The Best Jeans to Wear With Cowboy Boots [for Women and Men]

Welcome! This article contains affiliate links, meaning I get a commission if you decide to make a purchase through my links, at no extra cost to you.

I love my cowboy boots, even though they have such smooth soles that I almost always fall over while wearing them. I used to have a sweet pair of flared jeans that went perfectly with the boots, but sadly, over-indulgence over Christmas means they no longer fit!

So, I’m in the market for a new pair. 

But what are the best jeans to wear with cowboy boots? Skinny-fit jeans slip inside your cowboy boots, giving you the chance to show them off. 

Bootcut and flared jeans also pair well with cowboy boots as they are wide enough to fit over the shaft. 

I got so excited while researching the best jeans to wear with cowboy boots that I ended up searching for a pair for my husband as well. Now I want to share with you everything I discovered!

So – let’s have a hog-killin’-time just like the real cowboys do.

What Are the Best Jean Pant Leg Materials to Wear with Cowboy Boots?

rural cowboy riders wearing jeans
More important than the material of your jeans is that they fit comfortably. When you’re riding, stacking hay, or working on the ranch, flexible and breathable jeans go a far way.

Cotton or denim jeans are perfect for cowboys and cowgirls! They’re light and comfy (for you and the horse) – and they won’t chafe your thighs like other rougher jeans or pantleg materials. Because when you’re working on the farm, herding, or riding – you don’t have time to double-check your jeans.

The Best Women’s Jeans to Wear with Cowboy Boots

We’ve searched for all of the best jeans to wear with cowboy boots. These are our favorite picks for women – perfect for riding, herding, working, or relaxing on the ranch.

  1. WallFlower Women's Instastretch Luscious Curvy Bootcut Jeans
    $48.00 $31.46

    These jeans are comfortable and flattering, no matter what your build. The mid-rise contour waistband maintains a neat outline even when sitting or bending down. 

    Made of premium stretch denim, they may not be as durable as some, but they will hold their shape.

    They also help you hold on to yours!

    Closely fitted from the hip to the knee, these WallFlower jeans widen enough from the knee down that you can easily slip them over your cowboy boots, creating a sexy yet practical outfit. They come in long, regular, and (hallelujah) short lengths and a wide variety of colors.


    • Snug fit with flexibility
    • Flattering cut


    • Not as durable as hard-wearing denim
    • May shrink in the wash 
    Get More Info

    PAID LINK - We may earn a commission if you make a purchase, at no additional cost to you.

    04/16/2024 04:55 pm GMT
  2. ARIAT Women's R.e.a.l. Mid Rise Straight Leg Jeans

    Made for comfort and performance, when paired with cowboy boots, these bootcut jeans will turn you into a rodeo queen. Not only have they been tested by horse riders, but they have engineering to fit the female figure. 

    Wide enough to fit over your boots, these versatile jeans will look equally stylish coupled with a pair of pumps or wedges. The deep pockets give you a practical way of keeping your valuables safe, whether on horseback or striding through the city streets. 


    • Durable but lightweight
    • Versatile 


    • Pricey
    • Not thick enough to withstand hard work on the homestead
    Get More Info

    PAID LINK - We may earn a commission if you make a purchase, at no additional cost to you.

    04/17/2024 09:36 am GMT
  3. Wrangler Women's Q-Baby Mid Rise Boot Cut Ultimate Riding Jean, Tuff Buck, 0X34
    $62.00 $49.95

    I love these pants for horse riders! They feature a higher rise back than regular jeans. The high-rise back helps ensure absolute comfort (and reduces any chance of an embarrassing bit of flab popping out) when riding. 

    You don’t have to be a horse-rider to look dapper in these.

    The design helps to make you look just as stylish in a bar as you would in a barn. With 99% cotton and 1% spandex, these jeans have a tailor to flex at the knee and support the full range of motion needed by ropers, barrel racers, and trailblazers. 

    The front scoop pockets are roomy enough to safely accommodate your valuables, while the flat-comfort seams will prevent any irritation or chafing. 


    • Good quality
    • Machine washable


    • Only available in standard length 
    • Limited range of colors
    Get More Info

    PAID LINK - We may earn a commission if you make a purchase, at no additional cost to you.

