How It Girls Are Wearing Cropped Pants With Booties

Ankle boots are a year-round fashion-girl favorite and an undisputed staple in colder months, and while it's easy to pair your go-tos with skinny jeans, there are plenty of other ways to work with them. Although skinny jeans will never go out of style, we've seen a different style taking over lately: cropped pants with booties.

For a look that makes a statement, we urge you to take inspiration from your favorite style stars and celebrities and consider pairing your ankle boots with cropped pants. Yes, the combo can be tricky, but as Kendall Jenner and plenty of other It girls demonstrate, the results are fresh and fashion-forward—and there's no better way to show off your favorite boots. So whether you're wearing some boot-cut jeans, wide-leg slacks with hemlines at the calf, or three-quarter patent leather leggings, consider finishing off your look with ankle boots. Below are some of our favorite ways to wear cropped pants with booties.


(Image credit: Szymon Brzoska/The Style Stalker)

Style Tip: Tights can provide a pop of color beneath cropped pants for a unique look while also adding some much-needed warmth in the winter months.


(Image credit: Szymon Brzoska/The Style Stalker)

Style Tip: Match your pants to your boots for an elongating effect. Using this trick helps you to style any boots with cropped jeans—not just your mid-length pairs.


(Image credit: Szymon Brzoska/The Style Stalker )

Style Tip: Bright white ankle boots make a statement with light-wash denim. You're guaranteed to stand out in this look.


(Image credit: Szymon Brzoska/The Style Stalker )

Style Tip: Choose a taller pair of booties that end right at the hemline for a more refined look. This way your outfit flows together.


(Image credit: Szymon Brzoska/The Style Stalker)

Style Tip: When in doubt, head-to-toe black makes your cropped pants with booties look instantly classic. Plus, it elongates your legs.


(Image credit: Szymon Brzoska/The Style Stalker)

Style Tip: The cropped silhouette helps to show off a statement pair of boots. Because why would you want to hide them?


(Image credit: Szymon Brzoska/The Style Stalker)

Style Tip: Black-and-white pieces make for some beautiful contrast that shows off your daring proportions.


(Image credit: Szymon Brzoska/The Style Stalker)

Style Tip: Pair a playful pair of patterned, cropped pants with some sleek, streamlined ankle boots for a standout look that is guaranteed to turn heads.


(Image credit: Szymon Brzoska/The Style Stalker)

Style Tip: Or go the traditional route of timeless black ankle boots. Paired with any color denim, black ankle boots are the perfect finishing touch to any outfit.


(Image credit: Melodie Jeng/Getty Images)

Next: Yes, You Can Wear Ankle Boots in the Summer—Here Are 16 Ways to Do It

This story was originally published at an earlier date and has since been updated.

Dacy Knight
Weekend Editor
​Who's your style icon?

My mom circa 1975

Who are your 5 favorite people to follow on Twitter/Instagram?

@fingermonkey @katefoley @designmilk @overheardla

What's the fashion essential you can’t live without?

My black-on-black Birkenstocks. If that even counts.

What's your desert island album?

Radiohead's OK Computer. Or maybe Pablo Honey for something a bit more uplifting if I'm going to be stuck by myself.

What's your favorite story?  California Dreaming with Poppy Delevingne