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11 Stylish Picks For The Best Winter Outfits (All Under $100)

Can you believe it’s already that time of year again? We sure can’t, but we’ve been hard at work finding the best winter outfits for you regardless. Between holiday shopping and the dumpster fire that is the economy in 2025, we know that budgets are tight for many people this year. (Relatable).

Still, it’s important to find cute and high-quality staples you can add to your winter capsule wardrobe—versatile pieces you can mix and match, that won’t break the bank or make you look like the Michelin man with 6 layers on. Luckily, we’ve rounded up our top recommendations, including some of the best Black Friday deals for 2025.

Read on for our fave picks for winter outfit ideas under $100.

Looking for plus-size options? Check out our top picks for plus size winter outfits.

Cute Staples to Add to Your Winter Outfits in 2025

Abercrombie Easy Mockneck Sweater

Winter blues never looked (or felt) so good. Sold in 7 different colors, we have no doubt you’ll reach for this soft, cozy sweater all season long.

$52.50

Superdown Laya Baggy Jean

These gorgeous dark wash, 100% cotton jeans will definitely become a staple for your casual winter wardrobe.

$62.00

Gap Corduroy Horseshoe Overalls

It seems that the fashion industry will never *get over* overalls. And for good reason—these rich chocolate brown overalls are both trendy and timeless.

$43.00

Abercrombie Scarlett Wool-Blend Mini Skort

Plaid will never go out of style, especially when it comes to your winter layers. Pair this adorable and warm wool skirt with some classic black tights (or navy blue tights if you’re feeling spicy) and you’ll step out in style.

$52.50

LOFT Textured Sweater Jacket

Staying cozy doesn’t mean you can’t also look elevated. A neutral but eye-catching pattern can add interest and jazz up your typical sweater-and-jeans combo.

$49.00

Petal & Pup Daril Long Sleeve Sweater Minidress

Flattering. Flirty. Fun. What more could you want from a mini sweater dress?

$66.75

Abercrombie Vegan Leather Shrunken Bomber Jacket

There’s nothing like a leather jacket to pull an outfit together, whether you’re going for an edgy night-out look or layering up to brave the holiday shopping crowds. This cropped fit offers a more form-fitting shape and a comfy vegan leather.

$90.00

Aerie Sherpa Trouser

Dress them up or down, you’re gonna be comfortable regardless! Not to mention, the pockets and 4 cute color options are a major plus.

$35.97

Madewell Zip-Up Knit Jacket

Spice up your lazy day basics with this unique ribbed jacket. The deep pomegranate hue and striped pattern makes it a perfect go-to when you need to wrap up.

$72.00

Quince Mongolian Cashmere Crewneck Sweater

There’s nothing like a good cashmere sweater, and no one does it like Quince. And only for $50? We’re adding to cart!

$50.00

Old Navy Water-Resistant Long Barn Coat

Too many people sleep on Old Navy, in our opinion. They aren’t just the go-to for super cheap basics anymore—just take this lightweight and cute winter coat for example! Perfect for layering up with your fave sweater and jeans.

$39.99