10 Ways Fashion Insiders Are Wearing Ankle Boots and Jeans This Fall

There's one winning outfit combo that never fails: ankle boots and jeans. It's easy to pull off any time of the year and is a guaranteed way to look stylish. If you've already been pairing them with a T-shirt and leather jacket but want to rethink new ways to wear them, we have cool outfit suggestions to try.

To get some fresh ideas on how to wear this classic pairing, we turned to fashion insiders to see how they're pairing the wardrobe staples. From cropped tanks and trench coats to sweater-vests with cowboy boots, their cool styling tricks are sure to inspire you to wear the closet basics in new ways. Ahead, see eight ways to wear ankle boots with jeans, according to fashion insiders.


(Image credit: @pernilleteisbaek)

Tan jeans are having a moment and are sitting at the top of my fall denim wish list. Style them with a neutral look and two-tone boots.


(Image credit: @vikilefevre)

Lace-up boots are the perfect pairing to straight-leg denim. Add an element of interest by tucking a colorful button-down into the jeans.


(Image credit: @camillecharriere)

Who says white jeans shouldn't be worn year-round? This outfit definitely makes the case for them to be a seasonless staple.


(Image credit: @sylviemus_)

If you're after a transitional look, opt for a crop top and trench coat with light-wash jeans and sleek black ankle boots.


(Image credit: @filippahagg)

Skinny jeans have never looked so fresh. Tap into this look by pairing them with chunky Chelsea boots and a monochrome look.


(Image credit: @tylauren)

While black ankle boots might be the obvious choice, I also love lighter shades like white and buttercream. They look great with denim in shades from light to black washes.


(Image credit: @leiasfez)

Yep, cowboy boots are here to stay this season. Here's yet another cool way to wear them—this time around, with black jeans and a sweater vest.


(Image credit: @deborabrosa)

Want to tap into the preppy trend that's everywhere on the fashion scene? Just add a button-down and cable-knit sweater to black jeans and boots.


(Image credit: @tylynnnguyen)

Zippered ankle boots have carved themselves out as a new staple and look great paired with relaxed jeans.


(Image credit: @sophiaroe)

When in doubt, go for a neutral, tonal look. I happen to think that this black and grey combo will never get tired.

Next: The 12 Editor-Approved Trends I'm Wearing Until Further Notice

Associate Director, Special Projects

Kristen Nichols is the Associate Director, Special Projects at Who What Wear with over a decade of experience in fashion, editorial, and publishing. She oversees luxury content and wedding features, and covers fashion within the luxury market, runway reporting, shopping features, trends, and interviews with leading industry experts. She also contributes to podcast recordings, social media, and branded content initiatives. Kristen has worked with brands including Prada, Chanel, MyTheresa, and Luisa Via Roma, and rising designers such as Refine and Tove, and her style has been featured in publications including Vogue.com, Vogue France, WWD, and the CFDA. Before Who What Wear, Kristen began her career at Rodarte, where she worked on assistant styling, photo shoots, and runway shows, and at Allure, where she moved into print and digital editorial. She graduated from the University of Southern California, where she studied art history and business, and currently lives in New York.