Top 10 Men’s Pull-On Work Boots Designed for Comfort

Often, the key to success at work is efficiency.

When it comes time to slide your shoes on in the morning or before you go to work, being able to pull your boots on instead of lacing them up can make the difference between getting to work on time and being late punching in.

As you go about finding the best pull-on work boots, you want to choose some that are easy to slide and on and off but also that they will meet up to the demands of your job.

Read on to find out about which pull-on boots are best for you, regardless of your line of work.

Caterpillar Men's Revolver Pull-On Soft Toe$$4.9 out of 5
Ariat Men's Groundbreaker$$4.8 out of 5
Justin Original Men's Stampede$$4.7 out of 5
Georgia Boot Men's Georgia Athens Wellington$$$4.8 out of 5
Ariat Men's Workhog Pull-on H2O$$$4.8 out of 5
Carhartt Men's CMS4100 4 Romeo$$4.7 out of 5
Chippewa Men's 20075 10" Rugged$$$4.8 out of 5
Wolverine Men's W04826 Buccaneer$$$4.8 out of 5
Carhartt Men's CMP1100 11 Wellington$$4.8 out of 5
Timberland PRO Men's 47017 Titan HD$$$4.9 out of 5

Caterpillar Men’s Revolver

This boot goes up to mid-calf and has a 10-inch shaft. It features pull tabs on either side of the boot, which is a benefit because it gives you a sturdier grip when you are pulling the boot on but also a drawback because you have to use two hands to pull the boot on.

It also features a soft toe, oil-resistant and slip-resistant outsole, and good traction on the sole.

The Caterpillar Men’s Revolver boot fits well for a non-fitted boot. However, the ankle area is too tight for some people to fit over their wide foot.

Some people also find that the calf area is a little large, however, this can be a good thing if you have large calves.

These boots are resistant to water, but they are not waterproof. Finally, the leather is soft but still durable and breaks in easy.

Verdict: If you need a basic pull-on boot for work, these may be a good option. As long as the fit is okay, this boot is both durable and comfortable. 

Ariat Men’s Groundbreaker

These Groundbreaker work boots come with a wide opening that makes them easy to slide your feet in but also features pull tabs on either side of the boot that you can use to quickly and easily tug the boot on.

Appearance wise, they offer a soft round toe and great attention to detail. They are designed tough like a work boot but are more attractive, which makes them versatile for wear.

The outsole is thick and made of rubber. It absorbs impact as you walk but is also hard enough to handle any terrain. The outsole is slip-resistant, oil-resistant, and lugged to grip any surface.

The one downside is that its toughness may make it too rigid for some people. If you find it uncomfortable, you can consider purchasing an outsole.

There are two downsides. First, the break in period can be rough but you will find that these slip-on work boots offer a customized fit after a few weeks of wear. Second, these are not a good choice for people with wide feet.

Verdict: This boot is an excellent choice for any terrain. While the outsole is a little tough, this is necessary for the way that it holds up to the different surfaces you may walk across during the day. While they are not the best choice for people with wide feet, they are durable and comfortable. 

Justin Original Stampede

These boots feature pull tabs on either side of the boot and an embroidered upper that is dressy but still casual. You will find that the leather of the upper is rugged and soft, but also durable.

It does not scuff easily, offers great ankle support, and has a quick, painless break-in period.

Finally, it comes with a removable orthotic insert and an internal mesh lining that helps create air flow, so the boots do not get too hot.

There are three downsides. First, some people feel that the leather breaks in too much and no longer offers the amount of support they would like.

Second, the included orthotic insert does not have as much arch support as it could, but it can be replaced.

Finally, the stitching between the upper and the outsole could be better and they may separate after a few months of heavy wear.

Verdict: The leather of this boot is soft and comfortable. It also has good air flow, which will help keep your feet cool. If you need a lot of support from your leather or spend a lot of time in water these may not be the best choice, but they are otherwise a great boot. 

Georgia Men’s Athens

This pair of pull-on safety boots features a rounded moccasin toe, a shank for ankle support, and pull tabs on either side of the boot.

They are waterproof and come with a thick, rubber outsole that absorbs impact as you walk and a sturdy leather upper with extra reinforcement in key areas to help them withstand abuse.

These boots also have an EVA midsole and memory foam footbed, both of which work to add comfort.

The outsoles are comfortable enough and durable enough to tackle any surface, including concrete. The flexible outsole also makes walking natural.

The one thing that you should consider is the struggle that you may have putting it on.

While pull-on boots are typically made to slide onto your feet easily, these may need quite a bit of tugging before you can get them on.

This will be better once the leather stretches after the break-in period, though.

Verdict: These waterproof work boots are comfortable, offer great arch support, and are durable. You will have no problem standing in them all day, as long as you can pull them on to your feet. After the break-in period, you will find that these are like walking on clouds. 

Ariat Men’s Workhog

This boot works as a pull on because of the dual pull tabs on either side of the boot and U-Entry unique turning system that allows anyone to get into their size, regardless of the width of their foot.

This system also makes them easy to pull off. These boots also feature waterproofness, a slip- and oil-resistant outsole, and a wide shank that makes them stable enough for standing on steps or ladders.

These slip-on boots also have several features that add to their comfort. The rubber outsole is anti-fatigue and designed to both improve posture and help absorb impact.

It also features an EVA midsole and a gel-cushioned footbed that also wicks away moisture to keep your foot dry. Finally, they are durable and will last for years.

There are two things you should consider before purchasing this boot. Fist, the ankle area is a little wide for some people and you may find that it slides a bit.

Second, the surface of the boot cannot be shined but a good bristle brush works to buff out most scratches and scuffs.

Verdict: If you do not mind an ankle area that may be a little loose, these western boots are an excellent choice. They are comfortable, will help improve your posture, and work to stabilize you and make sure you do not slip off of any surface. 

