9 Expensive-Looking Winter Outfits to Wear With Jeans

I honestly don't know what we'd all wear in the winter if denim ceased to exist. It's simply essential and is the perfect match for all of those winter-friendly items like coats, sweaters, and boots. It's also universally loved, so there's a steady stream of examples of stylish women wearing incredible winter outfits with jeans.
Even though jeans are the most basic of basics and can be very affordable, they needn't actually look cheap. I scoured street style from the past year in search of the winter jeans outfits that look ultra-expensive, thanks to a smart styling trick here and there. What does or doesn't make an outfit look expensive isn't a scientifically proven fact, but I have a well-trained eye for these sorts of things, so keep scrolling to learn nine tricks of the trade and shop the looks.
Try Faux-Fur Outerwear
Unlike real fur, good faux fur can often be quite inexpensive and does wonders for dressing jeans up and making them look luxe. Not to mention, it's also great for keeping you extra warm in the winter. You can try an all-over fur style or just fur-trimmed.
Pair Jeans With a Black Puffer
A puffer is a cold-weather essential, and if you want the chicest-looking winter outfit, opt for a black one that's a bit elevated.
Find a Classic Brown Coat
A neutral-colored wool coat with jeans of any wash is an expensive-looking combination you can wear every single day during winter.
Layer Your Sweaters
The layered sweater look is huge right now, and it makes jeans look so chic. If you want to go the DIY route, simply purchase two of the same sweater (even better if they're affordable) and drape away.
Drape a Coat Over a Blazer
Yes, you can wear a coat and a blazer together (and it'll look damn expensive).
Wear a Fancy Sweater
Wearing a pretty embellished sweater with jeans is a low-effort way to make your jeans look fancy and luxe.
Try a Little Leather
Leather (or faux leather) is magic when it comes to elevating denim. Truly a match made in heaven.
Layer a Colorful Sweater Under a Jacket
Colorful sweaters have a way of making any outfit feel more elegant. Luckily, they'll keep you nice and toasty.
Try a Leather Puffer
Choose a puffer coat made of something like vegan leather and wear it with jeans and sneakers for a decidedly "rich" look.
This post was published at an earlier date and has since been updated.
Next: French Women Always Look Chic Thanks to These 8 Items
Allyson is a senior editor for Who What Wear. She joined the company in 2014 as co-founder Katherine Power's executive assistant and over the years has written hundreds of stories for Who What Wear. Prior to her career in fashion, Allyson worked in the entertainment industry at companies such as Sony Pictures Television. Allyson is now based in Raleigh, North Carolina, and is originally from Baton Rouge, Louisiana. She holds a BFA in theater arts. Her path to fashion may not have been linear, but based on the number of fashion magazines she collected as a child and young adult, it was meant to be.
-
Simone Ashley Is in the Fast Lane
Since her breakout role in Bridgerton, our Spring Issue cover star has quickly risen to A-list status. Up next, she masters the rom-com leading lady.
By Liv Little
-
The Spring 2025 Shopping Guide: Where to Buy the Biggest Trends of the Season
Your short list of the season's key buys.
By Kristen Nichols
-
Madewell's Insiders Event Sale Is So Good—27 Picks Chic People Will Be Adding to Their Carts
Get 25% off just about everything.
By Jennifer Camp Forbes
-
These Are the 7 Stylish Shoe Trends Fashion People Will Be Wearing With Jeans This Spring
I see chic denim outfits in your future.
By Jennifer Camp Forbes
-
If You Have Great Taste, You Don't Want to Miss These 30 Chic J.Crew and Madewell Sale Picks
So many gems. So little time.
By Jennifer Camp Forbes
-
Gigi Hadid Just Made Mom Jeans Look Brand-New Again in Paris
If anyone can, she can.
By Allyson Payer
-
The Chicest European Women Have Convinced Me to Try This Effortless Accessory
Simple yet so chic.
By Jennifer Camp Forbes
-
Anine Bing Designs Jeans Fashion People Love—and Yes, These Spring Styles Get an A+
Chic silhouettes.
By Bobby Schuessler
-
This French Style Muse Just Effortlessly Pulled Off 4 of the Season's Biggest Trends in One Look
Cool-girl vibes.
By Jennifer Camp Forbes
-
So You've Heard Skinny Jeans Are Back—Here Are 6 Elevated Ways to Wear a Pair in 2025
Bring on the compliments.
By Jennifer Camp Forbes