The Most Comfortable Work Boots on the Market

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Anyone who works on their feet all day knows how vital it is to find the most comfortable work boots they possibly can.

Standing on your feet all day can be hell on your feet (not to mention your legs, back and the rest of your body), even when you’re wearing padded footwear.

And while regular work boots are usually pretty protective, a lot of models don’t provide nearly enough comfort or support for people who log a lot of long hours on the job site.

Fortunately, when it comes to comfort, there are some work boots that (lame pun alert!) stand above the rest (you were warned).

In this post we’ve rounded up some of the most comfortable work boots on the market, so you can find the perfect pair to fit your job, your safety requirements and your style.

Work Hard, Walk Soft:

The Most Comfortable Work Boots for Men

Most Comfortable Waterproof Work Boots ↓

Keen Detroit XT Mid Boots

Keen Detroit XT Mid Boots
Rating: 
  • 4.4 Stars
    • 827 Reviews
Advantages:

The favorite work boots of construction workers who spend all day having to navigate uneven surfaces, Keen’s Detroits are sturdy, supportive and comfortable waterproof boots.

They sport contoured, underfoot support that’s designed to provide structured stability and comfort while still allowing for flexibility.

EH-rated, they have a leather sole and breathable waterproof membrane that provides enough water resistance to keep your feet dry and comfortable.

They’re also extremely breathable, which adds to the overall comfort, because they’re designed to let vapor escape without letting water penetrate the boot.

The version listed here has soft toes, but there’s also a steel-toe boot for those who need additional protection.

Promising Review:

I love these boots. I am a deliver driver for amazon. I have had them for about 2 or 3 months now and they’re holding up great so far.

The water resistant goes up pretty far also. I’ve stepped in many deep puddles and have yet to get water into the boot.

J.Bianco


Most Comfortable Lightweight Work Boots ↓

Under Armour Men’s UA Valsetz RTS Tactical Boots

Under Armour Men's UA Valsetz RTS Tactical Boots
Rating: 
  • 4.4 Stars
    • 4,836 Reviews
Advantages:

Under Armour has long been a popular brand in the athletic shoe world, so it’s no surprise that they also make some of the best lightweight work boots.

The Valsetz boots feature the company’s “ClutchFit” technology, which is designed to contour comfortably around your ankle.

And combined with the synthetic materials used to construct the upper, the result is a boot that’s lightweight and easy to wear for a long time.

In addition to providing all day comfort, the Valsetz sports Micro G foam that helps cushion your landings, and a molded Ortholite sockliner with memory foam.

Promising Review:

I have worn Under Armour boots for a while and I have always been happy with them. I wear they daily for work. They are comfortable and they last.

K9YarYar


Most Comfortable Work Boots Out of the Box ↓

Ever Boots Tank Soft Toe Leather Work Boots

Ever Boots Tank Soft Toe Leather Work Boots
Rating: 
  • 4.4 Stars
    • 12,870 Reviews
Advantages:

The Tank model from Ever Boots is not only one of the most comfortable pair of soft toe boots on the market, but also one of the sturdiest.

This bad boy features a comfortable leather sole and dependable goodyear welt construction, along with a PU insole to provide maximum comfort.

Promising Review:

The quality of these boots is absolutely ridiculous for what they cost.

In Comfort, they ranked as high as any expensive boots I’ve ever owned, fitting perfectly right after the box with no need to be broken in.

Henry


Golden Fox 6″ Men’s Moc Toe Work Boots

Golden Fox 6" Men's Moc Toe Work Boots
Rating: 
  • 4.4 Stars
    • 2,054 Reviews
Advantages:

Featuring a wedge sole and a polyurethane cushion insole, this pair from Golden Fox is designed to absorb shock and support both your legs and lower back, providing full comfort for long, hard days on your feet.

Goodyear welted and sturdy, they also have a rubber outsole that’s resistant to oil and chemical erosion, and provides good traction and support.