    04/16/2024 11:10 pm GMT
  4. Lee Women's Flex Motion Regular Fit Bootcut Jean
    $42.90 $34.64

    These simple yet stylish jeans are of mixed fabric. The fabric has cotton, rayon, polyester, and spandex. They have a flexible waistband that won’t cut you in half when you bend over and a 10-inch rise at the back so you won’t flash any bits of your body unintentionally. 

    They're available in short, medium, and long - and they help flatter almost any figure. I love that the legs also have a slight flare at the bottom, which makes them some of the best pants for cowboy boots you can find. They’re also available in various shades of blue and black. 


    • Flared to accommodate cowboy boots
    • Ideal for the more curvaceous figure


    • May lose some elasticity after washing
    • You need to be tall to wear the long design!
    Get More Info

    PAID LINK - We may earn a commission if you make a purchase, at no additional cost to you.

    04/17/2024 07:05 pm GMT
  5. ARIAT Women's Ultra Stretch Perfect Rise Katie Flare Jeans

    While flares do hide more of your boots than a pair of bootcut jeans, if you’re after a comfortable yet flattering retro look, you can’t go wrong with these. 

    The flattering design sees these jeans closely fitted over the hips and thighs before flaring out from the knee. Made of 9.75 oz ultra-stretch denim - these jeans are lightweight enough to wear in warm weather but durable enough to withstand a tough day’s work. 

    They move with you rather than against you. The jeans promise comfort and style as well as versatility. Although they’re available in three different lengths, the colors are limited to just shades of blue.


    • Comfortable and versatile
    • Durable but not overly heavy


    • Limited colors available
    • Hides more of your beautiful cowboy boots than a bootcut jean
    Get More Info

    PAID LINK - We may earn a commission if you make a purchase, at no additional cost to you.

    04/17/2024 08:10 am GMT
  6. Signature by Levi Strauss & Co. Gold Label Women's Totally Shaping Skinny Jeans

    With their mid-rise waistband and stomach-slimming panel, these skinny jeans will make you and your cowboy boots look as good as new!

    They fit snugly from hips to ankle - and will tuck easily into your cowboy boots without any discomforting bulging.

    The stretchy denim fabric makes them comfortable to wear and ensures they hold their shape throughout the day. Available in short, medium, and long, they feature a vintage, worn-in look that complements the classic five-pocket design. 


    • Easy to wash
    • Fit easily into boots


    • May stretch more than advertised
    • Shorter than similar designs
    Get More Info

    PAID LINK - We may earn a commission if you make a purchase, at no additional cost to you.

    04/17/2024 04:15 am GMT
  7. Western Mid Rise Stretch Boot Cut Jeans
    $42.00 $23.99

    Another iconic design from Wranglers, these jeans will hug your curves, giving a flattering fit regardless of your size. The mid-rise waistband is contoured - so you don’t have any unsightly bulges. Instead, the pants move with you as you work, rest, or dance.

    Resembling the original western-style jeans, these have a classic five-pocket design. Embroidery on the hip pockets gives them a little extra flair and femininity so you can look good whatever you’re doing. They're 99% cotton and are as hard-wearing as they look but maybe a little too hot for the summer months!


    • Durable and hard-wearing
    • Flattering cut


    • Potentially too hot to wear in summer 
    • May shrink when washed 
    Get More Info

    PAID LINK - We may earn a commission if you make a purchase, at no additional cost to you.

    04/17/2024 01:31 am GMT

Read More – 7 Best Dairy Cow Breeds for Delicious Milk!

Best Men’s Jeans to Wear with Cowboy Boots

We also want to share the best jeans to wear with cowboy boots for men. These are perfect for all of the hard-working homesteaders, ranchers, and farmers who need comfort – and style!

  1. Wrangler Men's 13MWZ Cowboy Cut Original Fit Jean, Rigid Indigo
    $36.00 $29.48

    Emulate the King of Country with these durable yet stylish jeans. Wrangler has been producing authentic jeans for cowboys since 1947!

    Today’s jeans still feature the original felled seams that prevent chafing in the saddle and are heavyweight cotton denim with copper riveting designed to survive.

    This particular design has a 16 3/4-inches straight leg that fits easily over a pair of cowboy boots and a zipper fly for easy access!

    They also come in a wide range of colors, including the hugely impractical white variety and the more workable indigo, black and stonewashed. 


