9 Best & Most Comfortable Dress Pants for Men to Wear All Day

best dress pants for men

Many men have to wear dress pants every single day. Going to work can demand some uncomfortable outfits that end up becoming a chore very quickly.

By that same token, the same outfits are demanded at formal events. At weddings or parties, dress pants are required, and it is vitally important that you have a pair that are massively comfortable.

Whether you need office pants or stretch dress pants, you will be able to find a pair that you find ideal for you. How?

Instead of being lazy and settling for the first pair of dress pants you try on at the local clothing store, try to spend a bit longer researching and going for a pair that you know will be top quality.

The best dress pants for men, like these Haggar dress pants are comfortable and perfect for wearing all day every day.

We know that men love things to be convenient, and we know that because we are exactly the same. To appeal to the masses, we want this to be a convenient, one-stop location for learning about dress pants.

In this article, we will cover top buying tips that you should keep in mind, the 9 best and most comfortable dress pants, and finally discuss the different types of dress pants.

Before you buy: 8 Things to consider when purchasing dress pants

1. What do others think? Customer Reviews

One of the most important things we believe you should consider when looking for a new pair of dress pants is the opinions of others. Even though that probably sounds like the complete opposite of what your mom told you as a child, it’s something that is relevant when it comes to clothing.

It is impossible to know if you will love a pair of dress pants until you have worn them yourself, but you can get a good idea of what you’ll think by checking out what others think.

If we think about it logically, you’d much rather go for a pair of pants that have been reviewed by a thousand people and loved by the majority than go for a pair that have been reviewed by a hundred people and disliked by the majority.

Quite simply, learning what others think about the pants in question can really help you to make your final decision. You’ll be able to see what they describe as the biggest positives and the biggest problems.

For example, if someone says that they are a bigger person and found that the pants are too tight for their legs, then that is advice that we should take on board – particularly if we are also bigger.

2. Your favorite brands

Looking out for a particular brand can make your shopping experience so much easier. That’s not just because they are often superior quality, but it is also because you are familiar with them.

If you look at a pair of sneakers, for example, you may love Adidas. Every time you buy a new pair of Adidas trainers, you will know exactly what size you need, and you’ll know that you’ll be getting a certain standard of comfort, durability, and all-around quality.

This can also extend to something as random as dress pants. Some of the best men’s dress pants for work, for example, will be made by particular brands that are known for making dress clothes, and they will be the ones that we look out for.

Picking a brand with a top reputation just shows that you will get what you pay for. Quite often, a top brand will have a great reputation, and that will be something that they would hate to jeopardize. As a result, this makes them much more reliable than a random brand you come across.

3. Stick to your price range

Another massively important thing to consider when purchasing dress pants is the price that you’re willing to go up to.

It sounds stupid to say, but if your budget is limitless, then you’ll be absolutely fine, as you’ll be able to get some of the best quality dress pants on the market. Obviously, the more you spend, the better quality you are likely to get.

As a result, we recommend generally that you always buy your clothes at the highest price point that you can handle. We understand the appeal of going for budget, and going for something cheap, but often it does not work out well in the long run.

If you replace your $25 pants every 3 months, for example, then you will be spending $100 each year. Instead, you’d be better off just spending $100 and having a top quality pair for the year – perhaps even longer.

Another thing to note is that each and every one of us will have a different price range. Try not to compare yourself against others, and just look for pants that are within your budget in particular. There’s no point in trying to convince yourself that you should spend more than you can afford, as you’ll be able to find something quality within your price range without worry.

Finally, the price: quality ratio is completely relative. A 10/10 pair of pants at $50 will be different from a 10/10 pair of pants at $500. The ceiling for the quality of an item is obviously limited by the price they are sold for, but you should always be looking to pick them up at that exact ceiling right now.

4. Gun for Quality

Quality is the undisputed king. When getting a new item of absolutely anything, it should always be top quality.

Is that easier said than done? Probably yes, but there are plenty of different things that you can look out for.

To be completely honest with you, quality is what you should always be gunning for. Something that is not top quality is almost always going to let you down. In the case of dress pants, you will be left disappointed if they are not comfortable enough for the entire day, they are not durable enough to be worn multiple times, or they are made from poor quality materials. Each of these is an indicator of poor quality and should be avoided where possible.

5. Think About Longevity

It is easy to forget about the differences in longevity or durability when looking for a new pair of dress pants. However, the truth is that longevity should be one of the first things on your mind.

Some will be made from materials that are quality enough to last a long time, and then there will be some pants that are the complete opposite.

Naturally, you will look for the style of the pants or the feel of the pants whilst on first. Here’s a good example of our point.