Promising Review:

I am very pleased with these boots. Had em a little while now and it’s been money well spent…

The insole is comfortable and removable when the time comes.

Brett P.


Wolverine Men’s I-90 Durashocks 6” Work Boot

Wolverine Men's I-90 Durashocks 6” Work Boot
Rating: 
  • 4.3 Stars
    • 415 Reviews
Advantages:

Wolverine’s I-90 Durahsocks sport removable, dual-density polyurethane footbeds that make them extra comfy to slide your foot into.

And that’s in addition to the polyurethane midsole and the company’s Durashocks high-abrasion pads on the outsole, which offer maximum support.

Promising Review:

These I-90 Moc-Toe Carbonmax boots are amazing!

Almost zero break in time, they are very comfortable, waterproof and I swear my back feels better by the end of the day.

Dave


Timberland Pro Bosshog 6” Comp Toe Work Boots

Timberland Pro Bosshog 6” Comp Toe Work Boots
Rating: 
  • 4.3 Stars
    • 4 Reviews
Advantages:

Timberland is one of the most trusted names in work boots on any construction site.

They’ve more or less got their manufacturing process down to a science, which is why you’ll see a few different Timberland boots on this list.

The Bosshog model features the company’s “anti-fatigue technology,” a polyurethane footbed that helps absorb shock and keep the boots feeling comfortable.


The Most Comfortable Steel Toe Work Boots

Overall Most Comfortable Steel Toe Work Boots ↓

KEEN Utility Men’s Pittsburgh Steel Toe Work Boot

KEEN Utility Men’s Pittsburgh Steel Toe Work Boot
Rating: 
  • 4.4 Stars
    • 3,155 Reviews
Advantages:

Another entry from Keen, their Pittsburgh boot sports asymmetrical 6″ steel toes, which means the steel toe cap is roomier and more comfortable than other models.

While the toe box area is more spacious than other safety shoes, it’s similar to other Keen boots in that it’s waterproof, boasting a breathable membrane liner that releases vapor while keeping water out.

In terms of safety features, these boots meet or exceed the following standards: ASTM F2412, F2413 I/75 and C/75 EH.

So they’re a good option if you’re looking for comfortable shoes to wear around electrical hazards.

Promising Review:

I had bought these Dec. 2nd 2020 to replace a discontinued Red wing model that I had re-ordered for 16 straight years.

These Keenes are comfortable, I ordered the 10.5 wides, and immediately felt the relief. They are much lighter and do not require the hard wear in that Redwings do.

RyRy


Timberland PRO 6” Pit Boss Steel Toe Boots

Timberland PRO 6” Pit Boss Steel Toe Boots
Rating: 
  • 4.4 Stars
    • 23,660 Reviews
Advantages:

Timberland’s Pit Boss model is specifically designed with comfort and 24/7 wearability in mind.

Boasting the company’s “comfort suspension” technology and steel safety toes, the Pit Boss boots help to reduce foot fatigue, support your arches and provide maximum cushioning.

Stack all these important features on top of each other, and you get one of the best steel toe work boots for long days on the job site.

Promising Review:

I like these boots enough that I bought a pair of soft toe for weekend work around the house and in the woods.

They break in fast and are comfortable from the get go.

Box Man


Skechers Men’s Burgin-Tarlac Industrial Boot

Skechers Men's Burgin-Tarlac Industrial Boot
Rating: 
  • 4.1 Stars
    • 13,851 Reviews
Advantages:

Skechers has long been known for making comfortable shoes that you can wear all day.

So it’s no surprise that their work boots are among the most comfortable, too.

The Burgin-Tarlac model has a 5.5″ shaft, a rubber sole that provides good grip and support in a work environment with concrete floors, and memory foam that helps provide a comfy and supportive fit.

Promising Review:

I’ve probably tried every brand of boots over the years. From the cheap ones from Wally world to ones that cost several hundred dollars.

These are without a doubt the most comfortable, hands down.

