Ah, ankle boots. The cold-weather shoes we love so much that we've devised a number of ways to wear them well into spring. Although we're currently busy buying into fall's most controversial shoe trends (we're looking at you, slouchy midcalf boots), it's safe to say that ankle boots are an essential style we'll never stop wearing. And given that this headline grabbed your attention, it's also safe to assume you have an affinity for the cold-weather staple as well.
Ahead, we're breaking down the five things you must own if you always wear ankle boots. From tried-and-true skinny jeans to cropped-flare trousers to logo ankle socks, these are the pieces no ankle boot aficionado's fall wardrobe is complete without. But don't just take it from us. We've also gathered outfit inspo from some of the most stylish women we follow on Instagram to back up our picks. (Think Lucy Williams and Ada Oguntodu.) Keep scrolling to shop them all.
Skinny Jeans
Skinny jeans and ankle boots go together like Pam Beesly and Jim Halpert.
Wide-Leg Trousers
Summer's hottest pant trend was practically made to be worn with ankle boots.
Tights
Layer tights with ankle boots to carry a summer dress into fall.
Cropped-Flare Trousers
Ideal for showing off a pair of boots. (Psst: Here's our guide to this season's trends.)
Logo Ankle Socks
Let logo ankle socks peek out from ankle boots for a fashion-forward look.
Up next, five trends not to wear with ankle boots.
-
My Stylish 56-Year-Old Mom Is a Picky Shopper—31 Chic Under-$100 Nordstrom Finds She Approves OfCollarless blazers, Fair Isle knits, and Levi's jeans inside.
-
If Chic Jeans-and-Boots Outfits Are the Goal, Don't Miss These Standout Picks From Zara, Madewell, and NordstromBring on a stylish fall-and-winter closet.
-
My Honest Take on the Winter It Boots Every Fashion Person Is Talking AboutFrom Khaite to Free People.
-
If You're Going to Wear a Dress With Ankle Boots, This Is the Trend That Looks the Least DatedPSA via Suki Waterhouse.
-
Hilary Duff Knows the Smartest Boot Trend to Pair With Barrel JeansWhy didn't I think of this?
-
I'm a Shopping Editor—These Are the Cool Shoes I Care About From the Nordstrom Black Friday SaleTake up to 60% off 2025 shoe trends inside.
-
I Thought This Pant Trend Was Surely Out Until I Saw J.Law Wear It With These BootsInstantly changed my mind.
-
Forget Trendy Shoes—This Is the "Boring" Style Everyone Is Wearing With Straight-Leg JeansYou're next.
