Ankle boots and shorts are a classic pairing that never seems to go out of style. If you’re wondering whether you can pull off this look, the answer is yes! Ankle boots elongate your legs and add a touch of edge to any shorts outfit.

In this comprehensive guide, we’ll cover everything you need to know about styling ankle boots with shorts for any occasion.

Ankle Boot and Shorts Style Tips

Go monochromatic with black boots and black shorts

For a sleek and sophisticated look, try pairing black ankle boots with black shorts. This monochromatic combination creates a cohesive and streamlined outfit that elongates the legs. Whether you opt for leather or suede boots, the black-on-black ensemble exudes a sense of chicness and versatility.

To add some visual interest, you can accessorize with a statement belt or a pop of color in your top or accessories.

Contrast textures like suede boots with denim shorts

If you want to create a more casual and relaxed outfit, why not mix textures? Pairing suede ankle boots with denim shorts is a winning combination. The softness of the suede contrasts beautifully with the ruggedness of denim, creating a balanced and visually appealing look.

This combination is perfect for a laid-back weekend outing or a music festival. To complete the look, add a boho-inspired blouse or a graphic tee.

Pick streamlined silhouettes for a polished look

When styling ankle boots with shorts, it’s important to consider the overall silhouette of your outfit. Opt for shorts that have a streamlined and tailored fit to create a polished and put-together look. Avoid shorts that are overly baggy or too tight, as they can distract from the boots.

Pair your well-fitted shorts with ankle boots that have a clean and sleek design, such as Chelsea boots or pointed-toe boots. This combination will make you look effortlessly chic.

Cuff shorts at the hem to show off more of the boot

If you want to showcase your ankle boots and create a visually interesting outfit, consider cuffing your shorts at the hem. Rolling up the hem of your shorts not only adds a touch of style but also allows more of the boot to be visible.

This technique works well with both denim and tailored shorts, adding a playful and trendy element to your look. Experiment with different cuff heights to find the perfect balance between showing off your boots and maintaining a flattering silhouette.

Wear opaque tights under shorts when it’s cold out

When the weather gets chilly, you don’t have to put away your ankle boots and shorts. Instead, layer your outfit by wearing opaque tights underneath your shorts. This not only provides extra warmth but also adds a stylish and fashion-forward element to your look.

Opt for black or colored tights that complement your shorts and boots. Complete the outfit with a cozy sweater or a leather jacket for a chic and weather-appropriate ensemble.

Outfit Ideas for Different Occasions

Casual daytime outfit with t-shirt and jean shorts

For a casual daytime look, pair your ankle boots with a comfortable t-shirt and a pair of jean shorts. This outfit is perfect for running errands or meeting up with friends for a casual lunch. The ankle boots add a touch of style to the outfit while still keeping it relaxed and comfortable.

Date night look with blouse and dress shorts

If you’re heading out for a date night, try pairing your ankle boots with a blouse and a pair of dress shorts. This combination creates a chic and stylish look that is perfect for a night out on the town.

The ankle boots add a bit of edge to the outfit, making it a great choice for a more dressed-up occasion.

Running errands in hoodie and athletic shorts

When you’re just running errands and want to be comfortable, you can still style your ankle boots with a hoodie and a pair of athletic shorts. This outfit is perfect for those days when you want to be casual but still look put together.

The ankle boots add a stylish touch to an otherwise simple and comfortable outfit.

Hiking outfit with tank top, utility shorts and lace-up boots

If you’re planning a hiking trip, you can still incorporate your ankle boots into your outfit. Pair them with a tank top, utility shorts, and lace-up boots for a practical and stylish hiking look. The ankle boots will provide the necessary support and protection for your feet while adding a fashionable element to your outdoor outfit.

Festival wear with kimono, bike shorts and cowboy boots

For a festival or outdoor concert, you can create a trendy and bohemian outfit by styling your ankle boots with a kimono, bike shorts, and cowboy boots. This combination is perfect for a fun and fashionable look that will make you stand out from the crowd.

The ankle boots add a cool and edgy vibe to the overall outfit.

What to Consider When Choosing Ankle Boots

When it comes to styling ankle boots with shorts, choosing the right pair of boots is essential. Here are some key factors to consider when selecting ankle boots:

Heel height – stick to low or block heels for stability

When choosing ankle boots to wear with shorts, it’s important to consider the heel height. Opting for low or block heels provides stability and comfort, making it easier to walk around all day. High heels may not only be uncomfortable but can also make it difficult to maintain balance while wearing shorts.

Toe shape – round or almond toes are most versatile

The toe shape of ankle boots also plays a crucial role in their versatility. Round or almond toes are the most versatile options when it comes to pairing with shorts. These toe shapes complement various shorts styles, whether it’s denim cutoffs or tailored shorts, allowing for a seamless and stylish look.

Boot height – hits just above or below ankle bone

The height of the ankle boots is another important consideration. For pairing with shorts, it’s best to choose ankle boots that hit just above or below the ankle bone. This length provides a balanced and flattering look when worn with shorts, creating a cohesive and trendy outfit.

Material – leather, suede, nubuck, etc.

The material of the ankle boots is also worth considering. Leather, suede, nubuck, and other high-quality materials are great options for ankle boots. These materials not only offer durability but also add a touch of sophistication to any outfit.

Depending on the desired style, different materials can be chosen to elevate the overall look.

Color – tan, black, brown, grey are easy to pair

When it comes to color options for ankle boots, sticking to versatile shades is a wise choice. Tan, black, brown, and grey are easy to pair with different shorts styles and colors. These neutral colors provide a timeless and classic look that can be effortlessly matched with a variety of outfits.

Choosing the Right Shorts

When it comes to styling ankle boots with shorts, choosing the right shorts is key to creating a stylish and cohesive look. Here are some important factors to consider when selecting your shorts:

Length – aim for mid-thigh or slightly longer

When pairing ankle boots with shorts, it’s important to find the right length. Aim for shorts that hit around mid-thigh or slightly longer. This length is flattering and allows the boots to be showcased without overwhelming the outfit.

Avoid shorts that are too short, as they can make the overall look appear unbalanced.

Fit – not too tight or too loose

The fit of your shorts is also crucial when styling ankle boots. Opt for shorts that are neither too tight nor too loose. A snug but comfortable fit will ensure a polished and put-together appearance. Avoid shorts that are overly tight, as they can create an unflattering silhouette.

Rise – mid to high rise complements the boots

Choosing the right rise for your shorts is essential for a harmonious look with ankle boots. Opt for shorts with a mid to high rise, as this complements the boots and creates a balanced aesthetic. A higher rise also helps to elongate the legs and create a more flattering silhouette.

Styling – cuffed, raw, distressed, pleated, etc.

When it comes to the style of your shorts, there are numerous options to choose from. Consider adding some visual interest to your outfit by opting for shorts with unique details such as cuffs, raw edges, distressed finishes, or pleating.

These elements can add a touch of personality and create a more dynamic look when paired with ankle boots.

Color – match or contrast boot color

When it comes to color coordination, you have two main options: matching or contrasting the color of your ankle boots. Matching the color of your boots with your shorts creates a cohesive and streamlined look.

On the other hand, contrasting the boot color with your shorts can add a pop of visual interest and create a more eclectic and eye-catching outfit. Consider experimenting with both options to find the style that suits your personal taste.


Ankle boots and shorts make for an effortlessly cool look. Follow our tips on choosing the right boots, shorts and outfit combinations. Most importantly, have fun with mixing textures, colors and silhouettes to show off your personal style.

Ankle boots are so versatile that you can dress them up or down to suit any shorts outfit.

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