ComScore

How to Wear Ankle Boots with Skirts

In case you haven’t noticed, we’re all about the ankle boots these days—with jeans, with skinny jeans, with cropped flares. Today, we’re tackling a more delicate styling conundrum: skirts. What’s the best length? Do you wear tights? Do the booties have to be heeled? We’re here to help with six killer outfit ideas.

suede ankle boots with skirt
Kirstin Sinclair/ Getty Images

Go With A Slight Theme

Got a fab pair of suede ankle booties? Your best bet is to keep the rest of your ensemble on the rustic side. Take your short skater skirt and add a denim shirt and even a gaucho hat if the mood strikes.

black ankle boots with leather skirt
Christian Vierig / Getty Images

Pair Similar Materials And Fabrics

Along the same lines of a “theme,” you’ll want to incorporate high-shine boots into a dressier look.

ankle boots checkered mini skirt
Kirstin Sinclair/ Getty Images

Replace Office Heels With Ankle Boots

Tired of pumps day in and day out? Swap ’em for a sophisticated, low-cut bootie and watch as your life changes.


mini skirt with flat black ankle boot
Christian Vierig / Getty Images

Save Your Flat Boots For Miniskirts

There’s quite possibly nothing we love more than serving a lotta leg. It’s the perfect opportunity to bust out a tough black ankle boot on the bottom.

black stacked ankle boot with green skirt
Daniel Zuchnik/ Getty Images

Make Sure Your Heels Are Stacked

Ankle booties aren’t something you can take off halfway through the day like you do pumps. (We see you lurking off to the parking lot in flats.) If you must be walking around for hours in these puppies, stay as comfortable as possible in a stovepipe heel.

white stiletto ankle boots with skirt
Kirstin Sinclair/ Getty Images

Rock A Stiletto On Special Ocassions

...All that said, some looks require a fierce skinny heel. A white one.



susan waits

Lousy baker, stellar shopping buddy

You can find Susan either blissfully buried in a pile of clothes or on a plane between L.A. and NYC.

fashion
/ Destinee Scott
Oh My Jeans! A Secret Agolde Sale Is Happening RN, and These 3 Beloved Styles Are Selling *Fast*
fashion
/ Destinee Scott
Meghan Markle's Jenni Kayne Sweater Is Sold Out—Shop These 5 Alternatives Now
fashion
/ Natalie LaBarbera
OMG: A Birkenstock Sale *This* Big Almost Never Happens
fashion
/ Delia Curtis
Shop Kate Hudson's Best #Bossy Looks From Her New Netflix Show 'Running Point'
fashion
/ Stephanie Meraz
I'm Calling It: This Anthro Bag Is Going to Be Everywhere This Spring
fashion
/ Destinee Scott
The Levi's Sale Has Deals on Editor-Approved Jeans *and* Shorts
fashion
/ Chelsea Candelario
FYI: lululemon's Fan-Favorite Restfeel Sandals Now Come in Flip-Flop Form
fashion
/ Stephanie Meraz
Nobody Will Believe This Dress Cost You Less Than $50
fashion
/ Abby Hepworth
I’m a Veteran Fashion Editor and These Are the Best Styling Tips I’ve Learned On the Job
fashion
/ Destinee Scott
This Shopbop Sale Has *Rare* Deals on Birkenstocks, Mother Jeans and More
fashion
/ Destinee Scott
The New Ann Taylor Weekend Collection Is the Definition of Chic Casual
fashion
/ Abby Hepworth
5 Denim Trends That Will be Huge This Year (& 1 to Leave Behind)
fashion
/ Jaime Wright
Chinese Zodiac Compatibility: The Best Love Matches for the 12 Animals
fashion
/ Abby Hepworth
Cow Print Is About to Be *Everywhere*—Here’s How to Wear the Trend
fashion
/ Dana Dickey
Blokette Core Is the Micro Trend Giving Athleisure a Run for Its Money
fashion
/ Delia Curtis
Steal Meghan Markle’s Gardening Style with These Under-$50 Clogs
See More