12 Ideas for How to Wear Ankle Boots From Fashion Influencers

by Emily Tozer & Jin Moon

12 Ideas for How to Wear Ankle Boots From Fashion Influencers

Ankle boots are essential accessories this time of year and will take you through fall and beyond. If you want to know how to wear ankle boots, check out some of our favorite fashion bloggers who always find fun, fresh ways to show off their wedge booties, block heels, flat ankle boots, biker boots and more!


With Skinny Jeans


skinny jeans ankle boots Christina Tarabishy Oh So Glam


Christina Tarabishy of Oh So Glam shows us how to wear classic black ankle boots ($134.99; zappos.com) with skinny jeans in an updated way. A distressed pair of ankle boots paired with a faux fur top ($1,360; shopbop.com) and a wide-brim fedora ($415; anthropologie.com) will have you ready for fall! Tuck skinny jeans ($135; nordstrom.com) into your ankle boots for a leg-lengthening effect.


With Textured Tights


textured tights ankle boots Arielle Charnas Something Navy


If you want to know how to wear ankle boots for date night or an after-work event, look to this ultra-cool outfit from Arielle Charnas of Something Navy. Her killer leather ankle boots ($143.20; zappos.com) and textured tights ($29; nordstrom.com) balance out a loose-fitting dress ($250; shopbop.com).


With a Baby Doll Dress


baby doll dress ankle boots Danielle Bernstein We Wore What OOTD


We love the dark romance of this OOTD by Danielle Bernstein of We Wore What. The elegance of the black baby doll dress ($34; prettylittlething.us), the trendy sheer knee-high stockings and the chunky ankle booties ($130.95; stevemadden.com) exude a gothic innocence.


Classic Minimalist


classic minimalist Jacey Duprie Damsel in Dior ankle boots


Pointed-toe shoes are the reigning silhouette of footwear! Take the leg-lengthening style into fall with a sleek pair of stiletto ankle boots ($112; zappos.com). Jacey Duprie of Damsel in Dior shows you how to wear this versatile black pair. This neutral black coat ($699.90; nordstrom.com) and pants ($198; shopbop.com) with a white sweater ($35; nordstrom.com) look will always be in style.


Little Black Dress


little black dress ankle boots lbd Stephanie Yeboah


Fashion writer Stephanie Yeboah is giving us strong power vibes with this little black dress ($45; prettylittlething.us) and her pointed toe black ankle boots ($60; asos.com). We are also loving the gold necklace ($68; baublebar.com) flair, too. A simple look with the right accents can be super impactful.


On the Weekend


weekend Grasie Mercedes Style Me Grasie ankle boots


Flat ankle boots are a must-have item this season. Follow in the stylish steps of Grasie Mercedes of Style Me Grasie. Classic pieces like skinny jeans ($58.94; amazon.com) and a trench coat ($49.99; amazon.com) anchor the studded ankle boots ($105.25; amazon.com).


With Shorts


shorts ankle boots Jane Aldridge Sea of Shoes


In case you jumped the gun on your fall fashion, Jane Aldridge from Sea of Shoes shows how to wear ankle boots on warm fall days. To wear with shorts ($68; nordstrom.com) and a loose-fit sweater ($89; nordstrom.com), look for boots that are a little wider around the top ($159.95; nordstrom.com) so they don’t make your legs look short.


Go Monochromatic


monochromatic Susie Lau Style Bubble ankle boots


Susie Lau of Style Bubble is giving us the blues… in a good way. Her combat lace-up ankle boots ($198; shopbop.com) really pop in black below the vivid waves of blue: a coat ($190; asos.com), sweater ($198; shopbop.com), skirt ($39; revolve.com) and tights ($18; anthropologie.com). Choose your favorite color, and layer your own monochromatic outfit.


Contrasting Colors


ankle boots colored tights contrasting colors Courtney Trop Always Judging


We love the bold and striking contrasting colors from Courtney Trop of Always Judging. The red lace-up ankle boots ($41.21; amazon.com) get loud against the teal tights ($7.99; amazon.com). Personalize it to your taste with your favorite colors combos, and let your outfit speak volumes.


For a Western Vibe


western ankle boots Anum Bashir Desert Mannequin


Anum Bashir of Desert Mannequin shows us how to channel our inner cowgirl — with Western-style ankle boots ($90; freepeople.com). Pair boots that sport stitching and embellishment with a simple and modern dress ($150; asos.com) for a look that’s wearable, not costume.


Professional Spin


professional ankle boots Wendy Nguyen Wendy's Lookbook


Ankle boots in autumnal colors bring a fresh look to even the simplest outfits. For a professional look, Wendy Nguyen of Wendy’s Lookbook turns to a sharp blazer ($169; nordstrom.com) and cropped black pants ($68; nordstrom.com). The best part? You can wear these peep-toe ankle boots ($165; michaelkors.com) year-round! For a simple switch-up after work, take off the blazer and add a statement necklace ($49.97; kendrascott.com) in the same hue as the boots.


Sporty Touch


sporty ankle boots Lisa Dengler Just Another


The sporty trend has been going strong for a few seasons now, and it’s not losing steam. Lisa Dengler of Just Another pairs black ankle boots with track pants ($84.99; amazon.com) for fall. A pair of block heel ankle boots ($308.44; amazon.com) works best for this look, adding to the casual appeal.