing. You leave the house in a sweater, and by 2pm you're wishing you'd worn a tee. That's exactly why we love layering this time of year. It's cozy, it's practical, and it lets you get way more wear out of the pieces already in your closet.
We handpicked (mom + daughter style🦋) six easy fall outfit ideas for women that work for school pickup, weekend markets, date night + everything in between. And yes, there are options for every size, S–3X.
Why Layering Is the Key to Fall Outfits
Layering is the secret to looking put-together when the weather can't make up its mind. Start with a lightweight base, add a middle layer for warmth, and finish with a jacket or vest you can take off when the sun comes out. Mixing textures like ribbed knits, lace, velvet + denim also keeps outfits from looking flat.
1. The Shacket Outfit You'll Wear on Repeat
If you only add one piece to your fall wardrobe, make it a shacket. It's a shirt + jacket in one, so it's the easiest way to layer.
Get the look: Start with the Allie Ribbed Everyday Long Sleeves as your base. Throw the Talia Ruffle Peplum Shacket over it and finish with the Mila Long Barrel Jeans. Add the Corkys Maeve Heads Up Sneaker and you're out the door.
Styling tip: Leave the shacket unbuttoned, and roll the sleeves once or twice so it looks intentional instead of oversized.
2. The Sweater Vest Outfit (Yes, It's Still Cute)
Sweater vests are officially a fall staple, and they're easier to style than you'd think.
Get the look: Layer the Kay Ribbed Knit Sweater Vest over the Stacey Lace Long Sleeve so a little lace peeks out at the collar + cuffs. Pair it with your favorite straight or barrel jeans and the Corkys Stevie Calm Down Mary Jane Sneaker.
Styling tip: A sweater vest over lace feels soft + feminine. Try it over a striped tee, like our Natalie Striped Long Sleeve, for a more casual vibe.
3. The Barrel Jeans Outfit for Weekend Errands
Barrel jeans are having a moment, and they are SO comfy. The curved leg looks best with a slightly relaxed top and a sneaker or wedge.
Get the look: Tuck the front of the Blake Knit Long Sleeve Oversized Sweater into the Mila Long Barrel Jeans. Grab the Willow Woven Crossbody Bag + the Blythe Star Chain Necklace for a little sparkle.
Styling tip: Cuff your barrel jeans once at the ankle to show off your shoes and keep the shape looking crisp.
4. The Overalls Outfit for Grown Women
Overalls are fun, easy + totally wearable as an adult. We promise.
Get the look: The Tate Bandana Overalls (available in S–3X!) look amazing over a fitted long sleeve. Add the Frankie Striped Cardigan when it's chilly and the Maya Wool Triangle Scarf for a pop of color.
Styling tip: Unhook one strap for a more relaxed look, or keep both on and add a belt bag like the Westlyn Suede Woven Bum Bag for a modern twist.
5. The Cozy Cardigan Outfit for Cool Mornings
Chunky cardigans are made for crisp fall mornings, farmers markets + pumpkin patch trips.
Get the look: The Liv Chunky Knit Cardigan over a simple tee + jeans is effortless comfort. Want something a little more special? The Kate Chunky Knit Lace Trim Sweater has a sweet lace detail that dresses up any pair of denim.
Styling tip: Finish the look with the Lenna Knit Polka Dot Scarf and the Rosemary Suede Bucket Bag for all the fall textures.
6. The Date Night Fall Outfit
Fall date nights call for something a little elevated but still cozy.
Get the look: The Nellie Lace Velvet Baby Doll Top is soft, romantic + perfect for dinner out. Layer the Taylor Leopard Swing Jacket on top and add the Corkys Freya Much Better Wedge for a little height.
Styling tip: Velvet + leopard are both statement textures, so keep your jewelry simple and let them shine.
Plus Size Fall Outfits: Layering Tips for Curvy Girls
Every look above can be styled for curvy bodies. Here are a few tips from our team:
- Look for "Fits up to" notes. On our product pages, we note when a piece fits up to 1X, 2X or XL, so you can shop with confidence.
- Choose one relaxed layer. Pair an oversized shacket or cardigan with a more fitted base to keep your shape.
- Try a lightweight denim jacket. Our Layton Lightweight Denim Jacket comes in 1X–3X and works over almost everything on this list.
- Shop the Curvy Girl collection. Our Curvy Girl | XL–3X section makes it easy to find your favorites in one place.
Shop Fall Outfits at Windy Nest
New arrivals drop every Monday at 7pm CST, and we go live on Facebook for try-ons + styling every Monday at 8pm CST. Come hang out and ask us anything! And if you're near Boonville, stop by our shop at 306 Main Street and say hi. We'd love to help you put together your new favorite fall outfit.
