How to wear Jeans with Ankle Boots

how to wear jeans with ankle boots - women wearing jeans with ankle boots, black coat and green bag

Photo curtesy of The Style Stalker

Jeans with ankle boots are a fashion staple for many. Whether you want to dress them up or down, finding the perfect combination can be a challenge.

In this guide, we’ll take you through the different types of ankle boots and jeans and offer tips on how to style them together for an overall polished look.

What are the different types of ankle boots?

Before we dive into how to wear jeans with ankle boots, let’s take a look at the different types of ankle boots. When referring to the boot shaft, we are talking about the fit of the shoe around the leg.

There are 3 main types:

1.) Low ankle boots

Low ankle boots, also known as ankle booties, sit just at the ankle and don’t cover much of the lower leg. They are a popular choice for casual wear and can be paired with many different types of outfits, from leggings to dresses.

The design of these booties allows for more of the ankle to be exposed, making them a great shoe to pair with slim straight leg jeans.

Low ankle boots can have different heel height, as well as different fits.

Low cut ankle boots with tight shaft

pointed toe ankle boots with slim straight leg jeans

These ankle booties are a great choice for a more casual look because they often have lower heel height or a block heel that is more suitable for less formal events.

Low cut ankle boots with wide shaft

woman wearing jeans with pointed toe ankle boots

Photo: @madetrade

Choosing a wide shaft boot can provide additional space around the leg and potentially more flexibility compared to a snug-fitting boot. 

This type of design can result in a more casual and comfortable appearance. Nevertheless, if you prefer a stylish look, wear boots with a leather material and pair with straight leg jeans for a touch of elegance to your outfit.

2.) Mid-calf ankle boots

Mid-calf ankle booties do what they say on the tin…. they sit at the mid-calf! These ankle boots are also a popular choice for casual wear and can have different designs, so you can mix and match depending on the season for your personal style.

These boots can come in different colors and prints and can have different shaft widths, whether tight, wide, or regular.

Mid cut, tight shaft ankle boots

Woman wearing black mid calf ankle boots

Photo: @Misspap

These booties feature a higher shaft than a low-rise boot and tend to have a small block heel. This design can create a chic look and are perfect for the winter.

Combat boots or Chelsea boots are a type of mid rise shoes that are a great choice if you are looking for leather boots.

Mid cut, wide shaft ankle boots

black leather western style ankle boot


A western style ankle boot is one of many wide shaft booties. Tucking in straight leg jeans is a great way to show off the shoes.

3.) High ankle boots

High ankle boots with straight leg jeans can look very chic and sophisticated. The tall ankle boots can be categorised into tight or wide:

High cut, tight shaft ankle boots

black sock booties

Sock booties are tall ankle boots with a snug-fitting shaft that is designed to provide a sleek and streamlined appearance. These boots are crafted to fit closely around the ankle, foot, and leg, offering a form-fitting silhouette. They are particularly flattering when paired with skinny jeans, as they create an illusion of a long and elongated leg line.

Sock booties can be made from stretchy fabrics like knit, neoprene, or leather, and come in a variety of heel heights, ranging from flat to low or high.

High cut, wide shaft ankle boots

pointed toe boot

Photo: @livingly

These boots are ideal for fall and winter seasons due to their ability to cover a substantial portion of the lower leg. Typically, they are made from leather to maintain the structural integrity. However, suede materials can also be used to make them.

How to wear straight leg jeans with ankle boots

Straight leg jeans are a staple in many wardrobes due to their classic and timeless design. Unlike skinny jeans, they are not too tight, nor are they too loose like wide-leg jeans. This makes them a versatile option that can complement a variety of body types and styles. body types and styles.

Cropped straight

woman wearing cropped straight leg jeans

Cropped straight leg jeans with ankle boots work really well with ankle boots and can look very chic if paired with tall ankle boots.

For a wider leg fit, a boot with a wider shaft can complement the cropped straight leg jeans well. This creates a contrast between the fitted jeans and the wider shaft of the boots, adding some volume and texture to the outfit.

Try wearing cropped denim jeans with leather boots. The combination of the two can create sophisticated and chic look.

long straight

woman wearing straight leg jeans, ankle boots and blazer

Photo: @seasons+salt

When it comes to styling longer straight leg jeans, you need to consider the fit of the ankle ankle boots especially if they are high rise boots. With straight leg jeans that more narrow, wear ankle boots with a slimer shaft to create that streamline look.

Another option is to add a touch of elegance to the outfit by opting for pointed toe heels. The pointed toe of the ankle boot can help to elongate the legs and create the illusion of height.

