The Boot Trend That Will Elevate Any Winter Outfit

If we’re being honest, one of the best parts about the temperatures dropping is being able to wear all of our favorite fall staples, which includes black knee-high boots. Don’t get us wrong—we’ll always have a place in our hearts for chic ankle boots and, of course, their cool over-the-knee cousin. However, with the rise of ’80s-inspired silhouettes and, perhaps, a fatigue of both the aforementioned styles, the knee-high classic has made its way back into the spotlight, and we’re here for it.
Dressier than the everyday booties while remaining at a height appropriate for the office, the knee-high boots will make any outfit, whether it’s casual or formal, feel more polished. Sport the trend with a chic midi skirt for a cool fall ensemble worthy of an Instagram, or wear it over a pair of jeans for a casual weekend look. If you’re looking for more styling ideas, we’ve put together some of the best from our favorite It girls. Scroll down to see them all.
You can't go wrong with a classic jeans-and-tee combination with your boots.
A pair of knee-high boots will make your dark floral jumpsuit perfect for fall.
With a cool midi skirt, your boots will give your ensemble an added edge.
A pair of knee-high boots is always a sleek option when styled with a bold overcoat.
These boots will make even a pair of distressed jeans look polished.
Skip the heels for your next holiday party and opt for a chic pair of knee-high boots for an It girl–approved ensemble.
Let your boots be an extension of your outfit when you wear black and white.
Can't go wrong with a sweater, slip skirt, and knee-high boots.
A sleek sweaterdress will be a timeless classic paired with black knee-high boots.
Wear your knee-high boots to the office with a cool midi skirt and a classic button-down shirt.
Toughen up a tulle skirt with black knee-high boots and a muscle tee.
These looks are proof: Black knee-high boots go with everything—literally.

-
Listen, Being Cool in 2025 Requires Just Two Things: Loose Jeans and This “Weird” Viral Flat-Shoe Trend
They're strange, but so chic.
-
My Mom Is in Her 50s and Asked Me for Fashion Advice—8 Chic Nordstrom Outfits I Put Together for Her Under $425
Outdated prints and "ugly" shoes included.
-
These Easy Outfit Formulas Make Even Fall's Most Polarizing Boot Trend Look Cool
See the inspiration inside.
-
This Is the Luxe Fall Shoe Trend Every Fashion Person Is Already Wearing on Repeat
Count these inspo pics as proof.
-
It's Controversial (I Know), But Frequent Fashion Flyers Swear By This Jeans Outfit for Long Flights
It involves an elegant leather coat and chic luggage.
-
Taylor Swift Just Wore the Skirt-and-Boots Combo That Screams '90s Jennifer Aniston
It's foolproof.
-
A Rich-Looking Closet Is the Vibe—These 30 Amazon Picks Surprisingly Fit the Bill
See the affordable yet chic finds.
-
The Fall Shoe Trend Everyone in Paris Is Wearing With Black Leggings to Runway Shows and Dinners at Chez Janou
Hint: It's not sneakers or ballet flats.