What Are The Most Comfortable Work Boots Of 2015? Here’s Our Top 5

One of the most important things to look for in your next pair of work boots is comfort, no matter what type of work you’re involved in. It goes without saying that standing up for a long period of time, whether you’re doing intensive labor or not, is painful when you’re not wearing boots that are adequately comfortable.

Finding the right balance of durable and comfortable work boots isn’t always easy, so we’ve gathered together our top five picks for the most comfortable work boots to grab in preparation for the new year (and beyond).

1st. Thorogood 814-4200 American Heritage 6-Inch Moc Toe Boot

Thorogood Men's 814-4200 American Heritage 6" Moc Toe BootThe Thorogood 814-4200 Men’s work boots are built for two primary things: extra tough durability with a full-grain leather exterior, and, most relevant to this particular post, comfort no matter how hard you work them. The boot features dual-density insoles will help absorb shock as the fiberglass shank provides the support you want.

The Thorogood 814-4200 boot comes in three colors: tobacco (shown here), black, and black oil with narrow, wide, and standard shoe size options. To check out those options, head over to the Buy Now link below.

What Customers Say

We previously did a review of these boots, and that’s not the only reason the Thorogood 814-4200 sits at the top of the list. Ask just about any owner of these boots and they’ll tell you that for comfort, there aren’t many options out there better than this. Its high quality leather exterior means you’ll have to break these in, but it also means, more importantly, that you can expect these Thorogood boots to take plenty of punishment.

Pros: Very comfortable in harsh environments and very durable in the same.

Cons: Can be a bit pricy if you’re not able to find them on sale; arguably a tad overkill in less harsh work environments.

Price: On sale for as low as $99; regularly around $190.

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2nd. Timberland PRO Men’s 26036 Direct Attach Six-Inch Soft-Toe Boot

Timberland PRO Men's 26036 Direct Attach Six-Inch Soft-Toe BootTimberland boots are the gold standard for a wide variety of purposes, and the Timberland PRO Men’s 26036 Direct Attach Six-Inch Soft-Toe boot aims to excel in all the areas you’d expect: long-lasting comfort.

These may not be built for harsh environments, but don’t take that to mean they can’t take a beating. The Timberand PRO boot features waterproof leather and Thermolite insulation that, together, keep your feet dry and warm. Comes in a wide variety of colors and in both wide and medium sizes; click the Buy Now button below for more details.

What Customers Say

Timberland boots have a solid reputation for being flexible and comfortable, and that’s certainly the case here. In fact, several customers claim the Timberland PRO 26036 boots are some of the most comfortable ones out there. If you do a lot of work that involves walking outdoors, walking and/or standing on concrete for a period of time, these are for you. Once you’re done with work, these puppies work great for hiking as well. Being waterproof and well-insulated, they also make good winter work boots!

Pros: Outstanding comfort and insulation; not heavy duty but versatile.

Cons: Some customers report that the soles can wear out quickly. Your mileage may vary.

Price: Often on sale for around $114; regularly around $150.

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3rd. Caterpillar Men’s Diagnostic Waterproof Steel-Toe Work Boot

Caterpillar Men's Diagnostic Waterproof Steel-Toe Work Boot Caterpillar’s boots are meant to withstand hard work for an extended period of time, and the Caterpillar Men’s Diagnostic Waterproof Steel-Toe Work Boot is no exception. Where it also excels is its removable EVA foam insert (with gel technology) and 200g Thinsulate insulation with Nylon mesh lining to keep your feet comfortable and dry.

The Diagnostic Waterproof Steel-Toe Work Boot comes in dark beige, as is about standard for caterpillar boots, and comes in a wide variety of sizes. Check out the Buy Now link below for more info.

What Customers Say

You’d expect Caterpillar’s Waterproof Steel-Toe Work Boots to require some breaking in considering their durability and material, but the majority of reviews say that these break in quickly — and they’re just as comfortable as you could possibly want in a pair of work boots for use in medium to hard labor. Some reviews question just how “waterproof” these boots really are, so don’t expect too much in that department.

Pros: Excellent comfort in a variety of work environments.

Cons: Not quite as waterproof as the manufacturer claims.

Price: Often on sale for around $100; regularly around $150.

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4th. Wolverine Men’s W02421 Raider Boot

Wolverine Men's W02421 Raider BootThe men’s W02421 Raider work boots from Wolverine is clearly built for comfort; you’ve got mesh lining, single-stitched welt with a 6-inch lace-up leather shaft. If all of that isn’t enough for you, this boot features a cushioned collar for added comfort and a rubber sole.

The Wolverine W02421 Raider work boots come in brown and are available in your standard sizes. For more specifics on that, follow the Buy Now link below.

What Customers Say

Comfort is what Wolverine aims to excel at with the W02421 Raider boot, and most customers will tell you they hit the mark — in fact, you don’t need to look far to find someone who will tell you they’re some of the most comfortable pair of boots they’ve ever owned. With that said, there are others who don’t feel it matches up to its competition in terms of comfort (keep in mind that there are far fewer customers who make this claim). As for durability, expect to be able to use these in medium working conditions.

Pros: Overall fantastic comfort for many work environments. Costs less than some of its competition but sacrifices nothing.

Cons: Reviews are generally positive, but the level of “comfort” offered may vary.

Price: Often on sale for around $100; regularly priced at around $150.

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5th. Chippewa Men’s 6-Inch Rugged Handcrafted Lace-Up Boot

Chippewa Men's 6-Inch Rugged Handcrafted Lace-Up BootChippewa’s 6-Inch Rugged Handcrafted Lace-Up Boot features a stylish design with Chocolate Apache leather resting under a 6-inch lace-up leather shaft. Not only is it stylish, it’s designed to keep your feet comfortable during those long days at work.

This boot comes in one color only and is available in the standard sizes. Follow the Buy Now link below for more specifics and detailed pricing.

What Customers Say

These Chippewa boots are made for not only comfort, but also durability — and the material used to make that happen means you can expect a considerable break-in period. Sizing, as is often the case with work boots, can be a little tough to figure out, with the general consensus being to go half a size larger. They’re meant primarily for working in the outdoors, but they certainly deliver on their promise of comfort despite made using rough materials. The Vibram sole certainly helps in that regard.

Pros: Comfortable, durable boot ideal for working in the outdoors.

Cons: Very long break-in period; some customers report a lower than expected lifespan before it’s time to get a replacement.

Price: Often on sale for around $160; regularly goes for around $190.

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By | 2018-03-23T16:56:17+00:00 December 31st, 2015|Best Work Boots, Work Boots Reviews|12 Comments

About the Author:

I like the outdoors, sightseeing, and.. playing video games possibly a little too much. I know, I know - the two don't always go together. But hiking and exploring have always been my thing, even as a kid. Comfort is important no matter what you're doing, be it hiking or treading through deep snow. Having the right boots for the right situation makes your trek much more comfortable and, perhaps more importantly, safe. Believe it or not, I also happen to know a thing or two about work boots!