The Under-$100 Wardrobe Staples Fashion Girls Are Grabbing First This Winter

Photo Credit:@_livmadeline

Photo Credit:@_livmadeline

If there’s ever a time to restock your closet and feel good about it, it’s Black Friday. The sales are loud, the emails are endless, and your favorite retailers are practically begging you to “add to cart.” But this year, instead of panic-buying statement pieces that don’t make it past New Year’s Eve, focus on the wardrobe staples that actually carry you through the year — the ones you’ll wear on repeat.

Because here’s the truth: the best Black Friday deals aren’t the ones that make you spend less — they’re the ones that make your wardrobe work harder.

I combed through hundreds of sales (so you don’t have to) and pulled the pieces that look chic, last past the trend cycle, and all clock in under $100. These are the buys that make your closet feel intentional — not impulsive

Struggling to find jeans that fit? Download the free guide to find the perfect pair for your body shape!

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1. The Everyday Sweater You’ll Actually Wear

Not the itchy one. The soft, throw-on-with-anything one that feels luxe without costing it.

Look for ribbed knits, relaxed fits, and neutral tones like camel, gray, and deep chocolate.

Perfect for jeans, midi skirts, or layered under blazers when you’re pretending to be productive on a Zoom call.

Style tip: A cropped sweater or half-tuck instantly adds shape without effort.

Casual Ribbed Cable Knit Pullover

Amazon

Casual Ribbed Cable Knit Pullover

$24.99

Add It To Cart!
Chunky Knit Cardigan Sweater

Amazon

Chunky Knit Cardigan Sweater

$33.99

Add It To Cart!

2. The Elevated Denim

Black Friday is prime time to grab those perfectly fitting jeans you’ve been eyeing.

Straight-leg, high-rise, or a slight flare — denim trends evolve, but these silhouettes stay classic.

Pro tip: Try medium to dark washes; they always look more expensive.

And yes, there are amazing pairs under $100 hiding in Amazon’s fashion section.

Straight Leg Jeans for Women

Amazon

Straight Leg Jeans for Women

$33.00

Add It To Cart!
Straight Leg High Waist Baggy Denim Jeans

Amazon

Straight Leg High Waist Baggy Denim Jeans

$30.02

Add It To Cart!

3. The Statement Coat (That Goes With Everything)

Trench coats, wool blends, and longline puffers are the trifecta of smart winter shopping.

They look high-end even when they’re not — the kind of coat you throw over sweats and somehow look “put together.”

Look for: Tailored shoulders, belt detailing, or minimal hardware — the subtle things that read luxury.

Cropped Faux Fur Jacket

Amazon

Cropped Faux Fur Jacket

$34.99

Add It To Cart!
Long Fleece Coat

Amazon

Long Fleece Coat

$43.69

Add It To Cart!

4. The Work-to-Weekend Trouser

This is the quiet hero of every capsule wardrobe.

Wide-leg trousers or pleated styles add that “I’ve got my life together” energy to any outfit.

Style tip: Wear with sneakers and a cropped jacket off-duty, then swap for a heel and button-up when you mean business.

High Waisted Work Pants

Amazon

High Waisted Work Pants

$28.99

Add It To Cart!

Amazon

Pleated Business Casual Trousers

$19.99

Add It To Cart!

5. The Effortless Button-Down

White, blue, striped, or satin — a great button-down is the backbone of every chic outfit.

It layers under vests, blazers, and sweaters; it works open over tanks; and it always looks smart.

Black Friday hack: Size up for a relaxed fit. It’s the easiest way to look “editor off-duty.”

Button Down Printed Lantern Long Sleeve Blouse

Amazon

Button Down Printed Lantern Long Sleeve Blouse

$14.98

Add It To Cart!
Womens Button Down Shirts

Amazon

Womens Button Down Shirts

$10.25

Add It To Cart!

6. The Knit Dress You Can Live In

There’s something about a soft knit dress that just works — cozy, flattering, and easy to layer.

Choose ribbed versions with defined waists or mock necklines for that minimal-yet-sophisticated vibe.

How to wear: With tall boots and a wool coat for daytime, or heels and gold jewelry for dinner.

Amazon

Long Sleeve Turtleneck Sweater

$40.99

Add It To Cart!
Oversized Sweater Dress

Amazon

Oversized Sweater Dress

$37.99

Add It To Cart!

7. The Everyday Boots

You’ll thank yourself for buying these now.

Chunky soles, sleek Chelseas, and knee-highs are all trending — but stick to black, brown, or taupe for the longest shelf life.

Tip: Faux leather looks surprisingly elevated when the texture is matte, not shiny.

Fold Over Knee High Boots

Amazon

Fold Over Knee High Boots

$63.15

Add It To Cart!
Faux Leather Below the Knee Long Boots

Amazon

Faux Leather Below the Knee Long Boots

$54.99

Add It To Cart!

8. The Perfect Turtleneck

Soft, fitted, and ready to layer — the turtleneck is one of those pieces you can’t overbuy.

They’re the definition of cost-per-wear value, especially when found under $50.

Style tip: Layer under sleeveless dresses, coats, or even denim jackets. It’s the easiest upgrade trick.

Fall Turtleneck Oversized Sweater

Amazon

Fall Turtleneck Oversized Sweater

$41.99

Add It To Cart!
Turtleneck Oversized Sweater

Amazon

Turtleneck Oversized Sweater

$29.99

Add It To Cart!

9. The Luxe-Looking Handbag

There’s an art to finding a designer-feel bag under $100 and this is the weekend to do it.

Look for structured shapes, gold hardware, or croc-embossed finishes.

Bonus: Taupe, burgundy, and chocolate brown are dominating winter 2025 handbag trends, and they pair with almost anything.

Suede Leather Tote Bag

Amazon

Suede Leather Tote Bag

$111.99

Add It To Cart!
Leather tote bag

Amazon

Leather Tote Bag

$109

Add It To Cart!

10. The Outerwear Accessory Upgrade

Scarves, gloves, and beanies are small but mighty.

Think cashmere blends, cable knits, or faux-fur trims that make your outerwear feel new without actually buying a new coat.

Pro tip: Matching your scarf and hat instantly gives a “set” effect that feels luxe — even if both were under $40.

Pashmina Silky Shawl Wrap

Amazon

Pashmina Silky Shawl Wrap

$29.99

Add It To Cart!

How to Shop Smarter This Black Friday

Before you check out, take two minutes to sanity-check your cart.

Ask yourself:

  • Can I wear this at least three ways?

  • Does it work with what I already own?

  • Will I still like this in March?

If the answer is yes to all three — congratulations, you just passed the wardrobe math test.

And if you want a shortcut to mastering those “buy less, wear more” decisions, grab the100+ Wardrobe Essentials Checklist. It’s the cheat sheet that helps you figure out which pieces are worth keeping, buying, and skipping every sale season.

Creator Images used for editorial purposes only. All rights belong to their respective creators. We always link and give credit.

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Autum Love

Autum Love is the founder of AutumLove.com and MensOutfitsDaily.com. With a BFA in Fashion Design and certifications in Body Image and Virtual Styling, she’s all about keeping style real, practical, and confidence-boosting. Autum’s mission is simple: to help women look good and feel even better, no matter where life takes them.

Her expertise has been featured in Newsweek, Apartment Guide, StyleCaster, and InStyle, where she shares fresh, no-nonsense fashion insights. For Autum, style isn’t just about clothes—it’s about showing up as your best self, every day.

http://www.autumlove.com
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