10 Outfits to Remember If You Only Wear Black Ankle Boots

When it comes to footwear staples you live in, black ankle boots probably rank pretty high up there. In fact, they just might be the one shoe silhouette you rely on more than anything else. Trust—you’re not alone. While you may have a go-to ensemble you love wearing with your favorite pair of booties, variety is the spice of life, right? So don’t be afraid to mix it up a bit. With that, we’re showcasing 10 outfit ideas below to remember the next time you slip into your favorite pair of black ankle boots (which will probably be 20 seconds after reading this). We also shopped out a few of our favorite pairs of booties in case your offering could use a refresh as well.
Go for light-wash, straight jeans and a loose moto jacket with your ankle boots for a downtown feel.
The utility trend will continue to rise throughout 2019, so test out the look with your boots and a tucked-in white cotton shirt with cargo pants.
Wear your favorite black ankle boots to work with a classic skirt suit and smart accessories.
Short on time? Toss on an interesting jumpsuit, slip into your boots, and go.
Similar to the above time-saving ensemble, tossing on a statement dress and booties works just as well.
If it's especially chilly where you are, bundle up in a furry coat and a monochromatic sweater-and-trouser pairing with your square-toe booties.
Live in all black? Streamline your overall vibe with a turtleneck, jeans, boots, and a printed oversize coat.
Upgrade your 9-to-5 life with a camel blazer, on-trend plaid pants, a checked overcoat, and pointed booties.
The double-jacket layered look feels especially forward with black pants and chunkier booties.
Now this is one ankle-boot look you may want to live in all season long, featuring a crochet top, a leather jacket, and straight-leg jeans.
Next, check out the ankle-boot style that's not selling anymore.

Bobby Schuessler is a fashion editor with over a decade of editorial experience covering shopping, style, and beauty. He's spent 10 years at Who What Wear, currently leading the market team to deliver highly covetable and convertible content. He creates data-driven shopping guides featuring top retailers like Nordstrom, Shopbop, and Net-a-Porter and is at the forefront of Who What Wear's shopping tentpole strategies, including Amazon Prime Day. He also works on branded content initiatives and appears on camera in video and shopping livestream franchises.
-
From Basic to Designer: This Outfit Trend Will Instantly Make Your T-Shirts Look The Row–Coded
Pinky promise.
-
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.
-
Here You Go: 5 Trend-Forward Fall Outfit Ideas I Think Are Wildly Chic
These looks get a yes.
-
Blue Jeans Are Fine, But for Fall, Chic People Know This Controversial Denim Trend Looks Richer
Hot take incoming…
-
I'm a Fashion Editor on a Budget—27 Incredibly Chic Fall Finds That Will Get You More Bang for Your Buck
Stellar under-$150 finds right this way.
-
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.
-
5 Chic End-of-Summer Denim Outfits That Will Make You Look Like a Fashion Person
From Stockholm to Paris to London.
-
The "No White After Labor Day" Rule Is Out—These Chic Outfits Are In
Who says white has to have a season? We’re wearing it all year long.