18 Ways To Style Cowboy Boots For Fun Western Looks

Since cowboy boots are super popular right now, we have brought together 18 outfits to show you what to wear with cowboy boots for a super fashionable look.

After they were seen on the spring/summer 2024 catwalks of Celine, Victoria Beckham, and Helmut Lang, cowboy boots have become a must-have pair of shoes in the wardrobe of every fashion girl. You are likely to have seen cowboy boots all over Instagram as well as on a whole range of ultra-fashionable celebrities, including Kendall Jenner, Alexa Chung, Emily Ratajkowski, and Sienna Miller.

If you have been inspired to pick up some cowboy boots for yourself, then here’s a guide on what to wear with cowboy boots. This article includes 18 different outfits so there is a look to suit any style and any occasion so you are bound to find something you love.

Cowboy boots are super versatile so get ready for them to become your most worn shoe for the next few months!

What To Wear With Cowboy Boots

1. Mini Skirts

A mini skirt and cowboy boots are always a good idea and can be styled in so many different ways to suit any season. Here, the black mini skirt and black cowboy boots have been styled with an oversized grey sweater for a cut and cozy fall or winter look. Add a pop of color with a bright handbag to perfectly finish this chic outfit.

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2. White + Tan

Pair an all-white outfit with tan accessories to create a gorgeous spring outfit! Start with a white long-sleeve top and a white frilled skirt, then add a tan shoulder bag, tan cowboy boots, and brown sunglasses to complete this stunning look.  

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3. Denim jackets

Lean into the cowboy look by styling your cowboy boots with a denim jacket. A denim jacket is a wardrobe staple that is endlessly versatile and looks incredible with cowboy boots. Keep the rest of the outfit simple, like this white top and skirt, to allow the denim jacket and boots to be the statement pieces of the outfit. Gold jewelry and a woven raffia bag are the best finishing touches.

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4. Black + Blue

Add a pop of color to your all-black outfit with a pair of light blue cowboy boots! This simple and chic outfit of a black turtleneck sweater and a black leather mini skirt has been elevated with the addition of blue cowboy boots to bring a striking touch to your look.

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5. Wrap dresses

Wrap dresses are always fashionable, but why not add a super trendy touch with a pair of cowboy boots? This rusty orange satin wrap dress has been styled with a chunky black belt around the waist, which perfectly matches the black cowboy ankle boots to create a beautiful outfit that is perfect for summer evenings.

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6. Oversized button-up shirts

An oversized button-up shirt brings an effortlessly cool look to any outfit and so looks stunning when paired with cowboy boots. This oversized black button-up shirt is layered over a pair of denim shorts and then accessorized with red cowboy boots and a tan tote bag.

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7. Sweatshirts

Match your cowboy boots with a comfy sweatshirt for a cozy yet chic look. Stick to neutral colors for a stylish look, like the off-white sweatshirt, white frilled mini skirt, and taupe cowboy boots pictured above. Add gold jewelry for a glam finish.

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8. Black + grey

We love this polished and refined black and grey outfit, finished with glossy black leather cowboy boots for a trendy look. This outfit is versatile, ideal for weekends or dinner out, and is super easy to recreate at home, you just need a grey cardigan, a black mini skirt, a black handbag, and black cowboy boots to put together a stunning look.

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9. Sequined skirts

Go glam with your cowboy boots by styling them with a sequined skirt! This sparkly silver sequin skirt has been paired with a burgundy sweater, a long white wool coat, and white cowboy boots. Accessorise with a burgundy bag and white sunglasses to complete this eye-catching look.

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10. All-white

This all-white outfit is just gorgeous and perfect for events or occasions during the summer months. Style your white cowboy boots with a white corset top, a white tiered mini skirt, and a white top handle bag, then ad gold jewelry for a little glamour.

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11. Leather jackets

Cowboy boots and a leather jacket are always a great combination for an effortlessly stylish look. These taupe suede cowboy boots have been paired with a black and white polka dot midi dress with a leather jacket layered over the top – just stunning. Accessorise with black sunglasses and a black shoulder bag for a sleek finish.

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12. Denim jeans

When the weather is a little colder, why not tuck your blue denim jeans into black cowboy boots to keep warm and look chic at the same time? Here, the denim jeans have been styled with a black top and an oversized, structured black blazer for a paired-back and minimalist look.

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13. Bustier dresses

For the summer months, we love the combination of a bustier dress with a pair of cowboy boots! This is a simple combination that you can really play around with and make your own – this cute lace-trimmed, pastel blue mini dress looks incredible with rich brown cowboy boots, but you could really go for any mini dress and cowboy boots combo.

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14. Blazers

Blazers are super versatile, adding a touch of sophistication to any outfit, including cowboy boots. This grey blazer has been styled with a yellow crop top, blue denim shirt, and black cowboy boots to create a trendy outfit that is perfect for summer weekends.

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15. Parisian Chic

Go for a timelessly sophisticated Parisian chic look with your cowboy boots! The taupe cowboy boots are paired with a pale yellow ruffled mini skirt, a striped crop top, and a cropped dark wash denim jacket. The accessories include a black belt, plenty of gold jewelry, and a black clutch bag.

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16. Denim Shorts

Shorts and boots, like denim shorts and cowboy boots, are an underrated combination that guarantees a super trendy look. Just pair your shorts and cowboy boots with a striped sweater, a black shoulder bag, and a black cap for that off-duty model look.

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17. Monochrome

If you have a pair of black cowboy boots sitting in your wardrobe, then why not style them with a white summer dress for a chic monochrome look? This outfit is endlessly versatile, perfect for work, weekends, or dinner out, just stick to the white dress and black cowboy boots combination and swap out jewelry and handbag to change up the look to suit any occasion.

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18. Cozy Layers

Cowboy boots are also a great idea during the fall and winter months, just style with plenty of cozy layers to keep warm in the cold weather. These beige cowboy boots have been styled with black leather shorts, an oversized black sweater, and a thick grey scarf to keep cozy and look stunning at the same time!

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