Best Dress Pants for Cowboy Boots

Cowboy boots have been in style lately. As the craze is now again reforming itself so here we are. The Internet is stuffed with what cowboy boots are, so we won’t give it much exposure. Instead what our audience found really difficult to explore was to find the perfect dress pants for cowboy boots.

Best Dress Pants for Cowboy Boots

Cowboy boots have been in style lately. As the craze is now again reforming itself so here we are. The Internet is stuffed with what cowboy boots are, so we won’t give it much exposure. Instead what our audience found really difficult to explore was to find the perfect dress pants for cowboy boots. 

Dress Pants sometimes feel a bit outdated when we talk about wearing them with cowboy boots. But trust me, it is not going to look bad. In fact, it gives a whole new definition to your styling. Before beginning, there are some things that need to be mentioned first. 

Can you wear dress pants with cowboy boots? 

Yes, you can wear cowboy boots with dress pants but keep in mind that the pants legs are wider enough that the boot shafts don’t bulge your pants. 

For most of our new visitors to this blog, If you don’t have a clear idea of what the cowboy boots are? Cowboy boots are specific types of boots, also called riding boots, that were worn by cowboys back then. These boots usually have high heels with rounded or pointed toes and a high shaft with no laces and strips. 

With time, the style and use of cowboy boots have also evolved a lot and nowadays it has become a growing trend in the market as everyone (including some of you guys too, who asked to write about it) is getting into it. 

You can read more about cowboy boots here on this Cowboy Boots Wikipedia

So now you got the idea of what cowboy boots are and whether you can wear your dress pants with cowboy boots or not (which you know you can). So, let’s get to our main segment i.e. Best Dress Pants for cowboy boots. 

Before proceeding further, I want to distinguish something. There are several types of dress pants and no matter what, you can wear them with your cowboy boots. Here, I have selected the best dress pants that go perfectly with the cowboy boots, according to my opinion (BTW I am a fashion designer). 

It doesn’t mean that my choice is the full and final one. You can choose and try yours because everything that is style today, was once an experiment. 

Also Read: What are Cowboy Cut Jeans? Cowboy Jeans Complete Guide

Best Dress Pants for Cowboy Boots 

1. Amazon Essential Men Classic Dress Pants

Made up of 100% polyester, the Amazon Essential Men Classic Dress Pants are my best choice for wearing with cowboy boots. These pants fit very beautifully and properly on the body as the front fits flat with no plates. 

It has an expandable waist that ensures the proper fitting at your waist. Also, the double-welt rear pockets with buttons, at both backsides, add more classics to the whole pair of pants. 

My Rating: 5/5

Pros and Cons

  • Expandable Waist
  • 100% Polyester Made
  • Imported Quality
  • Machine Wash 
  • Ideal for in-between sizes
  • A little bit of shiny fabric.

Another best thing about Amazon Essentials is that the prices are really really impressive and the quality is very good. So, you can grab that, without any hesitation. 

Customer Reviews: 

I won’t say that I’ll *never* buy another brand of dress pants again, but if I only bought Amazon Essentials brand dress pants again, I’d be content with that decision. I currently own two pairs; the fabric falls nicely across the seat and leg and they appear to have pretty serviceable wrinkle resistance. I have a hard time finding pants that fit me off the shelf and I am very pleased with the fit, quality, and overall comfort. I challenge you to find a comparable product for the price. 5 stars and I mean it.

Ava Sophia

I’ll keep this simple – the pants look professional, fit as I had hoped for my size (34X29), and are comfortable. The only thing I can’t report on at this time is the strength of the material or how long the pants will last as I’ve only had them for a couple of weeks. But IF they have some staying power, I will be purchasing the remaining colors. So far, so VERY good.


A great buy. Can’t go wrong for $25. A little baggy in the butt. I’d suggest buying a size smaller in utilizing the expandable waist. This might alleviate the baggy butt or you could have them tailored.

Conta Quora

Amazon Essential Men Classic Dress Pants Actual Images

Final Verdict: 

If you are a cowboy fan and want to look more classy as well as professional, then the Amazon Essential Fit-Flat Front bottom Pants are the best choice as they go hand in hand with everything that you are looking for. 

