How to Wear Cowboy Boots: 22 Stylish Outfit Ideas You’ll Love

Cowboy boots are having a major moment in fashion right now, and for good reason. These versatile shoes can add a touch of Western flair to just about any outfit, from casual everyday looks to dressier ensembles.

If you’ve been wondering how to style cowboy boots or searching for some fresh cowboy boot outfits, you’re in the right place. I’ve rounded up 22 amazing outfit ideas that showcase just how versatile and stylish these boots can be.

Whether you’re a longtime fan of Western-inspired fashion or just dipping your toes into the trend, there’s something here for everyone. From casual cowboy boot outfits perfect for running errands to dressier looks ideal for a night out, we’ll explore a variety of ways to rock this footwear.

So, grab your favorite pair of boots, and keep reading for some serious style inspiration!

1. Sleeveless Dress with Denim Jacket

Sleeveless Dress with Denim Jacket

For an effortlessly cool look, try pairing a black sleeveless dress with a light blue denim jacket and brown cowboy boots. This outfit strikes the perfect balance between feminine and edgy.

The denim jacket adds a casual touch, while the boots give it that Western twist. I love how versatile this outfit is – perfect for a casual day out or even a relaxed dinner with friends.

2. Corduroy Jumpsuit and Metallic Boots

Corduroy Jumpsuit and Metallic Boots

Want to make a statement? Opt for a corduroy jumpsuit paired with metallic ankle cowboy boots. Add a knit beanie and a woven handbag to complete the look.

This outfit is perfect for those cooler fall days when you want to look stylish but stay cozy. The metallic boots add a fun, unexpected element to the otherwise earthy tones of the outfit.

3. Sweater and Tennis Skirt Combo

Sweater and Tennis Skirt Combo

For a preppy twist on how to wear cowboy boots, try pairing a cream knit sweater with a white tennis skirt and white cowboy boots. Throw on some black sunglasses for an extra touch of cool.

This look is perfect for transitional weather and gives off major collegiate vibes. It’s a great way to incorporate cowboy boots into a preppier aesthetic.

4. Sleeveless Turtleneck and Shorts

Sleeveless Turtleneck and Shorts

Who says you can’t wear boots with shorts? Pair a sleeveless turtleneck sweater with shorts and black knee-high boots for a chic, leg-lengthening look.

Add a small black handbag to tie it all together. This outfit is Ideal for those early fall days when it’s still warm enough for shorts, but you want to start incorporating some fall elements.

5. Oversized Shirt and Mini Dress

Oversized Shirt and Mini Dress

For a breezy, effortless look, try wearing a beige oversized button-up shirt open over a white mini dress. Pair this with white cowboy boots and a brown mini handbag.

This outfit screams summer concert or festival vibes. It’s comfortable, stylish, and perfect for those warm summer days.

6. Denim Jacket and Floral Skirt

Denim Jacket and Floral Skirt

Combine a light blue denim jacket with a black top and a floral print mini skirt. Add black cowboy boots and oversized sunglasses for a look that’s both sweet and edgy.

This outfit is great for a casual day out or even a relaxed date. The mix of florals and denim creates a perfect balance between feminine and casual.

7. Edgy Leather and Leopard

Edgy Leather and Leopard

For a rock ‘n’ roll inspired look, pair a black tank top with a leopard print kimono and a black leather mini skirt. Add a Western-style belt and a silver chain belt accessory for extra flair.

Complete the look with black fringe boots. This outfit is perfect for a night out or a concert. It’s edgy, bold, and sure to turn heads.

8. White Mini Dress and Red Boots

White Mini Dress and Red Boots

Sometimes, simple is best. A white mini dress with a square neckline and short puff sleeves paired with red cowboy boots creates a striking contrast.

This look is perfect for a summer party or a day out in the city. The red boots add a pop of color that really makes the outfit stand out.

9. Sheer Top and Denim Maxi Skirt

Sheer Top and Denim Maxi Skirt

For a boho-chic look, try a black sheer off-shoulder top with a light wash denim maxi skirt featuring a front slit detail. Add a black belt, red cowboy boots, round sunglasses, and a pearl necklace for a touch of glam.

This outfit is ideal for a music festival or a summer night out. The mix of textures and the unexpected pop of red in the boots make this outfit a real showstopper.

10. Lace Cardigan and Denim Shorts

Lace Cardigan and Denim Shorts

Create a soft, romantic look by pairing a cream lace long cardigan with a graphic t-shirt and distressed denim shorts. Complete the outfit with white cowboy boots.

This is a great example of how to wear cowboy boots in a casual, everyday setting. It’s comfortable, stylish, and perfect for running errands or meeting friends for coffee.

11. Classic Western-Inspired Look

Classic Western-Inspired Look

For a quintessential cowboy boot outfit, pair a tank top with denim shorts and a plaid shirt tied at the waist. Add cowboy boots, a crossbody bag, and sunglasses for a look that’s straight out of a country music video.

This outfit is perfect for a casual day out or even a country concert. It’s comfortable, practical, and fully embraces the Western aesthetic.

12. Simple Tee and Shorts

Simple Tee and Shorts

Sometimes, the best outfits are the simplest. Pair a simple t-shirt with light wash denim shorts and black embroidered cowboy boots. Add a black fanny pack and black sunglasses for a touch of practicality and style.