Michael P. Skillings


Cat Footwear Second Shift Steel Toe Work Boot

Caterpillar Second Shift Steel Toe Work Boot
Rating: 
  • 4.5 Stars
    • 14,735 Reviews
Advantages:

Though they’re certainly one of the best known and most trusted brands when it comes to industrial equipment, Caterpillar isn’t exactly known for comfort.

The good news is that they are known for being reliable and dependable.

So it should come as no surprise that their ankle-cut Second Shift boots are comfortable, sturdy and, as the name implies, perfect for working two shifts in a row.

Promising Review:

These are super comfortable, and that is really important to me since I work construction and am on my feet all day.

I am also always walking on uneven ground, stepping on small sharp objects, having things fall, walking through mud and puddles, you name it.

These are durable enough to stand up to the elements so far, from the soles right up to the steel toe.

FOURTYK


Thorogood Men’s American Heritage 6″ Moc Toe MAXwear Wedge Safety Boots

Thorogood Men's American Heritage 6" Moc Toe, MAXwear Wedge Safety Boots
Rating: 
  • 4.5 Stars
    • 2,832 Reviews
Advantages:

These are both one of the most comfortable work boots on the market and one of the best looking.

These high-quality boots boast goodyear storm welt construction and a removable shock-absorbing footbed that sits on top of theirm poron comfort cushion insole.

It comes in two colors, is made in the USA anboast slip-resistant outsoles made with high quality materials that offer electrical hazard protection.

Promising Review:

As the day went on they felt like they adjusted to my feet and are already as comfortable in one day as the boots I’ve worn for the past year.

The soles are very comfortable, they feel more like I’m wearing good basketball shoes rather than work boots.

Eb33


The Most Comfortable Slip On Work Boots

Overall Most Comfortable Pull On Work Boots ↓

Irish Setter 83907 Wellington Work Boot

Irish Setter 83907 Wellington Work Boot
Rating: 
  • 4.5 Stars
    • 466 Reviews
Advantages:

Irish Setter’s 83907 model combines the ease and waterproofness of a Wellington boot (e.g. a rain boot) with the safety and support of a work boot.

The insole features the company’s “StableFlex” technology, which provides a comfortable and stable fit, while the outside boasts waterproof full grain leather that helps keep your feet warm and dry, even in cold weather.

(And let’s be honest: few cultures have more experience keeping their feet dry than the Irish.)

Promising Review:

They’re very comfortable wearing all day at work, kneeling up and down, walking miles in them, so comfortable that I continue wearing them even after work.

No need for any “break in” period, the leather is already soft enough that they feel already well broken in right out of the box.

Real Consumer


Timberland PRO Men AG Boss Pull-On Alloy Toe

Timberland PRO Ag Boss Pull-On Alloy Toe
Rating: 
  • 4 Stars
    • 9 Reviews
Advantages:

Another entry from Timberland, the AG boss comes from their PRO line of safety footwear and is made of waterproof full-grain leather that will keep you feet dry and warm.

The boot runs 10″ tall from the sole up to the padded top collar, providing comfort and support not just for your feet, but well up the shins.

Promising Review:

Great work boot for around the house and outdoor projects.

Gunman45


Ariat Men’s Workhog Pull-on Composite Toe Work Boot

Ariat Men's Workhog Pull-on Composite Toe Work Boot
Rating: 
  • 4.6 Stars
    • 1,576 Reviews
Advantages:

One of the more Western-looking pull on work boots on this list, the Workhog model from Ariat comes with as much comfort as it does style.

At 10.25″ it’s slightly taller than the Timberland model listed above and comes with Ariat’s “ATS Max” shank (ATS stands for Advanced Torque Stability), which is designed to be lightweight and provide maximum comfort.

Promising Review:

INCREDIBLY comfortable. I am on my feet often for more than 10 hours at a time and my feet don’t “breathe a sigh of relief” when I take these off.

