The Best Leather Work Boots for Men and Women

Nothing beats a good, reliable pair of leather work boots. 

And whether you are working in the corporate world or in industries that call for a tad bit of rugged work, this type of work boots make an excellent go-to choice.

Timeless, comfortable, and long-lasting, these classics have undoubtedly claimed their rightful spots in everyone’s wardrobe.

The Best Leather Work Boots for Men and Women

Advantages of Wearing All Leather Work Boots

It is believed that men started wearing leather boots in the 17th century. Back then, these boots come with buckles instead of laces.

Essentially, wearing a pair of leather work boots come with the following advantages:

  • Durable and long-lasting, making them worth the investment
  • Often very comfortable to wear and don’t fatigue the feet easily
  • Often go well with most outfits, and are fit for most types of jobs
  • Timeless and versatile, these boots never go out of style
  • Suitable for wearing even on rainy days, as most of them are water-resistant and/or waterproof

Features of The Best Leather Work Boots

Fast forward to today and leather work boots remain a timeless and iconic footwear. They are considered to be a classic that is versatile and goes well with almost any type of job.

Generally speaking, the best leather work boots often come with the following features:

  • Built to last long as they are crafted with fine, high-quality, premium leather
  • Suitable for all types of terrains as they are engineered with tough, sturdy, and high-traction rubber outsoles
  • Guarantees all-day, unbeatable comfort with [often removable] cushioned, moisture-wicking insoles
  • Perfect for use even during rainy days as they are constructed to be seam-sealed and waterproof

Reviews: The Top Men’s Leather Work Boots

Whether you are working in a relaxed casual environment, or a rugged workplace, your feet deserve nothing but the best leather work boots. Versatile, functional, reliable, and comfortable, the right pair will surely get your feet through a day’s work with ease.

Below are some of today’s best leather work boots for men.


1

Opening the list of the best leather work boots for men is a pair from footwear giant Timberland. The Timberland PRO Men’s 6” Pit Boss is everything that a work boot should be as it offers reliable protection, unmatched comfort, and timeless aesthetics.

  • The Timberland PRO Men’s 6” Pit Boss features classic, durable aesthetics with its full-grain leather uppers.
  • These brown leather work boots offer outstanding grip on all surfaces as they are crafted with sturdy, high-traction rubber outsoles.
  • The pair is also intricately crafted to bring comfort as it is equipped with polyurethane midsoles and removable sock liners.
  • These boots are designed to keep the feet from developing unwanted odor with their Cambrelle fabric linings that boast an antimicrobial treatment.
  • The Timberland PRO Men’s 6” Pit Boss is built to be extra tough as these boots are engineered with steel toes along with Goodyear Welt construction.

2

Second on our list is a pair of classic, comfortable leather Skechers work boots. The Skechers Men’s Relaxed Fit Segment Dorton Boot is a pair that doesn’t just appeal to the trend but meets comfort and functionality as well.

  • The Skechers Men’s Relaxed Fit Segment Dorton Boot features a durable, classic look with its oiled-leather uppers.
  • These leather work boots boast unbeatable comfort as they carry the brand’s gel-infused memory foam insoles along with Dual-Lite footbeds.
  • The pair also offers easy on and off as they are designed with concealed-goring side panels and rear pull loops.
  • These brown leather boots also feature reliable stability that doesn’t compromise comfort with their shock-absorbent midsoles.
  • The Skechers Men’s Relaxed Fit Segment Dorton Boot promises to keep the feet dry all-day with their moisture-wicking insoles.

3

For those in the search of black leather work boots, then the Skechers Men’s Mariner Utility Boot is among the best picks. A pair that is intricately crafted, these boots feature a timeless look along with unmatched all-day comfort and durability. 

  • The Skechers Men’s Mariner Utility Boot features a timeless look combined with durability with its oiled-leather uppers.
  • These leather work boots are also guaranteed to keep the feet stable on the ground as they are engineered with lugged rubber soles.
  • The boots also offer unbeatable comfort with their gel-infused, high-rebound memory foam insoles.
  • The pair boasts a good fit as they are designed with deep toe boxes along with supportive insteps.
  • The Skechers Men’s Mariner Utility Boot also guarantees superb breathability as they are crafted with the brand’s perforated dual-lite footbeds.

4

Next on the list are Timberland leather workboots. The Timberland Men’s White Ledge is a pair that boasts trail-ready performance and function. Durable and waterproof, these boots are also stylish yet extremely comfortable.

  • The Timberland Men’s White Ledge boasts durability along with its timeless aesthetics with its full-grain leather and textile uppers.
  • These leather work boots also guarantee to be trail-ready, providing deep traction wherever your feet take you as they are engineered with sturdy rubber outsoles.
  • This pair meets both performance and comfort as they are designed to removable dual-density EVA footbeds.
  • These black and brown leather work boots are designed to keep the feet dry and comfy all day as they are seam-sealed and waterproof.
  • Made to stay secure and fit all day, the Timberland Men’s White Ledge is equipped with rustproof speed lace hardware.

5

Making it to the list is a pair of casual, comfortable leather work boots. The Skechers Men’s Segment Melego Leather Chukka Boots are designed to give your feet that relaxed fit all-day along with aesthetics that go well with most outfits.

  • The Skechers Men’s Segment Melego Leather Chukka Boots boast a timeless profile as it is crafted with smooth, oiled leather uppers.
  • These boots are also guaranteed to be slip-resistant as they are engineered with flexible, high-traction, rubber outsoles.
  • These Relaxed Fit Segment boots are also made to provide extreme comfort as they boast gel-infused memory foam cushioned insoles.
  • The pair is also bound to provide unmatched stability as they are designed with shock-absorbing, ultra-supportive midsoles.
  • The Men’s Segment Melego Leather Chukka Boots are also fit for rainy days and/or wet work environments as they are crafted to be waterproof.