2. Wrangler Men’s Western Flat Front Relaxed Fit Casual Dress Pant

Made up of imported quality of 98% of soft cotton which ensures more comfort and 2% spandex with a zipper closure feature. Wrangler Men’s Western Flat Flot Dress Pant can prove itself to be the best choice for wearing with cowboy boots.

Talking about comfort, the stretch twill fabric offers ease in movement and a comfortable fit with a wrinkle-resistant and flat front feature. Because of all these features, you can do tough work without having any compromise on quality and style.

The sturdy designs ensure a proper sit at your waist with relaxed seats and thighs and it contains two double welt back pockets with no closure.

Pros and Cons

  • Machine wash
  • Imported quality of soft cotton
  • Stretch twill fabric
  • Some users complain of Short pockets

Customer Reviews

Jchilds found it best for work

I bought these for my husband for work. He has to wear dress clothes but doesn’t like lightweight khakis. These aren’t Jean material, but they are a heavy khaki fabric. They stack well over boots and he said they are comfortable. He is stocky and they fit well over his legs


Meanwhile, the mighty pen found it great

I teach and coach and these are the best pants I own. They are just dressy enough to wear to work, and they are incredibly comfortable and durable. I tend to squat down beside my students when they have questions, so I really like the stretchy fabric. I can also wear these pants to practice and demo skills without them bunching up anywhere. They fit close without being right. I wish they were offered in more colors.


Wrangler’s Relaxed Fit Casual Jeans Actual Images

Final Verdict:

Are you a job person or a worker? If so then this dress pant is especially for you as the imported quality of material is used in this dress pant. It gives a classic look and the versatile staple for every style. 

You also don’t have to worry about the stains with these jeans as they come with machine washable features. About the comfort, the stretchable fabric provides really smooth ease in movement. You can also do tough hard work, unhesitantly.

What jeans do most cowboys wear?

Cowboys can wear any jeans, but the most famous ones for them are Wranglers and then Dickies and Levis as well.

3. Dickies Men’s Original 874 Work Pant

Do you hate those wrinkles that we usually get while sitting for long times, working? I seriously hate them and that is the reason I love these Dickie’s 874 Male Work Pants. 

These pants are really an outclass piece that can go perfectly with your cowboy boots as they offer enough space to your legs as well as a composite shape overall. 

These jeans have a flattering design that sits perfectly on the waist and gives the best fitting. 

Not only that, these pants work for your office work, but they can also go perfectly well for all your hard and tough work. The fabric is very tough and gives you enough strength to handle your weight and strain in stressful days of working. 

Read: Best Jeans for Working Men

Slightly Tapered: The legs of these jeans are slightly tapered which again gives a very perfect balance with the cowboy boots. 

Pockets: Four Pockets, two side seam front pockets, and two back welt pockets. 

Pros and Cons

  • Flattering Design
  • Imported Quality
  • Machine wash
  • Some user has complained in delivering wrong sizes
  • Side pockets are a bit shallow

Customer Reviews

Soundman thanking Amazon for bringing Dickies

.….Dickie’s have always been my favorite – recognized brand of work clothing for many yrs. These fit me quite well with no issues. The belt loops are a nice width, which is better – compared to other brands…..


Steph like the sturdy paints

I’m very happy with these pants. I love gardening and working around my home in ways that often involve crawling around on the ground, changing the oil in yard machines, or digging, which is not what you want to do in work pants you have forked over 75 bucks for to a woman’s workwear catalog that restricts pants lengths and sizes. These pants let me do that without straining or restricting my movement. At $23 a pair I bought two brown and two black pairs at a little more than I would have paid and outfitted them with two inexpensive web belts to accommodate a belt sheath for a pruner. I am delighted with them. They soften up a bit after washing but still maintain a neat appearance.