The contrast between the sharpness of the pointed heel and the straightness of the denim can also be visually appealing, adding interest to the overall look. With these tips in mind, you can create a chic and sophisticated outfit with your straight leg jeans and footwear.

How to wear skinny jeans with ankle boots

Skinny jeans are a must have closet essential. They are extremely versatile and if you choose stretchy fabric then they can be comfortable as well. Pair them with a cozy sweater and sneakers for a relaxed weekend look, or dress them up with a blazer and heels for an evening or date night look.

However, while skinny jeans can be styled in many ways, chunky ankle boots may not be the best choice to pair with your skinny jeans. While we all love a good platform shoe, the streamlined silhouette of skinny jeans calls for a sleeker and more understated boot. Opt for a classic ankle boot with a slim profile to keep your look balanced and polished.

Cuffed/ rolled up

Woman wearing rolled up jeans and grey boots

Photo: @lillystyle

Sometimes in fashion, small details can make a big impact. Try rolling or cuffing the bottom of your skinny jeans to show a bit of skin between the jeans and the boots. This simple technique can add visual interest to your outfit and make your boots stand out – especially impactful if your ankle boots has interesting details or color.

Tucked in

Woman skinny jean, ankle boots and leopard print coat

Another option for styling skinny jeans with ankle boots is to tucked your jeans into the boots. Tucking skinny jeans in when you wear ankle boots is a great way to create a streamlined look that elongates the legs. By eliminating the break between the boots and jeans, the legs appear longer, which is particularly flattering for those with a petite frame.

For those looking to take their ankle boot game up a notch, choosing a sock boot can further accentuate the streamlined effect and create the illusion of even longer legs. Alternatively, a wider shaft bootie can be a great way to show off any interesting details or prints on the boots while still looking chic and put together.

Cropped skinny

woman wearing cropped jeans and leather boots

Photo: @Hobbssaramac

Cropped skinny jeans sit above the ankle, which offer a subtle peek of skin between the jeans and boots, creating a well-balanced and proportionate look. This is particularly important as it prevents the boots and jeans from competing for attention, ensuring that the focus remains on the entire outfit.

By choosing slightly higher ankle boots, you can shorten the distance between the jeans and boots, creating a streamlined and elongated effect. It’s essential to avoid a large gap between the boots and jeans, as this can create a harsh appearance that distracts from the rest of the outfit.

How to wear wide leg jeans and ankle boots

Wide leg jeans have been making a comeback in recent years, thanks to their relaxed fit and comfortable style. However, their longer length and loose fit can sometimes create the illusion of shorter legs. Pairing them with ankle boots is a great way to add some height back into the outfit.

The denim fabric used in wide leg jeans is typically thicker and more substantial, making them a great choice for cooler weather. For a casual look during the winter season, wear booties such as Chelsea boots or combat boots.


woman wearing flared jeans and white ankle boots

Photo: Whowhatwear

When it comes to styling flared jeans with ankle boots, there are a few things to keep in mind. While it’s possible to cuff or roll up flared jeans, it may not always look as put-together as it does with other styles of jeans.

Flared jeans are designed to have a wide-leg design from the waist to the knee, which can make it challenging to get the right amount of cuffing or rolling to look just right.Bootcut jeans that have a slight flare are a great option to pair with ankle boots.

For those who prefer a more dramatic flare, a chunky heel or platform boot is a good choice to ensure that the jeans don’t drag on the ground. Platform ankle boots can also add a touch of retro vibes to your outfit, perfect for those who love a vintage look. With the right combination of jeans and boots, anyone can pull off this stylish and comfortable look.


woman wearing baggy jeans and pointed heeled booties and long sleeve black top

Photo: @nikiwhittle

Boyfriend jeans have become a popular choice for a more relaxed and comfortable denim style. They have a loose-fitting design with excess fabric throughout the leg. While they are great for a casual look, pairing them with the right ankle boots can elevate the outfit.

Choosing a chunky ankle boot can help balance out the proportions of the baggy jeans, creating a cohesive look. Rolling up the baggy jeans can also allow for a bit of skin to show between the jeans and boots, which helps to create a balanced and proportionate look. This ensures that the boots and jeans do not compete for attention.

To dress up the look, opt for pointed toe ankle boots as it can elevate the casual feel of the jeans. Additionally, an ankle boot with a rounded toe can help soften the overall look of the jeans. If you want to add a bit of edge, try pairing baggy jeans with chunky boots such as combat boots or hiking boots.


When styling jeans with ankle boots, make sure to consider the type of denim jean and the fit and style of the ankle boots. We hope you got some styling tips and inspiration from this blog. 

So, the next time you’re stuck on what to wear, consider reaching for your favorite pair of jeans and ankle boots for a chic and effortless look.

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