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.

-
Here They Are: The 6 Biggest Boot Trends of Fall 2025
Exotic finishes! Sock boots! Western motifs!
-
Everything Who What Wear Editors Saw, Wore, Did, and Ate During NYFW
Let's dive in, shall we?
-
Paris Hilton's World: Her Pink Motorola Razr, Favorite Y2K Looks, and What 11:11 Media Means to Her
A glimpse into the life of this savvy entrepreneur.
-
There's No Question—These 8 Fall Shoe Trends Will Make You Look Rich
Luxe outfits are in your future.
-
These 32 Chic Zara Fall 2025 Shoe Finds Are the Key to Looking Like a Fashion Person—Good Luck Picking Just One Pair
Prepare for endless compliments.
-
Soft Knits and Suede Boots Are on My Mind—Here's What's in My Nordstrom Cart
Get in the fall mood with these chic picks.
-
This Simple Fashion Person–Approved Layering Technique Changed the Way I Wear My Basics
Effortlessly cool.
-
Pump the Brakes on Booties—Kate Hudson Knows the Better Fall Shoe Trend to Pair With Dresses
This outfit combo is top-tier.