    • Durable and heavy-duty
    • Straight leg fit ideal for pairing with cowboy boots! No-fuss or fringe


    • Pockets are tight and too shallow for a wallet
    • May shrink in the wash
    Get More Info

    PAID LINK - We may earn a commission if you make a purchase, at no additional cost to you.

    04/17/2024 07:27 am GMT
  2. ARIAT mens M4 Low Rise Boot Cut Jeans

    I have a not-so-secret crush on anything Ariat produces, and these jeans are no exception. Like Wrangle’s George Strait Cowboy Jeans, this bootcut offering has no-rub seams to reduce chafing and increase comfort.

    With their design that relaxes around the waist, hips, and thighs, you can wear these jeans all day without any sagging or stiffness causing you discomfort.

    The stackable design creates what Ariat describes as - a perfect over-the-boot silhouette - while the ring-spun denim provides durability and comfort. Large front pockets keep your belongings safe whether you’re riding, ranching, or out on the town. 


    • Machine washable
    • Comfortable 


    • Expensive 
    • A bit bigger than other similar designs
    Get More Info

    PAID LINK - We may earn a commission if you make a purchase, at no additional cost to you.

    04/16/2024 12:50 pm GMT
  3. Levi's Men's Western Fit Jeans, Stone Lonesome - Stretch Fit
    $69.50 $59.99

    They're perfect for wearing alongside cowboy boots and feature an additional rivet. The rivet - known as a Bartack clipping guard, reinforces the jeans and makes it easier to slip them over your shoes or boots.

    Similar to the original jeans patented by Levi Strauss & Co in 1871, these western-fit jeans have a classic appearance and improved durability. New technology helps reduce stretch and sagging so that Levi’s jeans keep their classic shape for longer. 

    Levi’s has worked hard at reducing water usage and now uses over 20 different innovative techniques to create the jeans you love while preserving the world’s most precious natural resource - water. By buying these jeans, you do your bit for the environment as well as for your sense of style.

    I also love the double inseams and three-point belt loops! This pair of jeans is super strong - and durable.


    • Won’t stretch or sag
    • Easy to slip on over your cowboy boots


    • Inconsistent quality
    • Too heavyweight for working in hot weather
    Get More Info

    PAID LINK - We may earn a commission if you make a purchase, at no additional cost to you.

    04/17/2024 10:30 am GMT
  4. Lee Men's Performance Series Extreme Motion Athletic Fit Tapered Leg Jeans
    $41.90 $39.90

    These comfortable, fitted jeans feature a flexible waistband that adapts to your body and enables you to move freely. The performance stretch fabric is 97% cotton, with 3% spandex thrown in for increased mobility. 

    The authentic five-pocket design lends these jeans a classic look.

    The modern fabric conforms to your body without restricting movement. 

    These jeans have a tapered leg with an opening of 15.5-inches, which is just enough for them to fit snugly over your cowboy boots. Available in various shades of blue, these jeans will look just as good on the dance floor as they do on a homestead. 


    • Designed for freedom of movement
    • Stretchy fabric provides a comfortable fit


    • Not as durable as heavyweight denim jeans
    • Button closure can be fiddly
    Get More Info

    PAID LINK - We may earn a commission if you make a purchase, at no additional cost to you.

    04/16/2024 11:50 pm GMT
  5. Amazon Essentials Men's Straight-Fit Stretch Bootcut Jeans

    These affordable jeans are a stretchy fabric similar to Lee. They're 98% denim with 2% spandex and are ideal for comfort and mobility.

    The spandex also helps them keep their shape, making them suitable for everyday wear. They boast a classic five-pocket design.

    The jeans also hang straight from the thigh to the ankle. Worn with a pair of cowboy boots, they’ll give you a uniquely stylish appearance that wouldn’t look out of place at a square dance or rodeo.

    The stretchy waistband provides both comfort and freedom of movement, making these some of the best pants for cowboy boots. 


    • Affordable
    • Easy to wash


    • The thinner leg may not accommodate all types of cowboy boot
    • Limited colors available
    Get More Info

    PAID LINK - We may earn a commission if you make a purchase, at no additional cost to you.

    04/16/2024 12:40 pm GMT
  6. Carhartt Men's Rugged Flex Relaxed Straight Leg Flannel Jeans

    These jeans feature abrasion-resistant denim and can stand the test of time.

    The Rugged Flex technology provides extra stretch so you can move with ease. They’re so flexible you could even do some yoga in them. 