Dickeis Original 874 Work Pants ACTUAL IMAGES

4. Dickies Men’s Slim Taper Stretch Twill Work Dress Pant

Are you tired of all the time preventing stains from your pants? If so, (which is pretty sure that you would be). But now you don’t need to worry much as these Dress pants are made up of wrinkle-resistant, polyester/cotton with a stain-release finish. It prevents stains and enhances durability.

With these pants, you don’t need to be worried about the waist as it sits below the waist and has a sturdy comfortable design with wrinkle resistant fabric, roomy pocket, zippers, and buttons. All these features make them very suitable and easy to go with the cowboy shoes.

These Dress pants include a head-up of features like tunnel belt loops, hook & eye waist closure, multi-use cell phone pocket, and so on.

Read: How to Make Jeans Bigger around your waist?

Pros and Cons

  • Stain release finish
  • Comfortable fit
  • Wrinkle resistant
  • The inside waistband is white

Customer reviews

Anais found it best pants

I’ve ordered 3 pairs of different styles of Dickies work pants for my husband to wear to work and these are his favorite. He’s a mechanic who stands outside 12 hours a day so he has to wear thermals underneath them in the cold. That’s why I originally got the loose fit. But he likes this style a whole lot better than the loose fit. They aren’t saggy in the butt and crotch area which suits him better because he’s tall and thin. 6.5″ 175lb for reference.


Meanwhile, matt also found  it great

…..I do love these pants, as they are free-moving, comfortable, and easy to clean in the washing machine, but also smart enough for dress casual uses. I’ve already washed them a couple of times and, as expected, there is no shrink, and I use low heat in the dryer. The cell phone pocket on the back of the right leg is extremely useful as well, as it does keep your phone out of the way, protected, and will prevent pocket dialing…..


Dickies Men Slim Taper Pants ACTUAL PHOTOS

Final verdict

The features like stain release finish, the comfortable fit and wrinkle resistance make these dress pants more comfortable and wearable on any occasion and tough work. 

It didn’t stop here, flexible fabric offers ease in movement and slim fit through tapered pants, so what more do you want? 

Read more: 6 Best Jeans for Fat Guys 2021

5. Wrangler Men’s Retro Slim Straight Leg

The Retro Slim Dress Pant makes a perfect combination with the cowboy boots as it is designed with the Retro Style idea; A fashion forward dress pant style that gives a classic look with the cowboy boots.

Talking about the quality, it sits below the waist that offers a slim fitting and is made up of high-quality imported material of 98% cotton and 2% spandex. The construction is of 5 pocket style that gives you enough space to easily manage your things.

The pants are finished by the Wrangler’s iconic Stitching leather patch on the back pocket that gives an authentic look which perfectly goes on with the cowboy shoes.

Pros and Cons

  • Iconic stretching on the back pocket
  • Imported material
  • Machine washable
  • Some user found it expensive

Customer Reviews

Old enough found it worthy

Great pair of jeans. Fit is perfect before and after washing/drying. Actually purchased a second pair after wearing the first pair for a number of days. These have replaced the well-known brand I have been wearing for years. These are not “dress” jeans but great for everything else.

Old Enough

Meanwhile, Steve found it great

These pants fit like a glove due to the cotton/lycra blend and the perfect cut (rise, leg width, waist, seat). Really like the fabric and the way it washes up and comes out of the dryer.


Wrangler’s Mens Retro Slim Straight Leg Jeans Actual Photos

Final Verdict

Whether you are an office worker or someone else, this dress pant is perfect with a comfortable fit as it is lightweight and can be worn anytime whether it is summer or winter.

The Iconic stitching by the brand adds more beauty to it which makes a perfect combo with the cowboy’s boot. 

6.  TRU-SPEC 24-7 Tactical Pants for Men

Have you heard about “tactical pants”? Here it is. The TRU-SPEC Tactical Pants are made up of 65% polyester and 35% cotton. With its classy look and appealing finishing, it forms an interesting combo with cowboy boots.

These pants are lightweight and give more comfort and even stay in shape when you do any tough stuff wearing them. This might be what you should be looking for.

It has a sturdy design with an adjustable waistband design and has a wide pocket to keep the stuff inside safe.