If you get a new pair of pants for $20 and have to replace them once per month, then you’ve just spent $240 dollars in total on dress pants this year. Whilst $20 dollars at a time may not seem like much, it is the compounding value that really shows why it matters to spend your money on something with a bit of longevity in them. If you had just bought a pair of $240 dollar pants in the first place, then you’d probably have something borderline designer with premium materials and the durability to last you years.

6. Be Comfortable

What use is a pair of dress pants if they aren’t comfortable? Nothing really. They’re not worth owning or regularly wearing, unless they are comfortable.

The truth is, you’ve gotta shop for pants that are comfortable. Pants are those awkward items that aren’t quite like a hoodie or a sweatshirt. With those, you can shop for style and just swap them out for something a bit comfier once you’ve finished wearing it for a particular occasion.

With a pair of pants, you’re pretty much wearing them all day once they’re on. If you’re wearing them all day, then it is absolutely necessary that you are comfortable whilst doing so, otherwise, it’ll just be painful.

To ensure comfort with a pair of pants, the primary two indicators for us would be the customer reviews and the materials. If they are both in check, then you will probably be safe to buy that pair.

7. Know Your Type

Pants have many different styles and types these days, and it is imperative that you know what your favorite is before you begin shopping for a new pair.

If you don’t know exactly what your favorite is, then at least have a couple of styles in mind.

To illustrate, you could either shop and get yourself a regular fitted pair that hangs over the shoe or buy yourself a pair of skinny fit dress pants that will provide a close-cut taper all the way down the leg. Either way, there are clear style and type differences that could really change your decision-making process.

Other than that, you ideally will be looking out for specific colors. If you look good in mustard color, then that’s what you want to be shopping for. If you have just thrown out your final pair of navy pants, then perhaps that’s what you should be going for.

It all comes down to personal preference, but with all of the moving parts that come with pants, it’s important to know what you’re looking for before you begin looking.

8. Fit for Purpose

Finally, we need to make sure that your dress pants end up being fit for purpose. All too often, we see that picture of a friend attending a wedding in the only dress pants that they have, and it just really doesn’t fit the occasion. Not only is that embarrassing for the friend, but you’re also ruining an all of the wedding photos. Not ideal.

If you are looking to buy some dress pants for a wedding, then you need to go into the purchasing process with that in mind and not stray from that goal. Similarly, if you are just looking for some dress pants for work, then you can probably relax a bit and just grab yourself a pair that you like and will look good on you.

The 9 best dress pants for men 2019

1. HAGGAR Men’s Cool 18 Hidden Expandable Waist Pants

Haggar Men's Cool 18 Hidden Expandable-Waist Plain-Front Pant

The Cool 18 pants from Haggar are a clear representation of what can be produced when you combine convenience with quality.

These pants are made from 100% polyester but a blend that is breathable and moisture wicking, ensuring that the fabric will keep you feeling comfortable all day. Not only will you be feeling comfortable, but you’ll also be looking extremely professional, as these double up as the perfect work companion. You’ll be able to storm around the office in pure comfort.

Rather fortunately for us, these are also non-iron pants. You’ll be able to grab them straight from the drawer and throw them on without a second thought. This is ideal and makes the getting ready process that much easier.

Given that we put a large weight on what customer reviews say, it’s ideal that thousands of people have rated these pants and given them overwhelmingly positive reviews. This shows that they must be doing something right.

In terms of the color options, you’re in luck. Not only do you have all of your classic, standard pant colors, but you could even push the boat out by wearing a lovely shade of olive. Without getting too far ahead of ourselves, the point here is that you’ll be able to look great in a wide plethora of colors.

Pros

  • Breathable, quality material
  • Great customer reviews
  • Good color selection on offer

Cons

  • Some people report the rise in the pants as being low

Bottom Line

As far as dress pants go, these are some of the most comfortable ones you can get.

2. Savane Men’s Pleated Performance Chino Pant

Savane Men's Pleated Performance Chino Pant

This pair of dress pants is actually a chino pant. These are made from 100% cotton, but don’t be fooled – they still have maximum breathability and performance.

They come in a performance style, meaning that they guarantee to look stylish and guarantee feeling comfortable. You also will be able to benefit from the non-iron technology, as you’ll not need to get any creases out. This is reflected in the permanent crease which is pressed onto the fabric. This means that you can comfortably get the ‘fresh ironed’ look without the work typically involved.

The fit is straight leg. This means that the pants aren’t cut tightly to the leg at all. This is perfect for men of all body types and shapes.

