No matter the time of year, ankle boots are a true wardrobe staple. From spring to winter, you’ll see them styled in countless ways by fashion editors, influencers, and celebrities alike. In the warmer months, ankle boots are paired with flowy maxi dresses and light jackets, while fall brings leather pants and bomber jackets into the mix. As winter arrives, ankle boots are perfectly matched with cozy shearling coats, knit sweaters, and wool trousers. But, my favorite way to style ankle boots? With jeans!
However, pairing ankle boots with jeans isn’t always straightforward. If you’ve ever wondered whether the hem of your jeans should be tucked in or left out, or how high-cropped denim should sit above your boots, you’re not alone. Questions like which jean styles—high-waisted, barrel, or both—work best with ankle boots are common too. To take the guesswork out of it, I’ve gathered some street style inspiration and must-have pieces to nail these looks with ease.
10 Chic Ideas in Styling Ankle Boots with Jeans
Channel a Cargo Vibe
For a rugged, cool look, try combining cargo jeans with a pair of edgy ankle boots. Think black, pointed-toe boots with bold details like buckles or studs—rocker chic at its finest. To amp up the style factor, complete the outfit with a denim-on-denim look, often referred to as the Canadian tuxedo. Steve Madden and Ganni offer some great boot options for this vibe.
Tuck in for Rainy Days
Tucking your jeans into ankle boots isn’t just a practical move for rainy days—it’s a sleek, stylish choice that elevates your look. Keep your jeans tucked neatly into the boots, and you won’t have to worry about dragging them through puddles. Plus, you’ll be prepared for all the compliments headed your way!
Pair with Cuffed Jeans
Cuffed jeans and ankle boots are a match made in heaven, especially when you’re sporting a bold, printed boot. The key to pulling off this look is to make sure the cuffed hem sits just above the ankle boot. This creates a clean line, even when walking. Start by finding the right cuff placement, then work backward to fold the jeans. I recommend going for two folds to keep the cuff in place all day without adding bulk.
Show a Little Skin
While cuffing your jeans is a go-to styling trick, don’t be afraid to mix things up. For an edgier look, roll your jeans up higher, around mid-calf, leaving some skin exposed between the hem and your ankle boots. This breaks up the natural line and adds a fresh, playful element to your outfit.
Create a Bubble Hem
Bubble hems are trending big right now, but did you know you can DIY this look with your wide-leg jeans? All you need is a fun scrunchie. Gather the fabric at the hem, cinch it up, and let your combat boots steal the spotlight. This adds a playful twist to your outfit while giving your boots room to shine.
Keep it Cropped
Cropped jeans are an effortless option when styling ankle boots, and the best part is, you can skip the cuffing altogether. Instead, let the raw-hemmed jeans fall naturally and add a statement with animal-print boots for a bold finish. This is the perfect way to keep your look simple yet eye-catching.
Opt for Slouchy Jeans
If you’re in the mood for a more relaxed silhouette, try pairing slouchy jeans with ankle boots. Let the hem graze the ground slightly while the pointy or square-toe boots peek out underneath. This style adds a casual yet chic feel and makes your boots a subtle but stylish statement.
White Denim for a Fresh Look
Don’t forget that white jeans deserve a spot in your ankle boot styling rotation! White denim creates a crisp, monochromatic look when paired with matching boots, or you can add a pop of contrast by opting for black ankle boots. To complete the look, layer different shades of white for an elegant, cohesive outfit.
Go for Baggy Pants
Baggy pants are making a comeback, and they’re the perfect companion to ankle boots. For a relaxed yet polished look, tuck your jeans slightly into a pair of Timberlands or similar boots. Top it off with a structured blazer, a cozy hoodie, and a chic handbag to complete the ensemble.
Go for Platforms
When wearing barrel-style jeans, balance out the wider leg with platform ankle boots. The added height creates a polished finish, especially when you throw a blazer into the mix. This combo is ideal for those who want a bit of edge with a touch of sophistication.
Add Some Flair with Fancy Hems
If you love a bit of drama, jeans with a decorative hem are perfect for drawing attention to your ankle boots. Whether it’s frayed, scalloped, or adorned with embellishments, the fancy detailing pairs effortlessly with simple boots, letting both the jeans and footwear share the spotlight.
Frequently Asked Questions
Can I wear ankle boots with any type of jeans?
Ankle boots can be paired with a wide range of jeans, from skinny to wide-leg, cropped to slouchy. The key is to adjust how you style the hem to complement the boots, whether you cuff them, tuck them in, or leave them out.
How can I avoid my jeans bunching at the ankle when wearing ankle boots?
To prevent bunching, choose jeans that are either cropped or tapered at the ankle. If your jeans are longer, cuff them just above the top of the boot for a clean look.
Are ankle boots with jeans appropriate for formal occasions?
Ankle boots can absolutely be dressed up for formal events. Pair sleek, pointed-toe boots with tailored jeans or slim-fitting trousers, and top the look off with a polished blazer or sophisticated outerwear for an elegant, modern outfit.