As a matter of fact, I can wear these all day at work and still want to put them back on to go out at night!

Witchhawk


Dr. Martens Men’s Icon 2295

Dr. Martens Men’s Icon 2295
Rating: 
  • 4.4 Stars
    • 2,776 Reviews
Advantages:

Best known (at least to people of a certain vintage) as one of the most popular brand names of the ’90s grunge era, Doc Marten also makes some of the sturdiest and most comfortable work boots around.

Their Icon pull-on model comes with the easily recognizable air-cushioned outer sole that’s a staple of all Dr. Martens and resists oil, fat, petrol and alkali.

Meanwhile, the upper boot is made from water-resistant, tumbled leather that will keep your feet and ankles feel warm, dry and comfy.

Promising Review:

These are a fantastic safe fit, protect the ankle and the steel toe is a plus.

I feel I could walk miles and miles in these boots and still have no blisters or discomfort.

SailorMike66


Wolverine Floorhand Waterproof Soft Toe Work Boots

Wolverine Floorhand Waterproof Soft Toe Work Boots
Rating: 
  • 4.4 Stars
    • 4,943 Reviews
Advantages:

Wolverine’s Floorhand model is a little taller than some of the other pull-on entries on this list, measuring 10.75″ from the sole up to the top of the boot opening.

But like many of the others it features a waterproof full-grain leather upper that’s made using high-quality leather, so it will keep your feet nice and dry in wet conditions.

In addition to being comfortable boots, the Floorhand also sports a slip-resistant rubber outsole that should help you keep a firm grip on the ground when navigating slippery surfaces.

It’s also available in a steel toe model, for those who need better protection.

Promising Review:

These are tough, holding together, and very comfortable.

I’ve even been surprised how good they feel when I’m standing in ice and snow for a while.

Amazon Customer


Georgia Boot Men’s Carbo Tec-M

Georgia Boot Men's Carbo Tec-M
Rating: 
  • 4.4 Stars
    • 545 Reviews
Advantages:

Like a lot of pull on work boots, the Carbo Tec-M from Georgia boots are designed for farm and ranch work.

They come with a comfort core insole that will help provide heel, back and arch support when you’re on your feet all day.

The boots are good year welted and boast Georgia’s waterproof system, which comes with the company’s 100% guarantee that air will get into the boot, but water won’t.

Promising Review:

I would highly recommend these for men who work all day out in the elements. They are very durable and comfortable.

Shannon


Caterpillar Men’s Revolver Pull-On Steel Toe Work Boot

Caterpillar Men's Revolver Pull-On Steel Toe Work Boot
Rating: 
  • 4.5 Stars
    • 2,338 Reviews
Advantages:

Caterpillar’s steel toe Revolver boots are about as heavy duty as they come, but still manage to offer a lot of comfort and support.

In addition to the nylon mesh lining within the interior, the Revolver provides both comfort and customization:

It comes with both a polyurethane Taibrelle sock liner and a separate, removable polyurethane footbed, which you can combine as you see fit to find the right comfort level for your feet.

(Note that these also come in a soft toe model as well.)

Promising Review:

This is a very durable boot! I purchased this for my husband. He is on his feet all day.

He says they are very comfortable, hold up very well and keep his feet dry. Will definitely buy again.

Angela Weir


Timberland PRO Powerwelt

Timberland PRO Powerwelt
Rating: 
  • 4.3 Stars
    • 1,202 Reviews
Advantages:

Timberland’s Powerwelt pull-on model is a tough-as-hell Wellington boot.

It has an upper that’s made from 100% leather and a sole made from rubber.

The boot opening measures roughly 15″ around (making it wide enough to slide into even if you’re wearing thicker pants).

And it comes with the same comfort tech found in Timberland’s PRO line of comfortable work boots.

Promising Review:

Love these boots. Stood up to a year of oilfield abuse. Keeps feet warm enough in the winter and very comfortable.

