Skip to content
Home » The Best Jeans for Cowboy Boots for Men

The Best Jeans for Cowboy Boots for Men

Best jeans for cowboy boots men

If you purchase one of the products recommended in this article, I might receive a small affiliate commission. Thank you for your support!

Cowboy boots are a bold fashion decision for men that are perfectly paired with men’s denim jeans. Over the years, more brands have begun to offer jeans that provide the durability associated with cowboys, and the style to match that many men have started to demand. There are so many various brands on the market today that offer jeans with various fits and hues, which means that there can never be just one right cut that works for every type of boot. The variety of labels on the market produces specific features and materials that go towards presenting the best fits that meet the demands of the public.

The great benefit of so many types of jeans crafted specifically for cowboy boots is that the wide range of options gives men more choice and a higher probability of finding the perfect jeans to complement their sense of style and physique. With so many options available today, men have to do a bit of research before deciding. Here, a compilation of the best jeans for cowboy boots for men.

Ariat Men’s Rebar M4 Low Rise DuraStretch Boot Cut Jean

Men that are searching for a comfortable fit that carefully maintains a fully functional aspect to design will appreciate Ariat’s jeans. Sitting comfortably just below the waist and through the seat and thigh area, these denim jeans are classic cowboy jeans that are durable enough to withstand long days in the saddle thanks to the no-rub comfort inseams. Ariat’s M4 collection promises jeans that will last for years.

Wrangler Authentics Men’s Regular Fit Comfort Flex Waist Jean

Premium quality jeans at affordable prices is what Wrangler is known for, and this edition of their regular fit jeans have been created with the ultimate in comfort in mind, boasting stretchy denim that fits like a glove, yet provides all the mobility a man that leads an active lifestyle needs. The innovative comfort flex waistband enhances range of motion while on the go, and the regular fit leaves adequate space in the crotch and thigh area and also sit up naturally at the waist. Wrangler jeans are made for wear all day and throughout the night, and the Wrangler Authentics can be worn at the office or for a night out on the town. With a button closure, zipper fly, and the Wrangler embroidered back pockets, the signature style the company has perfected over the years is front and center. Men will immediately understand why these are known as some of the best jeans for cowboy boots for men and will be impressed at how durable and functional they are.

Silver Jeans Co. Men’s Craig Easy Fit Bootcut Jeans

With an easy-fit that sits right at the waist, these bootcut jeans from Silver Jeans Co. are a great addition to your go-to denim collection. These jeans have a good amount of stretch in them making them comfortable for every day, and the 19.5 inches leg opening is ideal for wearing your favorite pair of cowboy boots.

Read: 21 Best Bootcut Jeans for Men

Lucky Brand Men’s 367 Vintage Bootcut Jean

The Lucky Brand’s bootcut jeans give off that vintage style that remains timeless no matter which top you pair them with. Made with 98% cotton and 2% spandex, these jeans sit just at the waist and have a leg opening of 20 inches, making them easy to pair with cowboy boots in a stylish way. They also feature 5-pocket styling and zip closure for that classic look.

Read: How to Wear Suspenders With Jeans

Rock & Roll Denim Relaxed Fit Straight Bootcut Jeans

A label that strives for the proper balance between style and functionality across the board, Rock & Roll Denim offers a relaxed fit bootcut jean that truly stands apart from the contenders thanks to a design that is committed to comfort that celebrates the urban cowboy spirit. With a relaxed fit running through the thigh that comes with contrast stitching and hand sanding, these denim pants offer a zip fly, button closure, and five-pocket construction that offer the support and stability for men that are searching for the best jeans for cowboy boots for men available on the market today. Additional touches the brand offers are a distinctive brand patch at the right rear waist and an embroidered design with rear patch pockets that give them a signature appeal. One customer had this to say about their popular line of jeans:

“At 6’5″ tall I’m a reasonably tall person, and have always had trouble finding jeans that fit me…and not just ‘fit’ but have some style to them as well. Rock & Roll brand jeans do both; the fit is certainly long enough in the inseam can be found in 36″, and the Relaxed Fit certainly provides room enough for individuals looking for true all-day comfort. As for style, well you can certainly find that with this brand!”

Read: Best Jeans for Tall Skinny Men

ARIAT Men’s Rebar M5 Durastretch Straight Leg Jean

There are few brands that are dedicated to creating jeans that are more committed to a lifestyle than Ariat, and their straight-leg jeans provide the ultimate in comfort for men that need a broad range of motion as they lead active lifestyles. The world-class craftsmanship is on full display in this edition of jeans that offer an authentic Western aesthetic and innovative design. Ideal for the farm, the construction site, or wearing out on the town, these straight-leg jeans feature improved performance and durability, making them the best jeans to wear with cowboy boots for the price.

Read: Best Jeans for Construction

Wrangler Men’s 0936 Cowboy Cut Slim Fit Jean

For generations, Wrangler has maintained its status as one of the leaders in apparel, creating some of the best jeans to wear with cowboy boots for men on the market today, as well as casual apparel, with fashion-forward attire that celebrates Americana heritage through and through. Their cowboy cut slim fit jeans are a continuation of their legacy that infuses the latest technology available to construct a winning line that offers the comfort and function they are known for. Comfortable throughout a day working on the ranch or around the house, Wrangler’s slim fit jeans are a popular choice among men that require exceptional design and added breathability for busy lifestyles.

Lee Men’s Modern Series Relaxed-fit Bootcut Jean

Another comfortable pair of bootcut jeans from Lee, this one features a relaxed fit that sits right at your waist. With a blend of 98% cotton and 2% spandex, these jeans allow you to move freely making them great for both casual wear and construction work. They also come in different washes so you can pick the right cowboy boots color to pair with them as you please.

