When It’s Freezing, This 3-item Outfit Formula Always Works

Photo Credit@danae

Photo Credit@danae

Living in Chicago for over a decade has taught me one thing: getting dressed in the winter is not fun. Half the time I’m too busy fighting the cold, dodging wind gusts, and trying to keep my face from freezing to care about anything other than warmth.

But here’s the truth — just because it’s freezing doesn’t mean life stops.

There are things to do, honey.

Random date nights.

Movie nights.

Travel days.

Errands.

And the dreaded school drop-off… because ma’am, it is way too early, but I still like to look somewhat presentable when I hand my kids off to their teachers.

After years of surviving deep-freeze winters, I mastered my 3-item outfit formula for every occasion. It keeps me warm, looks pulled together, and works even when my brain is still defrosting.

Here’s exactly how I use it.

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1. The School Drop-Off Formula

The cold is rude, but you still want to look like a functioning adult.

Cozy sweatshirt + warm puffer + straight-leg jeans

Fast, warm, and gives “I tried” without any actual effort.

Cropped Puffer Jacket

Amazon

Cropped Puffer Jacket

$44.98

Add It To Cart!
Textured Stitch Cotton Crewneck Sweater Madewell $118.00Current Price $118.00

Madewell

Textured Stitch Cotton Crewneck Sweater

$118.00

Add It To Cart!
Good Waist High Waist Wide Leg Palazzo Jeans Good American Regular & Plus $138.00Current Price $138.00

Good American

Good Waist High Waist Wide Leg Palazzo Jeans

$138.00

Add It To Cart!

2. The Weekend Brunch Formula

Cute matters, but staying warm matters more.

Soft on the inside, polished on the outside, and perfect for icy sidewalks.

Hooded Faux Mink Vest Cole Haan

Cole Haan

Hooded Faux Mink Vest

$375

Add It Cart!
Rib Turtleneck Top Madewell $58.00Current Price $58.00

Madewell

Rib Turtleneck Top

$58.00

Add It To Cart!
The Mischa Super High Waist Wide Leg Jeans Favorite Daughter Pepper $218.00Current Price $218.00

Favorite Daughter

The Mischa Super High Waist Wide Leg Jeans

$218.00

Add It To Cart!

3. The Winter Date-Night Formula

Listen… warmth and cute can coexist.

Knit sweater dress + tall boots + long wool-blend coat

Flattering, warm, and has the range for everything from dinner to drinks.

Long Sleeve Turtleneck Sweater Dress

Amazon

Long Sleeve Turtleneck Sweater Dress

$45.98

Add It To Cart!
Wide Calf Suede Tall Boots

Amazon

Wide Calf Suede Tall Boots

$58.99

Add It To Cart!
Double Breasted Trench Coat

Amazon

Double Breasted Trench Coat

$55.98

Add It To Cart!

4. The Quick Errand Formula

You weren’t planning to go anywhere, but life said otherwise.

Fleece zip-up + leggings or ponte pants + puffer coat

Warm enough for the parking lot, light enough once you’re inside.

Full Zip Fleece Short Jacket

Amazon

Full Zip Fleece Short Jacket

$43.99

Add It To Cart!

Amazon

High Waisted Workout Leggings

$19.97

Add It To Cart!
Long Down Puffer Coat

Amazon

Long Down Puffer Coat

$199.99

Add It To Cart!

5. The “Zoom at 9, Errands at 11” Formula

Half business, half survival.

Ribbed mock-neck + cardigan + sleek boots

Long Sleeve Thermal Long Sleeve Thermal ShirtsShirts

Amazon

Long Sleeve Thermal Shirts

$14.99

Add It To Cart!
Oversized Cardigan

Amazon

Oversized Cardigan

$31.97

Add It To Cart!

Amazon

Over-The-Knee Boot

$76.28

Add It To Cart!

You’ll look polished on camera and stay warm outside.

6. The Winter Party Formula

Holiday season doesn’t care about the temperature.

Statement sweater + straight-leg jeans + heeled boots

Round Neck Sequin Letters Sweater

Amazon

Round Neck Sequin Letters Sweater

$31.99

Add It To Cart!
Wide Leg Jeans

Amazon

Wide Leg Jeans

$31.34

Add It To Cart!
Gogo Boots Mid Calf Block Heel Square Toe Zipper Boots

Amazon

Gogo Boots Mid Calf Block Heel Square Toe Zipper Boots

$46.89

Add It To Cart!

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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