My Winter Aesthetic Is Now 10 Times Chicer Thanks to These 10 Boot Outfits

With the cold weather officially upon us, boots are on heavy rotation in my wardrobe. Most of the boots I own are simple, versatile styles in neutral hues that can pretty much work with anything in my wardrobe. But let’s be honest. After the umpteenth time wearing the same boot-and-jeans combo, it’s easy to get into a winter-boot-outfit slump. So for the past few weeks, I’ve been searching, saving, and screenshotting some of the chicest boot outfits I’ve seen on the fashion crowd and copying them for myself. And yes, my winter aesthetic is now 10 times chicer because of them!

If you, too, are looking for a little boot-outfit inspiration, take a peek at the seriously stylish looks below that will elevate your ensembles and banish winter doldrums, then shop the pieces for yourself.



Black kitten-heel boots look especially chic when paired with varying shades of ivory and black accents.



A jeans-and-boot combo need not be boring. Style it with a statement shearling-lined leather jacket, and keep your outfit in a luxe brown-and-ivory color palette.



Nothing is chicer than a head-to-toe black ensemble. Give your black boot outfit dimension by mixing textures such as a luxe leather skirt with a soft cashmere sweater.



Elevate your rain boots by styling them with a matching knit skirt set layered over a button-down, and finish with a bright pop of color—preferably a bright-pink wool coat. This is the perfect look to get you out of any winter slump! Just add tights if the temps are cool.


Jason Jean

White boots look infinitely chicer when paired with contrasting black. A statement of-the-moment scarf-coat will make your entire outfit.



Give your staple black leather boots a fashion-forward touch and wear them with this season's trending leather bomber jacket and maxi skirt. Don't forget cool and colorful accessories to break up the all-black look.

Casual chunky black boots look that much more stylish when paired with a cozy shearling coat. It's a great weekend look.


The Style Stalker

A tonal look can make your boot outfit look that much more expensive. Stick to beige and ivory hues to give practical combat boots a luxe-looking touch.

This layered look is perfect from day to night. Layer a short skirt and blazer with a long overcoat, and add sheer tights so that your subtle cowboy boots pop.



Sometimes, a simple look can be the most striking. Let your boots do the talking and style black mock-croc knee-high boots over black skinny jeans and an oversize striped sweater. So chic. So easy.