18 Outfit Ideas for Wearing Jeans With Ankle Boots

Cuff up your straight-leg jeans to show a little skin between the top of your ankle boots and the hem of your jeans.

Keep it slouchy with a pair of boyfriend jeans, mixing in some edgy details like a top with cutout sleeves.

Go light and airy like Caro Daur with light-gray-wash jeans, styling them with bright-white ankle boots, even as the temperature begins to dip.

While you might always tend to reach for black footwear, consider a pair of burgundy leather ankle boots this season. They offer a brighter base for your ankle-crop denim and more colorful jackets and tops.

Elongate your legs like Cindy Bruna with a pair of black skinny jeans and block-heel booties in the same dark hue, mixing in printed tops with ease.

Take a cue from Jeanette Madsen this season with a black and white look, styled with red ankle boots for just the right amount of color.

Mix all the classics together this season, with a Breton stripe, a leather jacket, straight-leg jeans, and – of course – the perfect pair of black leather ankle boots.

Go edgy like May Berthelot with ankle-crop jeans with a raw or cutoff hemline. Then slip into chunky motorcycle boots for a true ’90s vibe.

Style winter whites to cozy perfection, adding flatform moto boots for a chic contrast.

Whether you shop embellished jeans or DIY a pair, style them with classic leather ankle boots that keep the spotlight on the feathered hem.

Style your casual fall staples with boots that really pop, like a pair with a fun buckle, strap, heel detail, or print.

Style your classic all-blue outfit with a pair of ankle boots that boast a subtle pattern, bright pop of color, or metallic sheen, like Veronika Heilbrunner did.

Mix up your leather hues by topping your denim look with a brown midthigh coat and black leather ankle boots that peek out from underneath the hem of your jeans.

When opting for oversize silhouettes – think loose jeans, a boxy denim top, and a belt or jacket tied around your waist like Yoyo Cao – choose a slightly chunkier ankle boot to keep the theme going strong.

Even with a pair of classic black heeled booties, choose pants that allow them to peek out from under a rolled hem or similar style.

With a pair of looser jeans, slip into ’90s-inspired lug-sole ankle boots, and top it with an oversize midcalf coat.

With wide-leg jeans, slip into contrasting ankle boots, and throw on a luxe suede jacket. While you might not be able to see much of the ankle booties, the unrestrictive height of the boot shaft allows for easy layering without the bulk.

Ankle boots are a great way to lean into winter whites, as demonstrated by Astrid Boutrot. When styling a leather jacket and jeans, opt for a pair of white boots to brighten up your overall outfit.