Pros and Cons

  • Sturdy Design
  • Imported quality
  • Machine wash
  • You may not like the side pockets


Final Verdict:

Finding a perfect combo for your cowboy boots? Here it is, the design and adjustable waistband make an elegant look.

Talking about comfort, the adjustable waistband eliminates the worry and accommodates comfortably, and comes with a 2-inch belt loop.

7. Wrangler Authentics Men’s Classic Relaxed Fit Flex

From office work to a party, this dress pant is built to give more comfort with long-lasting durability and a wordless look combo with cowboys’ shoes.

It is made up of 99% of soft cotton and 1% of spandex with 5 pocket styles. 

Talking about the quality, it is finished with heavy hardware with high-quality features like brass zipper fly, button closure, and durable stitching.

Pros and Cons

  • Perfect look with cowboys boot
  • Finished heavy hardware
  • Imported quality
  • Some user found it as unevenly dyed

Customer Reviews

Dean Rolfe loves the extra belt loops feature in it

These fit me perfectly. I love the zipper length! Some just don’t go low enough to allow restroom visits w/o needing to undo the button too, but these do! I also love the extra belt loops in the back instead of the typical single one in the center! Really helps keep the waistline from bunching between loops. For the waist…I’m between a 34 & 36 on most pants, but it’s almost impossible to find anyone that makes a 35. The 34” in these is perfect! The 32” length is perfect for me and exactly where I like it.

Dean Rolfe

Meanwhile, Jim found this dress pant best for big butt and thigh people

I’ve always had thick muscular legs and a rear end to the match. I usually buy jeans that fit my legs and butt and then have the waist taken in several inches to fit.

These jeans eliminate the need for any alterations and fit quite well right off the rack. They are a bit snug when you first put them on, but after a few minutes, they relax. They also stretch which allows for some extra comfort.

For the price, you cannot beat these jeans


Wrangler Authentics Men’s Classic 5-Pocket Relaxed Fit ACTUAL PHOTOS

Final Verdict

Are you looking for comfortable and heavy hardware finished dress pants? These are the best choice as they ensure comfort for the wearer.

Apart from the comfortable quality fabric and shape; it is built of high-quality material which offers a very sleek fit. 

Most reviewers gave it a 5 star due to its comfortable fit and classic look.

8. Men’s Slim-fit 5-Pocket Stretch Twill Dress Pant

Do you love imported quality material? (I love them alot) And If you also do; Here is this dress pant. Made up of imported quality of 98% of cotton and 25% Spandex with a sleek and modern design. As the 5 pocket style adds an innovative classic look.

These dress pants sit below the waist and slim through the hip offering more comfort and ease in movement.

It didn’t stop here, it has easy care and stretch fabric which is suitable for your office work and for weekend enjoy parties which can go with the cowboy shoes.

Pros and Cons

  • Imported quality
  • Easy care
  • Stretch fabric
  • Not wrangler

Customer Reviews

Jim is impressed with these amazon essential pants

Amazon Essentials are both of great value and very good quality. I ordered four pairs of pants and am pleased with the fit, fabric, look, and quality. These pants can be worn for the casual office or instead of jeans. Lightweight yet can be worn all 4 seasons. The colors are very close to photos and the sizing is TTS. Very impressed with the fit, look, quality, fabric, and price.


Meanwhile, rrun recommended these pants for riding and other physical daily activities

If you ride a bike or do another daytime activity that would benefit from a bit of stretch in otherwise normal-looking pants, these work great. The material and build quality are “good, not great” but that is reflected in the low price. I’m around the 2-month mark and have bought additional colors.


Amazon Essential’s Men’s Slim Fit 5 pocket pants ACTUAL PHOTOS

Final Verdict

If you want pants with a comfortable fit and easy care, then this slim 5-pocket style pant is for you, as the 5 pocket style adds a classic look to wear anywhere whether it is an event or a party or for office work. It has the stretch fabric that gives the perfect combination with cowboy boots.