    That flexibility also helps the jeans maintain their shape and resist becoming baggy at the knees. 

    With their straight leg opening, these jeans are easy to slip on over your cowboy boots, creating a comfortable outfit that’s as suitable for working in as it is for working out. 


    • Durable and abrasion-resistant
    • Stretchy enough to work in


    • Size and fit can be variable
    • Not the most stylish
    Get More Info

    PAID LINK - We may earn a commission if you make a purchase, at no additional cost to you.

    04/17/2024 09:16 am GMT
  7. Calvin Klein Men's Skinny Fit Steel Blue Jeans

    Younger guys can easily pull off an outfit made up of skinny-fit jeans paired with cowboy boots - look at how Harry Styles rocks his combinations of Saint Laurent cowboy boots and skinny jeans!

    These classy skinny-fit jeans give you the chance to show off your cowboy boots and your booty. They don’t feel like classic jeans with their extra-soft cotton stretch fabric, but they can maintain the rustic look while providing the wearer with all-day comfort and flexibility. 


    • Machine washable
    • Flexible and durable


    • Too skinny for muscular builds
    • Limited colors available
    Get More Info

    PAID LINK - We may earn a commission if you make a purchase, at no additional cost to you.

    04/17/2024 02:30 pm GMT

How to Select the Best Jeans to Wear with Cowboy Boots

The most important criteria to consider when looking for the best jeans to wear with cowboy boots are:

1. Style and Cut 

Bootcut jeans are amongst the best for wearing with cowboy boots! I love them doubly so if you want something practical and stylish. Skinny jeans also look good and are a great way of drawing attention to your carefully styled boots. While I loved wearing flared jeans with cowboy boots, those currently available hide too much of the boot for my liking.

2. Material

If you want to work or ride horses while wearing your jeans and cowboy boots, you need jeans made from heavyweight denim. If your priorities are comfort and style, however, a combination of cotton and spandex provides greater flexibility and freedom of movement. 

3. Brand

When it comes to brands, Wrangler’s always going to be a tough one to beat, especially regarding the western aesthetic. I’m a sucker for anything by Ariat, so I’m finding the ARIAT Women’s Ultra Stretch Perfect Rise Katie Flare Jean difficult to resist! Having said that, as I head towards my late-40s – I think the WallFlower Women’s Instastretch Luscious Curvy Bootcut Jeans might be kinder to my figure (and my bank balance)!

Best Jeans for Cowboy Coots – FAQs

We know that wearing the best cowboy boots and jeans will make your homesteading life more practical – and comfy!

That’s why we put together these jeans and cowboy boots FAQs.

We hope these help you on your ranching and homesteading journey!

What Type of Jeans Should You Wear with Cowboy Boots? 

Bootcut jeans are some of the best to wear with cowboy boots. They’re wide enough at the bottom to accommodate the width of the boot but fit snugly from the knee up, creating a flattering outline.

Can You Wear Regular Jeans with Cowboy Boots?

Regular jeans look good with cowboy boots if you manage to get the whole ensemble on. As regular jeans are narrower between the knee and ankle than bootcut jeans, you’ll probably have to roll them up to get your boots on and then roll them back down over the top.

Is it Okay to Wear Skinny Jeans with Cowboy Boots?

Yes. For sure! One of the best advantages of wearing skinny jeans with cowboy boots? Because they fit into the shaft of the boot, you get to show off your new boots to their full potential! You won’t need to cuff or scrunch your jeans up either.

What Should You Not Wear with Cowboy Boots?

Although the prairie dress was something of a hit in 2020, pairing one with a pair of cowboy boots could leave you looking like you just fell off the set of The Waltons. Overalls and cowboy boots also tend to create a rather costume-like appearance more suited to a character in Deadwood than an honest-to-goodness homesteader.


We know that homesteading and ranching aren’t easy these days!

You have so much work to get done!

After feeding the chickens, mowing the lawn, feeding your cows, or dealing with the wintry weather – you hardly have time to pick the best jeans to go with your cowboy boots!

We hope that this guide helped.

If you have questions about choosing the best homesteading jeans with your cowboy boots – let us know.

We think about this kind of stuff all the time.

Thanks again for reading!

Have a great day! 

Read More – 275+ Cute and Funny Cow Names!

Similar Posts

Leave a Reply

Your email address will not be published. Required fields are marked *