Dickies Men’s Regular-Fit Six-Pocket Jean

The Dickies brand is synonymous with attention to detail when it comes to crafting their jeans for men. Made with 100% cotton, these regular-fit jeans are made for both comfort and style. This style, in particular, comes in dark washes, making it perfect to pair with nude or taupe cowboy boots.

Read: How to Wear Duck Boots With Jeans

Wrangler Men’s Retro Relaxed Fit Boot Cut Jean

There are many men that favor a more relaxed fit for their pants and Wrangler’s retro relaxed fit bootcut jeans leave additional space through the knees, seat, and thighs as they sit lower on the waist to give ample room paired with a great pair of cowboy boots. Their retro look is a throwback to previous eras that have been revamped for the modern man. Complete with the brand’s signature retro appeal and accents, these jeans are great for just about any occasion. Quality materials that men can expect from these jeans include unique distressing, hand sanding, and whiskering so that each pair is unique, and the iconic embellishments associated with the brand that has made Wrangler one of the most trusted in the industry. These are some of the best jeans for cowboy boots for men and are offered in a classic cut that retro lovers will absolutely appreciate.

Wrangler Men’s Retro Slim Straight Leg Jean

The retro look has made a big comeback recently and Wrangler has answered the demands for the classic fit with their retro straight leg jeans that combine the look of old with a slight upgrade that leaves enough room for men to pair with their favorite cowboy boots. The brand includes fashionable retro touches made with premium quality materials and expert craftsmanship that include their trademark style plus functionality and comfort. The iconic Wrangler ‘W’ stitching is present front and center, with the leather Wrangler patch on the back pocket and 1947 rivet on the front pocket, all the little features that the company is known for.

Wbestwind Men’s Relaxed Stretch Bell Bottom Fit Comfort Flared Retro Leg Denim Jeans

With a good mix of cotton and spandex, these jeans provide comfort while still looking fashionable with a 70’s vibe. Wbestwind designed these jeans to have a tight fit around the hips and knee, while making the flare wide enough to flaunt your favorite cowboy boots.

Read: Best Jeans for Men With Big Thighs

Lucky Brand Men’s 181 Relaxed Straight Jean

Lucky Brand’s relaxed straight-leg jeans are perfect for wearing with boots, and the additional room in the thighs and seat area mean that men can feel totally at ease with their range of motion. The subtle fade and whiskering also make these jeans extra stylish.

Lucky Brand Men’s 361 Vintage Straight Jean

Lucky Brand jeans are made with the quintessential everyman in mind, and their vintage straight-leg jeans have become popular for their amazing fit and singular style. Featuring a mid-rise relaxed seat and classic five-pocket styling, these jeans are made with 99% cotton and 1% Spandex for increased range of movement and comfort, with enough room through the thighs and seat for a firm fit. As more of a low rise jeans, men won’t have to worry about pulling them up throughout the day and they are perfectly constructed for men with athletic or bigger frames. As some of the best jeans to wear with cowboy boots, men that opt for Lucky Brand jeans know that they are getting premium quality jeans that will last for many seasons.

Read: What Are the Best Jeans for Guys With No Butt?

Levi’s Men’s 505 Regular Fit Jeans

A great brand that men have gravitated to for years, Levi’s has always been at the forefront of men’s fashion, with their regular fit jeans made from 100% cotton that provides a complete range of motion with ample room through the seat and thighs. The classic look still comes with a modern aesthetic and the jeans fit comfortably at the waist and are perfect to pair with cowboy boots for a night out on the town or for tougher working conditions. There are some styles that may come and go, but Levi’s has consistently produced premium quality jeans that offer a balanced cut that is simple, casual, and some of the best jeans for cowboy boots for men on the market today.

Lucky Brand Men’s 221 Straight Jean

These jeans from the Lucky Brand are arguably one of the best in the market that look good with cowboy boots. Featuring a straight leg, regular fit that runs through the seat and thighs, these jeans sit comfortably at the waist with a little stretch for all-day comfort. Additionally, these jeans have a 16″ leg opening so you know you can easily flaunt your favorite pair of cowboy boots.

Is it OK to wear cowboy boots with skinny jeans?

In most instances, men should be fine wearing jeans that are worn over cowboy boots. There are some occasions, however, when jeans should be tucked into cowboy boots. When riding horses or working on a farm, for example, men typically tuck in their jeans.

How long should jeans be with cowboy boots?

Jeans should extend to the foot of the boot or slightly longer when wearing cowboy boots for the best fit. It is important to wear them at the correct length so they don’t drag on the floor, but they also should not be too short.l Bear in mind that cowboy boots come with a higher heel than most shoes, with many as high as two inches.

What jeans go good with cowboy boots?

There are a few styles that work well with cowboy boots depending on a man’s frame, with standard jeans fitting well over the boot shaft for a comfortable fit. Straight leg jeans are another option that give men a presentable look that look great styled with cowboy boots as well. Finally, bootcut jeans are one of the best looks to pair with cowboy boots and provide an excellent fit through the leg all the way to the heel of the shoe.

At the end of the day, the style of jeans you decide to pair with your cowboy boots comes down to the personal preferences you have that will inevitably rely on a variety of factors such as climate, work conditions, and budget. The guidelines and options mentioned offer several possibilities for men to consider to ensure they select the jeans that provide the best style and functionality for their needs.


Check out some of our other jeans guides: Best Jeans for Beer BellyBest Jeans for Horseback Riding for Women | Best Jeans for Short Men