I’m Planning My Fall Outfits—These Under-$40 Pieces Have My Attention

OSTN Staff

If you read Who What Wear on the reg, you’d know that our heads have already been entrenched in all things fall for a while now and after discussing bigger-picture trends like the colors we’ll all be wearing and the important dress silhouettes, it’s time to discuss how to actually wear some of these fall trends. Knowing what’s trending is one thing, but doing a little planning and figuring out how to actually put these new pieces together in an outfit is the next step (and honestly, one of my favorite pastimes). 

Another good reason to do some outfit planning? Picking and choosing which pieces to invest in will leave you feeling (hopefully) more satisfied with your closet throughout the season. Yep, as the headline suggests, I’m sharing some very affordable outfit options with you here. From versatile dresses you can wear with boots and sneakers to the pretty skirts to marry with sweaters, keep scrolling for all the under-$40 buys I’m eyeing and exactly how I plan to style each.

What it is: A wide-cut cotton dress with puff sleeves. How I’d style it: With a pair of knee-high boots and a thin printed turtleneck underneath once the weather cools

What it is: A printed mini dress with puff sleeves. How I’d style it: With some chunky loafers and tall socks

What it is: A polka dot midi dress. How I’d style it: With an oversized scrunchie and delicate gold jewelry

What it is: A silky sleeveless top. How I’d style it: Tucked into leather pants and paired with heeled ankle boots

What it is: A silky printed dress. How I’d style it: With 90s sunglasses and lug-sole boots

What it is: An asymmetric slip skirt. How I’d style it: With a cropped cardigan and mules

What it is: A silky wide-leg pants. How I’d style it: With padded sandals and a boxy blazer

What it is: A one-shoulder rib-knit dress. How I’d style it: With strappy sandals and a chunky chain necklace

What it is: A puff-sleeve mini dress with an open back. How I’d style it: Cinched at the waist with a belt and paired with high-top sneakers and plenty of gold jewelry

What it is: A modern boho maxi dress. How I’d style it: With ankle boots and a suede jacket

What it is: A ribbed tank top with ruffle trim. How I’d style it: Tucked into wide-leg pants

What it is: A belted utility dress. How I’d style it: With the top few buttons closed layered over solid-colored trousers

What it is: A floral midi skirt. How I’d style it: With a white T-shirt and sneakers

What it is: A square-neck poet blouse. How I’d style it: With relaxed, distressed jeans

What it is: A dainty floral mini dress. How I’d style it: With white sneakers and a shoulder bag

What it is: A crewneck T-shirt with balloon sleeves. How I’d style it: With bootcut jeans and loafers

What it is: A utility-inspired shirt dress. How I plan to wear it: With statement-making knee boots

Up next, see how our editors style these under-$50 pieces for both summer and fall.

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