Cute Jeans-and-Heels Outfits to Try This Winter

If you're tired of your usual boots-and-jeans combo, we may have found a good replacement. It's one that might seem like an unexpected choice for the wintertime but works as long as there aren't inches upon inches of snow on the ground. So, while you still can, it's time to make the most out of your favorite denim and pumps and create the ultimate jeans-and-heels outfit—a combo that works for a day of exploring your favorite thrift shops as much as a night on the town.
Heels just have a way of elevating your tried-and-true jeans, and that's why we're so fond of this pairing that fashion girls have long turned to. Whether it's coordinating heels to a cozy knit or wearing comfortable, trendy platform heels with bright socks to make them slightly more weather-appropriate, the options are never-ending.
To help you not get overwhelmed by the number of options, we've rounded up some of the best jeans-and-heels outfits we think are worth a try. Read on to see the ensembles; then shop our favorite heels to wear during the fall and winter.
Coordinate your heels with your sweater.
Wear your favorite platforms with socks this winter.
You can't go wrong with jeans, a sleek white blouse, and black heels.
Pick dark-wash denim and add a pop of color with bright heels.
Ground a sweater-and-jeans look with colorful heels.
A classic combo.
We can't pass up some good white boots—and they look so good when paired with black denim.
Yellow pumps are an easy way to add a pop of color into your look.
Try block heels this season.
We love the combo of loose-fit jeans and sleek white heeled booties.
Black heels will always look great with black jeans.
Proof that a pair of red heels should be in your shoe closet.
Shop our favorite heels:

-
The Numbers Don't Lie: This Is the Only Denim Trend More Popular Than Baggy Jeans Right Now
According to data.
-
I'm an NYC Shopping Editor—I Can't Stop Thinking About These 31 Rich-Looking Fall Finds From Nordstrom, Zara, and H&M
Did I mention they're under $250?
-
I'm 5'0"—These Are the Only Jeans That Get My Petite Approval
The hunt is over.
-
I Live in Murray Hill—Here Are the 8 Places I Like to Shop for a Fashionable Fall Closet
Stylish sweaters and suedes ahead.
-
Hold the Sandals—This Is the Shoe Trend to Wear With Dresses in September
As seen on Alexa Chung.
-
Abercrombie Sucked Me Back Into Its Orbit With These 25 Incredibly Chic Fall 2025 Finds
So, so good.
-
People With Impeccable Taste Swear By COS—21 Chic Sale Finds to Take Advantage of Right Now
Did you say 25% off? Yes, please.
-
The 6 Shoe Trends Well-Dressed People Are Wearing With Pants and Jeans (Instead of Sneakers)
Flat and heels to pair with pants and jeans.