What Jeans Should You Wear With Ankle Boots?

Boots with jeans is a match made in heaven. But, sometimes finding the right straight, flare, or skinny jeans and booties combo can feel like quite the opposite of heaven. To avoid ending up with cold ankles, annoying bunching, or looking like you’re not wearing shoes at all, it’s necessary to choose your denim (and shoes) wisely. 

Keep warm all winter long without sacrificing fashion with these simple styling tips for pairing women's ankle boots with jeans.

Wear Cropped Jeans with Classic Chelsea Boots

For a timeless city-chic look straight from London, pair black jeans with classic Chelsea boots. A jeans and boots outfit that’s always timeless is matching a leather boot like Double Time with a pair of simple jeans that hit neatly above the top of the boot. The classic bootie fits comfortably all day long thanks to the Taos Curves and Pods® premium removable footbed, while looking effortlessly chic in soft burnished leather. 

Taos Double Time Side Zip Leather Chelsea Boot

A tip for how to wear these booties with jeans: You don’t want skinny jeans that are too long. If the length isn’t right, they will bunch above this snug-fitting style and create unwanted bulk around your ankles. Whether you prefer skinny or loose-fitting cropped jeans, your boots will be on full display in this look. Wrap up in a cozy oversized knit to complete the outfit and stay warm all winter.

Pair Skinnies or Flare Jeans and Boots With a Heel

Great news: heeled ankle boots look pretty amazing with everything! A style like Dillie elongates your legs and elevates any booties with jeans look (literally) by creating a slightly more dressed-up feel. Even though this pair has a heel, they’re super comfortable, featuring the Taos Curves & Pods® molded EVA dual density removable footbed and premium suede crafted in Portugal.

Taos Dillie Suede Block Heel Ankle Boots

Wondering how to wear boots with jeans during the day? It can be as simple as a pair of dark wash skinny jeans with your favorite pair of ankle boots. Go for a ‘70s twist at night by pairing black suede Dillie with flares. A rule of thumb for wearing booties with jeans is to always wear some type of heel with your flares, even if it’s just a platform sneaker. The reason for this is simple: You want your shoes to show under the flare of the jean.

Add Attitude By Wearing Moto Boots with Distressed Jeans

Add a little attitude to your winter wardrobe with distressed jeans and a pair of Crave boots. When wearing distressed jeans and boots, take care to strike a balance between the level of edge and polish.

The decorative buckle strap, medium-height heel, and laces are classic details of a beautiful moto boot, crafted in Portugal, that catch the eye with a pair of not-too-perfect jeans. These ankle boots with jeans create an outfit that’s anything but boring. Yet, they also have orthotic-level comfort with complete arch and metatarsal support.

Taos Crave Leather Lace Up Ankle Boots

Cuff Your Straight Leg Jeans with Hiking Boots

While not officially hiking boots, Capstone look the part and are just as supportive for long walks! Embrace the outdoorsy, laidback style by pairing these leather ankle boots with a pair of straight leg jeans. Show off the faux fur lining by cuffing your denim so they barely brush the top of the boots. Stay warm and chic during the holidays with a flannel shirt and beanie. Log fire optional.

Taos Capstone Leather Lace Up Ankle Boots with a Padded Collar

There’s not a one style fits all formula for how to wear booties with jeans as it ultimately comes down to what makes you look and feel your best! Invest in high-quality denim in a range of styles and shop for the ankle boots that you believe are most versatile with the jeans you love most. You can always count on your Taos ankle boots for total comfort and support with any style.

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