This is a great example of how to style cowboy boots for a casual, everyday look. It’s effortless, comfortable, and perfect for a day of exploring or running errands.

13. Graphic Tee and Mini Skirt

Graphic Tee and Mini Skirt

For a youthful, fun look, pair a graphic t-shirt with a white mini skirt and cream cowboy boots. This outfit is perfect for a casual day out or even a relaxed date.

The graphic tee adds personality, while the boots give it that Western edge. It’s a great way to incorporate cowboy boots into a more modern, urban outfit.

14. Cozy Knit and Suede Skirt

Cozy Knit and Suede Skirt

Embrace fall vibes with a cream cable knit sweater paired with a rust suede fringe mini skirt. Add black leggings for warmth and brown embroidered cowboy boots for that Western touch. Finish the look with a gold necklace.

This outfit is perfect for those cooler autumn days when you want to look stylish but stay cozy. The mix of textures – from the chunky knit to the soft suede – creates a rich, interesting look that’s perfect for the season.

15. Openwork Sweater and Straight-Leg Jeans

Openwork Sweater and Straight-Leg Jeans

For a chic, put-together look, pair a white openwork sweater with light wash straight-leg jeans and tan pointed-toe ankle boots. This outfit is a great example of how to wear cowboy boots in a more subtle, sophisticated way.

The openwork sweater adds a touch of femininity, while the straight-leg jeans keep it casual and comfortable. It’s perfect for a lunch date or a day of shopping.

16. Little Black Dress and Tan Boots

Little Black Dress and Tan Boots

A black mini dress with flutter sleeves, a fitted bodice, and a flared skirt paired with tan cowboy boots is a classic combination that never fails. This outfit is versatile enough for both day and night events.

The contrast between the sleek black dress and the rustic tan boots creates an interesting visual dynamic. You might love trying this look for a dinner date or a night out with friends.

17. White Dress and Teal Boots

White Dress and Teal Boots

Make a statement with a white mini dress featuring a V-neckline and long puff sleeves, paired with teal cowboy boots. This outfit is perfect for those who love to stand out.

The unexpected pop of color from the teal boots adds a fun, playful element to the classic white dress. It’s a great choice for a summer party or a special event where you want to turn heads.

18. Denim Jumpsuit and Classic Cowboy Look

Denim Jumpsuit and Classic Cowboy Look

For a true Western-inspired outfit, opt for a sleeveless denim jumpsuit with a zip-front closure. Add a cowboy hat, an ornate belt buckle, and of course, cowboy boots.

This look fully embraces the cowboy aesthetic and is perfect for a country music festival or a themed party.

I love how this outfit combines practicality with style – the jumpsuit is comfortable and easy to wear, while the accessories add that authentic Western flair.

19. Blazer and Shorts Combo

Blazer and Shorts Combo

For a chic, city-girl take on cowboy boot outfits, try pairing a black cropped blazer with white high-waisted shorts and white knee-high boots. Add a white mini handbag and black oversized sunglasses for extra style points.

This outfit is perfect for a fashion-forward look that incorporates Western elements in an unexpected way. It’s ideal for a day out in the city or even a casual business meeting in a creative field.

20. Oversized Shirt Dress and Red Boots

Oversized Shirt Dress and Red Boots

An effortlessly cool look can be achieved with a black oversized button-up shirt dress worn over light wash denim shorts. Pair this with red cowboy boots and a tan tote bag for a pop of color.

This outfit is perfect for those days when you want to look put-together without trying too hard. The contrast between the loose-fitting shirt dress and the fitted boots creates an interesting silhouette.

21. Blazer and Mini Skirt

Blazer and Mini Skirt

For a more polished look, try pairing a camel oversized blazer with a white crop top and a black mini skirt. Add black knee-high boots, a black woven handbag, and sunglasses for a chic, sophisticated outfit.

This is a great example of how to style cowboy boots for a more formal setting. The blazer adds a touch of professionalism, while the boots keep it from feeling too stuffy.

22. Button-Up and High-Waisted Shorts

Button-Up and High-Waisted Shorts

Finally, for a classic summer look with a Western twist, pair a light-colored button-up shirt tied at the waist with white high-waisted shorts. Add snakeskin cowboy boots and a wide-brim hat for that country flair.

This outfit is perfect for a summer barbecue or a day at the farmer’s market. The snakeskin boots add an interesting texture to an otherwise simple outfit.


And there you have it – 22 stylish ways to wear cowboy boots! As you can see, cowboy boots are incredibly versatile and can be incorporated into a wide range of outfits, from casual to dressy, boho to preppy. The key to styling cowboy boots is to have fun with it and not be afraid to experiment.

When styling your cowboy boots, don’t be afraid to play with contrasts. Pair feminine pieces with more rugged boots, or sleek, modern outfits with traditional Western boots. The juxtaposition often creates the most interesting and stylish looks.

Also, keep in mind that cowboy boots come in a variety of styles, from ankle boots to knee-highs, and in an array of colors and materials. Experiment with different types to find the ones that best suit your personal style and the outfits you love to wear.

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