9. Wrangler Authentics Men’s Classic 5-Pocket Regular Fit Flex

Those who are still looking for a dress pant full of comfort to wear at a party or office work? Here’s another one made up of 99% cotton and 1 % Spandex with 5 pocket styles to give a classic look.

If we talk about style & durability, it is made up of flex denim which increases the durability. Either it’s your lunch date or work, it is built for comfort with a comfortable fit. 

It is finished with a zipper fly along with features like a button closure and embroidered back pocket that makes the best combination with the cowboy boots.

Pros and Cons

  • Imported Quality
  • Elegant look with cowboy boot
  • 5 pocket style design
  • Some users have an issue with the size as they delivered the wrong size

Customer Reviews

Jason found these dress pants great

….I bought these jeans because I absolutely cannot find this size in stores. I bought these and they fit perfectly, I’m very happy with them. I’m not sure what kind of material they are, but they are very soft denim. Maybe there’s something else in there? But unlike a lot of jeans, these are not stiff and tough….


Meanwhile, J.S Simmons found these dress pant awesome than he thought

…..I bought these for work (construction) because I don’t want to shred another pair of $40 jeans (lookin’ at you, Levi’s). Maybe it’s because I’m older and not as bony as I used to be, but the fit of these is a revelation. They’re just super-comfortable and they let me roll around in the muck, bending like a pretzel whenever I need to…..

J.S Simmons

Wrangler Authentic Classic 5 Pocket Regular Fit Pants ACTUAL PHOTOS

Final Verdict:

Like many other Wrangler dress pants, these dress pants with the 5 pocket style offer comfort and the khaki flex color make a perfect combo with the cowboy boots.

The thing I like about it is the flex denim feature which increases durability which every person wants to have?

What Pants do you wear with cowboy boots?

Jeans: The jeans make a perfect combo with the cowboy boot but mostly people love to wear bootcut jeans with boots for a nice cowboy look.

Well, it can give a classic look with a slim fitting,but at some moment it could give a skinny feeling wearing it with cowboy boots. Whether you are going for a date or party or heading toward any occasion, this combination will be best for you.

Dress Pants: Well, Dress pants can also be worn with cowboy boots but make sure you get straight-leg pants with enough room in the legs for making a perfect combination and look. Colors also play a vital role in the look of perfect combinations, so don’t forget to choose the right color.

Khaki: Khaki pants can also be worn with boots but make sure that they should be larger in size, neither too large nor too short for a perfect look and combination.

There are many pants to go with the cowboy’s boot but these are best for it.

How long should pants be with a Cowboys boot?

Wearing pants with the cowboy’s boot should be larger in size so that they are long enough to cover the boot shaft for a stylistic appearance but it should not be too long and too short.

In case, if you like wearing skinny jeans with boots, then it doesn’t matter how long the jeans or pants should be.

Is it okay to wear cowboy boots with a suite?

Yes it is totally perfect, in fact they can be an additional complement to your overall suiting and will also let you stand out of the crowd.

Can I Wear Boots with dress pants?

Yes, you can but you have to check that they are complementing and adding to the overall style. If it’s not, you better skip it.


Should pants go over cowboy boots?

If you are wearing cowboy boots on a formal occasion, like some festive gathering, you should your cowboy boots, inside your pants. While in some cases, for the sake of fashion or on your own priorites, you can also tuck your pants in the cowboy boots, but that is completely based upon your choice.

Usually it is discouraged by many to wear the pants ‘tucked-in’ cowboy boots, because that way, your pants become folded and flared, which doesn’t look very clean, for a formal setting.

But who cares. Wear as you wish, because you are the one who will decide what fashion is.

How long should pants be with cowboy boots?

A general assumption regarding the lenght of cowboy boots is that, it should stack a little bit, when you are in your sitting position. Which means, if you usually wear 34″ length for normal pants, for cowboy boots, you will have to have an added 02, which is 36″ size to wear.

Before you leave

Apart from the jeans/pants: Khaki can also be a perfect combo with the boots as it comes in different styles such as Straight leg, boot cut, or cowboy cut but it also depends on your lifestyle and the colors you choose..

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