Pros

  • 100% breathable and performance cotton
  • Permanent crease means no ironing
  • Smart look for formal situations

Cons

  • The groin area can get tight over time – perhaps size up

Bottom Line

These chino pants are a welcome change from regular dress pants. They are comfortable and come with performance breathability.

 3. Lee Men’s Total Freedom Relaxed Classic Fit Flat Front Pant

Lee Men's Total Freedom Relaxed Classic Fit Flat Front Pant

These dress pants come with what the name suggests: total freedom. You will be able to benefit from a premium combination of repreve, polyester and cotton. This has helped them to produce a pant that is stain-repellent and non-iron. These dress pants are the absolute epitome of convenience, and we think that this is perfect for the vast majority of men.

Lee, as a company, is highly reliable and dependable. They have been making denim materials for over 100 years. Their dress pants come with extreme comfort and total freedom all over from the flexible and durable blend of materials.

Pros

  • Premium blend of polyester and cotton
  • Reliable brand name

Cons

  • Inconsistent fitting

Bottom Line

Lee have produced reliable and dependable pants for over a century. These are a premium combination of polyester and cotton, producing a stretch dress pant that is stain-repellent and non-iron.

4. RGM Men’s Flat Front Dress Pant Modern Fit

RGM Men's Flat Front Dress Pant Modern Fit

If you are looking for pants that are perfect for the office, business, and even everyday wear, then these RGM ones could be the pants for you. These dress pants are absolutely perfect for all situations, and they will allow you to remain comfortable whilst doing it all.

If you are going to be wearing dress pants all day, then the least you can do is guarantee that you’ll be comfortable.

You’ll be able to feel both confident and cool with these, as they are a great combination of smart and stylish. They are made in a traditional fit, making them ideal for the majority of menand they are made from a nice 100% polyester material.

They come in a variety of colors, too. They have colors that suit every type of person, and every type of style. If you are looking for brown in particular, then they’ve got it – and that is the same as a royal blue.

Pros

  • RGM are a top brand that make great pants
  • Perfect for the office, business, and everyday wear

Cons

  • Go a size bigger

Bottom Line

These office pants come in a comfortable and perfect fit. You will be able to feel confident and stylish within the office or at home, and that is a testament to the versatility of these pants.

 5. Amazon Brand – BUTTONED DOWN Men’s Straight Fit Non-Iron Dress Chino Pant

Amazon Brand – BUTTONED DOWN Men’s Straight Fit Non-Iron Dress Chino Pant

Buttoned Down is a brand that has quietly made a come-up in the pants industry. It is Amazon’s own brand, which means that the majority of us will never have heard of it. However, this does not mean that we should turn a blind eye.

Amazon is a massive corporation, and they try especially hard to keep all of their customers happy. They look to build their brands by making them better than the price suggests, and that’s why we should look at getting a pair of these.

These pants, in particular, are a blend of supima cotton and spandex, and this immediately tells you that they will be especially comfortable and flexible in their wear. It creates a great combination of mid-weight fabric and stretchiness.

One of the best things about the Amazon brand is that they are not afraid to stick their neck on the line. In this case, they have an unconditional satisfaction guarantee. If you are ever unhappy with your purchase, then you can lodge a complaint and get a full refund – at any time.

Pros

  • Mid-weight material with stretch
  • Unconditional satisfaction guarantees
  • Highly comfortable

Cons

  • The brand is unknown, and therefore untrusted – although this is misplaced

Bottom Line

One of the last places you expect to get dress pants is from an Amazon brand, but these make it more than believable. You have a great combination of material and comfort.

6. Dockers Men’s Easy Khaki Stretch D3 Classic – Fit Flat-Front Pant

Dockers Men’s Easy Khaki Stretch D3 Classic – Fit Flat-Front Pant

Grabbing a pair of dress pants in a khaki style is something that every man needs to do. These stretch pants come in a tri-blend of material, including cotton, polyester, and spandex. The mere combination of these three materials proves that they are going to be both comfortable and stylish.

Not only that, but the combination of materials tells us that they are going to have an added bit of stretch, meaning that they will last longer and that they are going to be wrinkle-free, therefore not requiring the hassle of ironing.

The pants have an eased fit through the thigh, eliminating the danger of them cutting too close to your skin and ripping.

You don’t have to stick to khaki. You can get this exact style of pants in black, mustard, and everything in between.

Pros

  • Tri-blend of quality materials
  • Eased fit perfect for most

Cons

  • Quite thin fabric

Bottom Line

These dress pants are some of the only ones that come with a tri-blend material, proving that they really try hard to make them stand apart from the rest.

