18 Outfit Ideas For How to Wear Ankle Boots With Jeans

Updated on 8/24/2023 at 12:11 PM

Boot season is here. And while knee-high boots are a popular footwear choice for date night, parties, and beyond, we can certainly all appreciate the relative versatility of an ankle boot moment. They're easy to slip on, not overly cumbersome, and able to be effortlessly styled with wardrobe essentials for casual and fancy outings alike. They work well paired with everything from suits to miniskirts, but denim looks especially chic. And there are endless combinations for how to wear jeans with ankle boots.

Whether you're thinking of how to wear ankle boots with straight-leg jeans or with their wide-leg counterpart, the styling advice is pretty flexible. In some cases, it may be better to tuck your jeans into the tops of your boots, like when wearing skinny styles. If you're going for a wider fit, you can let them fall above to elongate your leg even further. If you have an ankle boot style you'd love to show off, a cropped jean that shows off your shoes in all their fashionable glory is key. Or you can slip chunky ankle boots underneath a longer pair of jeans to give you a little bit of lift without any extra bulk.

We turned to street style stars for a little bit of extra inspiration for wearing jeans with ankle boots. And there's not only a look for every style point of view, but also for every time of day. Whether you love a skinny jean or prefer a wide-leg flare, scroll through the following 18 outfit ideas for how to wear jeans with ankle boots.

Ankle Boots With Cuffed Jeans

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

Ankle Boots With Black Skinny Jeans

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.

Ankle Boots With Boyfriend Jeans

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

Ankle Boots With Light-Wash Gray Jeans

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.

Ankle Boots With White Jeans

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

Ankle Boots With Ankle-Crop Frayed Jeans

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

Ankle Boots With Wide-Leg Cropped Jeans

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.

Ankle Boots With Belted Jeans

Mix all the classics together this season, with a Breton stripe, a leather jacket, straight-leg jeans that are polished off with a belt, and — of course — the perfect pair of black leather ankle boots.

Platform Ankle Boots With Wide-Leg Jeans

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

Metallic Ankle Boots With Straight-Leg Jeans

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

Ankle Boots With Embellished-Hem Jeans

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

Snake-Print Ankle Boots With Jeans

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

Heeled Ankle Boots With Wide-Leg Jeans

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.

Black Leather Ankle Boots With Ankle-Length Jeans

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

Ankle Boots With Baggy Jeans

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

White Ankle Boots With Straight-Leg Light-Wash Jeans

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.

Ankle Boots With Dark-Wash Jeans

When opting for oversize silhouettes — think loose, dark-wash 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.

Suede Ankle Boots With Rolled-Hem Jeans

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