5 Things You Must Own If You Always Wear Ankle Boots
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.
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Forget What You've Heard—Ankle Boots Are Still In, and This Expensive-Looking (But Just $50) Pair Is ProofGrab them before they're gone.
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This "Ugly" Shoe Trend Is Officially Back From 2016—But This Time, It's BetterSpotted in London and NYC.
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This Is the 2025 Way to Wear the Ankle Boot Trend Everyone Bought 4 Years AgoPSA: Don't toss them yet!
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Forget Flats—Everyone With Good Taste Is Wearing These Boots With Jeans and a JacketPut these on your shopping list.
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Just a Reminder: *This* Is the Best Pant Style to Wear With Every Type of BootThey're model-off-duty approved.
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5 Street Style Trends From Milan Fashion Week That Will Be Everywhere This FallTake notes.
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Not Skinny, Not Wide-Leg—J.Lo Just Wore Ankle Boots With 2025's Most-Wanted Pant TrendCopy this fall outfit ASAP.
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This Dated Denim Pairing Is Suddenly the Chicest Way to Wear Jeans for Fall 2025Easy and stylish.