7. Van Heusen Men’s Flex Straight Fit Flat Front Pant

Van Heusen Men’s Flex Straight Fit Flat Front Pant

Van Heusen describes these dress pants as providing record-breaking comfort. This is largely thanks to their tri-blend of polyester, rayon, and spandex. The shirt-gripper is a pioneering addition to the comfortable stretch waistband and allows you to always keep your look in place during the day.

They know that men love convenience, and they are ready to go straight out of the wash. No ironing = no wasted time. Just get up and go. The pants themselves are mechanically designed to move with you.

Pros

  • Smart technology for record-breaking comfort
  • Original tri-blend of material
  • Stretch dress pants
  • Best men’s dress pants for work

Cons

  • Fit slightly large around the waist

Bottom Line

These pants allow you to keep your style in check throughout the entire day. You will remain comfortable thanks to the tri-blend, and they are mechanically designed to move with you.

8. BUTTONED DOWN Men’s Tailored Fit Super 110 Italian Wool Dress Pant

BUTTONED DOWN Men’s Tailored Fit Super 110 Italian Wool Dress Pant

Getting a pair of the men’s wool dress pants can seem like a tedious task. They are always expensive, so you may feel a bit lost when looking for which one, in particular, you would want to buy.

These Amazon brand dress pants are made from 100% Italian wool, and they is produced with natural stretch. The fabric is meticulously tailored using techniques that are original to this type of wool.

For an added bit of originality, there are genuine horn buttons added to the pants to ensure that each and every pair are not completely identical.

And last but not least, you’ll be able to make the most of the unconditional satisfaction guarantee if you are ever not happy with what you’ve bought. You’ll be able to get a full refund at any time, and that is perfect if you end up disliking them.

Pros

  • Best slim fit dress pants
  • Top quality Italian wool fabric
  • Unconditional satisfaction guarantee

Cons

  • A tailored fit that may not be perfect for all men

Bottom Line

These pants are the epitome of elegance. Owning a great pair of wool dress pants can be what gives you some extreme confidence. This is an excellent product with extremely close attention to detail.

9. Kenneth Cole Reaction Men’s Stretch Modern-Fit Pant

Kenneth Cole Reaction Men’s Stretch Modern-Fit Pant

If you are on the hunt for the most comfortable men’s dress pants, then you will more than likely find it safest to go for a brand that you have heard of and know to be reliable. Kenneth Cole Reaction is one of those.

They are a reliable brand that really cares about quality. If you can afford to go for Kenneth Cole Reaction, then you will guarantee that you are happy with what you’ve bought.

The material is 100% polyester, but do not be fooled: the fabric has been woven for a polished fit and a perfect drape. These will fit almost every man, and we struggle to see why you wouldn’t be happy with these in your wardrobe.

Pros

  • All-day comfort with woven spun polyester
  • Reliable brand

Cons

  • The material is quite light – not ideal for all weather

Bottom Line

Grabbing a pair of Kenneth Cole Reaction-branded pants gives an indication that you’re doing things right. These are made with high quality, and they always go that extra mile to ensure that you’ll be happy.

6 Tips for wearing dress pants

1. Go for a fit that suits you

Going for a fit that suits you is one of the most important things to consider when wearing dress pants. Not everyone can pull off a skinny dress pant, but, if you can, then that’s perfect. Quite similarly, if you are a bigger man carrying some extra pounds, then you will probably want to avoid skinny and go for a regular fit that compliments you.

This is a tip that comes down to the individuality of specific people. You, reading this, may require something that is tailored, whereas someone else may think that’s the worst idea imaginable. Ultimately, just go for what you think will suit you best.

It’s that simple.

2. Always color coordinate

We see it all the time, and whether or not we think it is an eyesore doesn’t mean we should follow them.

When men combine a black dress pant with a brown shoe, you should already be cringing. Similarly, if they’ve just combined an olive dress pant with a blue shirt, you should definitely be cringing.

A huge part of having good fashion sense comes down to the combinations that you can string together. Just having colors that complement each other will make you look like you know what you’re doing even if you don’t.

For a basic rule of thumb, you should wear brown shoes if you are wearing navy or blue pants, and you should wear black shoes if you are wearing black pants. For everything in between, you’re probably going to have to trust your eyes and hope that you make the right decision.

We’re sure you will.

3. Stylize the ankles if you want

This is a huge tip and one that has only come into fashion quite recently. It is possible for you to stylize the ankles if you want to, and that is massively important for when it comes to creating a unique style.

If you think about it, you could just be wearing the exact same pants every day of the week, and that look will get stale. To spice things up, you can roll up the ankles and allow them to sit just above the shoe. This will look exceptionally good with a pair of Chelsea boots or brogues.