Carhartt Men’s Romeo

This boot is casual enough that you can wear it around town but durable enough to get the job done on construction sites or logging sites.

The entire boot is waterproof, including the gore material on the sides that stretches like elastic so you can easily slide your foot in, regardless of its width.

It also features a roomy toe area, waterproofness, and an outsole that is resistant to slips, shocks, oil, and corrosive chemicals.

These lightweight, ankle-high boots are also so comfortable that you can wear them all day. The outsole is supportive but flexible enough to walk in naturally, regardless of what you are doing.

Additionally, they come with an OrthoLite insole that feels like a cloud beneath your feet.

The only downside of this boot is the pull tab. While it is conveniently located on the back of the boot so that you can pull on your shoe, it is rather small. Some people have had trouble getting their fingers to fit inside of the pull tab.

Verdict: The downside of this work boot is a minor flaw that can be overlooked once you find out how comfortable it fits. It is versatile, comfortable, and offers plenty of safety features for a wide range of jobs.  

Chippewa Men’s Rugged Handcrafted

These boots are lightweight and comfortable. They are cool enough that you can wear them in the summer and also offer excellent arch support, even for people with high arches.

The Vibram outsole grips well and is soft to walk on, which makes them comfortable for all day wear- even on concrete. The downside of the shoe is also its softness because it may break down easily. The outsole is also not as aggressive as some people need.

This pull tabs of this work boot are located on either side, so you can get a sturdy grip to pull up your boot. Unfortunately, the pull tabs run on the small side so you may not be able to get your finger in them.

They can also cause rubbing if you do not wear a pair of tall socks with these boots.

The upper are made of real leather and they have an authentic leather appearance. This makes them durable, but also means that the break-in period can be rough.

Additionally, some people find that the leather wrinkles with a lot of wear, especially in areas where the foot bends. You may also find that the leather is not stretchy before the break-in period, so people with wider feet have trouble getting their foot into the boot.

Verdict: This shoe does have some drawbacks, but it can be a good choice for people with narrow feet who work on indoor surfaces but still need a work boot. 

Wolverine Men’s Buccaneer

This steel toe option comes with dual pull tabs on either side of the boot to help you get it on and off.

It comes with a leather upper (it even has the authentic leather smell) and an outsole constructed of compression molded pads that absorb shock as you walk.

This design makes the outsole flexible and helps to reduce back, knee, and hip fatigue and pain.

Additionally, this boot has a mesh lining that wicks away moisture, a full cushion footbed that is removable, and waterproofness. It is comfortable to walk in.

There are two downsides to this shoe. First, the steel toe can be uncomfortable for people with wide feet.

Second, the inner lining tends to tear in the heel area after a year of heavy use. Some people found that this made the stell toe work boots impossible to take off without cutting the lining.

Verdict: These shoes are comfortable to walk in and offer plenty of safety features. They may not be the best option for people with wide feet, but are otherwise an excellent steel toe pull-on work boot. 

Carhartt Men’s Wellington

These mid-calf height boots have a wide opening on the upper part of the boot and large pull tabs on either side that are sturdy.

The upper is constructed of authentic leather and Cordura membrane, which is resistant to abrasion and waterproof.

The entire boot is waterproof inside and out because of the leather, Cordura, and inner lining. As an added benefit, the Cordura membrane is breathable.

This boot has a few other great features as well, including the OrthoLite insoles that are soft and pillow-like and comfortable outsoles. The outsoles are also slip- chemical- and oil-resistant.

Additionally, the design on the bottom of the sole grips ladders and other surfaces well. Finally, the boot has a heel counter that adds a good amount of heel and ankle support and stops your foot from sliding around.

There are two disadvantages. First, it is hard to get your foot in the boot at first because of the heel cup. Second, the shank in the midsole may start clicking after wear and tear, especially if it is bent.

Verdict: The slight disadvantages of this pull-on work boot can easily be overlooked when you consider the benefits. These boots are waterproof, comfortable, and grip any terrain. 

Timberland PRO Men’s Titan

This pull-on style work boot is steel toe, waterproof, and electrical hazard safe. It is also slip-resistant and grips ladders well. Another great feature is the molded heel cup, which keeps your foot from slipping around inside of the boot.

They are durable and designed to take a beating and also come with a soft, synthetic sole that absorbs impact to relieve pressure on your joints and back as you walk.

These boots are also insulated. They will not slip on ice, but they do not have deep tread either.

This is a benefit because you do not have to worry about mud or snow getting stuck in them, but some people find that the tread is not as aggressive as they would like.

There are a few considerations that you should make before purchasing. The heel cup does provide extra support, but it does make it hard to take the boot off.

You may also find that the boot can be difficult to pull on, but it will stretch and become easier with time. Some people also found that the toe box was too narrow. Finally, the sole can crack with wear and tear.

Verdict: This work boot does have its downsides, but it is durable and also comes with many of the safety features required by some workplaces. They are also comfortable, insulated, and have a non-slip tread that will keep you safe. 


So, which of these is the best men’s pull-on work boots?

Carhartt Men’s Romeo

The reason that this boot is the best is because it stretches to accommodate wide feet, is waterproof and is durable. It is also resistant to shocks and slips.

While it will not work for someone who wants a boot that rises higher than ankle height, its only minor flaw can be overlooked for the many benefits that it offers.

In addition to the safety features of this boot, it is comfortable to walk in and will not tire your feet throughout the day.

As you go about choosing the perfect work footwear, do not be afraid to shop around. Compile a list of the features that you need, including safety features for your workplace and how important things like comfort and durability are to you.

From there, you will be able to find a pull-on work boot that fits you and your job, as long as you are not afraid to do a little searching.