Jonathon M. Racanelli


Golden Fox 12-Inch Wedge Pro

Golden Fox 12-Inch Wedge Pro
Rating: 
  • 4.3 Stars
    • 865 Reviews
Advantages:

Another Wellington boot, this model from Golden Fox is much lighter than normal work boots thanks to the lightweight polyurethane wedge outsole.

The other major comfort feature is the dual density insole, which absorbs shock and supports both your lower back and legs.

In addition, the boots have a leather tab that makes it easy to slide them on and a traction pattern on the bottom that makes them easy to clean.

(That’s especially helpful for farmers, ranchers or anyone whose work site involves a lot of mud.)

Promising Review:

Great value. These are some super comfy super light boots. I highly recommend.

I work part time as a small time concrete finisher, and the other part as a forklift operator/yard guy. These are great for every job I’ve done.

Cooper Rumph


Wolverine W04727

Wolverine W04727
Rating: 
  • 4.5 Stars
    • 1,812 Reviews
Advantages:

Another Wolverine, the W04727 pull on work boot is an alternative to the Floorhand model listed above.

Featuring Goodyear welt construction, the W04727 has a removable cushion insole and comes fully unlined, making it more comfortable working in warm weather.

It has an upper made from Nubuck leather suede and hits roughly mid-calf.

It also boasts a lightweight nylon shank that helps fight foot fatigue and get you through long days on the job.

Promising Review:

These boots are definitely a great buy if you’re looking for comfort, style, and pricing.

These boots actually fit 1/2 size too big, so order them 1/2 size smaller than your size.

Dwayne Gilpin


Skechers Men’s Ruffneck

Skechers Men’s Ruffneck
Rating: 
  • 4.1 Stars
    • 674 Reviews
Advantages:

Skecher’s pull-on entry into the comfortable work boot list features rubber soles that provide both comfort and grip.

It comes with removable insole, which helps you adjust both the size and the amount of padding in the boot itself.

It measures about 10.5″ in height from the arch of the sole up to the top of the boot opening, which is fairly generous at 14.5″ in circumference.

Promising Review:

Fantastic boot if you like comfort.

I work shift work and anywhere between 8-16hrs a day. These boots saved my feet. They are the only boots I wear now.

Cheesecake


Georgia Boot Men’s Homeland G113

Georgia Boot Men’s Homeland G113
Rating: 
  • 4.4 Stars
    • 791 Reviews
Advantages:

Made from 60% leather and 40% rubber, Georgia’s Homeland model mixes a rugged exterior with a padded interior, resulting in a high-quality pair of waterproof boots.

They’re tough enough to keep the elements out, but comfortable enough to keep your feet feeling supported.

The Homelands have a steel shank, an 11-inch height, and they use Georgia’s waterproof leathers to keep your feet dry as a bone, offering a level of protection from the elements that few can match.

Promising Review:

Comfortable right out of the box. Great price for a good non steel toe boot. I’ve waded through 6-8″ creek with no leaks.

I was looking for boots with a rugged ,non slip sole for working in the woods and these boots fit the bill.

Grady


More Advice on Comfortable & Supportive Shoes from Irreverent Gent:
More Advice on the Most Comfortable Work Boots from Around Ye Olde Interwebs:
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The Recap ↓

Most Comfortable Work Boots

Dave Bowden

Most Comfortable Work Boots Out of the Box: Ever Boots Tank Soft Toe Leather Work Boots
Most Comfortable Steel Toe Work Boots: KEEN Utility Men’s Pittsburgh Steel Toe Work Boot
Most Comfortable Pull On Work Boots: Irish Setter 83907 Wellington Work Boot
Most Comfortable Waterproof Work Boots: Keen Detroit XT Mid Boots
Most Comfortable Lightweight Work Boots: Under Armour Men’s UA Valsetz RTS Tactical Boots

Summary

When it comes to comfort, there are some work boots that stand above the rest. Each of the models on our list of the best work boots provides the comfort and support you need for long hours on the job.

4.4