4. Know how to make your outfits more casual

Dress pants are not exclusive to dress situations. You can wear a pair of dress pants out for dinner or a date, for example.

It is possible to completely change the look of your outfit with the combination of clothes you throw on with them. If you try a casual jacket and some sneakers, then you will still be able to pull off the look.

This is a great option if you love the comfort of the pants and are fed up with wearing jeans on a daily basis.

5. Go for a fabric that you love

A huge tip for feeling your best in dress pants is to go for a fabric that you love. Not everyone is a massive fan of cotton, and not everyone is a massive fan of polyester. Similarly, some of you may wish to prioritize Italian wool or something a bit superior.

Ultimately, going for a fabric that you feel fits best on you will be perfect for you. The tip here is just to trust yourself with your decision making.

6. Bonus tip

We recommend that you go ahead and check out this video, it will tell you a bit more on what to look out for with your dress pants and how to look stylish at all times:

Types of dress pants

Pleated

Pleated pants are, quite controversially, made for the bigger blokes. They are best suited to those with a bit of additional weight, because they provide more material in the waist and leg area.

This is primarily to accommodate all men with wider hips and/or thighs. This provides an extra bit of support for those of you worried about tearing your pants because you’ve been squatting too much, for example.

The best thing about pleated pants is that they can still suit absolutely everyone. They are one of those types of pants that can be universally applied across all men, unlike some of the other styles.

Flat Front Pants

Flat Front Pants are a brilliant style if you are a slim or fit man. If you have an athletic body shape, or just happen to be skinny, then these are probably your best option.

They are made to be flattering on men with a slender build, and they have a modern appeal that means you’ll feel both confident and stylish wearing them around.

They are also somewhat of a jack-of-all-trades. They can be worn at pretty much any occasion that demands a dress pant, and, if you want to add them to a regular outfit, then you can do that too.

Slim Fit Pants

Going for a slim fit pant is an excellent option if you have a body frame that will look flattered in them. As the name suggests, you need to have a pretty slim body shape or a muscular one.

Slim fit pants will be tighter around the glutes and the thighs and then will taper down the leg. They’ll often cut tightly to the calves, and you’ll look stylish.

The best thing with slim fit pants is that they’ll look completely fine in a regular outfit. They are able to completely replace regular denim jeans and will look great worn on the street or in the office.

Wide Leg Pants

Wide leg pants are going out of fashion, and it is easy to see why. They are pretty unsightly and don’t look great on the majority of people.

However, it is still possible to pull them off. Wide leg dress pants are quite similar to the pleated design in that they are best for men who are a bit heavier. You’ll be able to balance out a large upper half by wearing wide leg pants and pulling everything into proportion.

How we chose the best dress pants for men

Going through all of the dress pants on the market to find our favorite 9 was no easy feat. In fact, we really had to go through a meticulous decision-making process to guarantee that we were providing you with the best possible options.

Our key secret is actually no secret at all. We just follow the very tips that we provided you with earlier on in this article.

One main example is that we are always hunting for the best quality possible. If we were going to recommend a pair of dress pants, then we need to make sure that they are top quality and going to be loved by you.

Another thing that we looked out for was the level of comfort that the dress pants would provide. We only wanted to choose pants that would remain comfortable all day, and that’s why we tended to stick to dress pants that were made with the best materials. Whether it was a tri-blend or just Italian wool, they are all greatly comfortable.

We also tried covering a wide range of dress pants, from pleated to slim fit. Our primary goal was to provide every one of our readers with an option – from types of pants to the price range that they are in.

Finally, we tried to match our opinions with the opinions of others. If we thought that we loved a pair of pants, but others have all hated them, then that probably says more about us than the general population. Instead, we looked out for what the majority of men enjoyed and tried to base our opinions off of that. Law of averages.

Conclusion

Dress pants are often not the most comfortable garments. When you are going to be wearing them all day at work or at a wedding, we believe that you should prioritize comfort.

That’s why we made this article – to show you the most comfortable dress pants for men in 2019. Not only that, but we wanted to give you the full rationale behind our decisions and also offer you some additional tips on what to look out for and how to pull them off.

We hope that you enjoyed the read, but we’d love to hear from you. What type of dress pants do you wear, and which one of the 9 we selected do you like the look of the most? Get back to us, and we’ll happily have a chat.


YOU MIGHT ALSO LIKE:

How to Dress Like a Man

Best Men’s Dress Shoes That Are Super Comfortable & Dapper

Best Men’s Suits for Every Budget & Occasion

Best Men’s Garment Bags for Travel (Check in & Carry-On)

Best Non-Iron Dress Shirts That Stay Sharp & Crisp All Day

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