6

If you’re in search of a pair that can withstand unpredictable weather changes, then these leather work boots from Rockport are for you. The Rockport Men’s Waterproof Storm Surge Toe Boot is a pair that exhibits a very classic look, along with features that are bound to get you through the toughest rainy days.

  • The Rockport Men’s Waterproof Storm Surge Toe Boot is intricately crafted to showcase that classic, lightly rugged look with its durable leather uppers.
  • Boasting high traction and grip against slippery surfaces, these men’s brown leather work boots are equipped with slip-resistant TPR rubber outsoles.
  • These boots also provide excellent all-day comfort as they are designed with quick-drying mesh linings and cushioned polyurethane footbeds.
  • The pair is also designed to provide unbeatable shock-absorption as they boast the adiPRENE by Adidas sport technology.
  • Rugged and versatile, the Rockport Men’s Waterproof Storm Surge Toe Boot guarantees to be adjustable and secure all day long as it is equipped with a traditional lace-up closure.

7

Next up on the list are leather work boots from the shoe manufacturing giant Dr. Martens. Boasting the brand’s classic Doc DNA, the Dr. Martens Men’s Hardie Chelsea Boot is a pair of black leather work boots that fit both rugged and relaxed work environments.

  • The Dr. Martens Men’s Hardie Chelsea Boot boasts a durable yet classy look as the pair is constructed with matte black leather uppers.
  • These soft leather work boots are also perfect for all sorts of terrains and surfaces as they are engineered with high-traction synthetic rubber outsoles.
  • Built to perform comfortably, the boots feature wide openings along with the brand’s iconic Dr. Martens air-cushioned insoles.
  • These leather work boots are also engineered to be durable and sturdy as they boast a side-stitch construction.
  • Absolutely timeless, the Dr. Martens Men’s Hardie Chelsea Boot retains the brand’s classic Doc DNA as they are designed with grooved sides, yellow stitchings, and the brand’s signature scripted heel-loop.

8

Finishing up the list of the men’s leather work boots is a pair from boot manufacturer ariat. The Ariat Men’s Groundbreaker Chelsea is designed to provide both genuine comfort and all-day support. Classy and versatile, these boots are made to fit well within rugged work environments.

  • The Ariat Men’s Groundbreaker Chelsea is crafted to exhibit versatility and durability with its mix of textile and leather uppers.
  • These brown leather work boots are also engineered to provide heavy grip and traction as they are made with sturdy, rubber outsoles.
  • Bound to provide all-day comfort, these work boots with cushioned extra-comfort insoles.
  • This pair is also created to provide unbeatable protection as they are equipped with ASTM F2413-11 M I/75 C/75 EH rated steel toes.
  • Built for the construction, factory, and warehouse work, the Ariat Men’s Groundbreaker Chelsea are also engineered to stay dry all day with the brand’s breakthrough waterproof construction.

Reviews: The Best Women’s Leather Work Boots

Just like the men, the women, too, deserve the best pair of leather work boots. May it be in the field, in the farm, or in the warehouse, every hard-working woman out there should get her feet in the most durable leather work boots possible.

That being said, here’s our list of the best pairs specifically tailored for the women.


1

Opening the list for the ladies is a pair of Skechers leather work boots. The Skechers for Work Women’s Workshire Peril Steel Toe Boot is intricately crafted to provide protection to the feet, without compromising comfort.

  • The Skechers for Work Women’s Workshire Peril Steel Toe Boot boasts a timeless, cozy look that is fit for most types of work as they are crafted with durable buffalo horse leather uppers.
  • These leather work boots are also built for challenging terrains as they are engineered with heavy-duty, slip-resistant, lugged rubber outsoles.
  • The boots are also designed to be extremely comfortable as they are designed with a more comfortable fit along with removable, gel-infused, cushioned memory foam insoles.
  • These boots also promise to keep the feet secured and protected as they are equipped with ASTM F2412/2413-2011 I/75 C/75, EH-rated steel toes.
  • Designed to stay in place all day, the Skechers for Work Women’s Workshire Peril Steel Toe Boot comes with the brand’s very reliable traditional lace-up design and sturdy metal eyelets.

2

Next up is a classic from Dr. Martens. The Dr. Martens Bonny Chukka Boot is a pair built for the hard-working yet very stylish woman. Boasting both impressive, timeless aesthetics and durability, these boots are perfect both for work and casual purposes.

  • The Dr. Martens Bonny Chukka Boot carries the brand’s rugged, rebellious look with uppers that are made of a mix of high-quality nylon and leather.
  • These black leather work boots are also built to be oil, fat, and slip-resistant as they are equipped with sturdy, synthetic rubber outsoles.
  • Providing extreme comfort, the pair boasts the brand’s AirWair with Bouncing insoles.
  • Built for tough environments, these boots are built through the signature Goodyear Welted Construction.
  • Boasting the classic Doc DNA, the Dr. Martens Bonny Chukka Boot is designed with the brand’s iconic, distinctive famous yellow stitching and signature heel loops.

3

Making it to the list is a pair of Timberland leather work boots. The Timberland PRO Women’s Titan 6″ Safety-Toe Boot is a pair that boasts extra protection along with a 30-day comfort guarantee. Designed for the hard-working lady, these boots are among the iconic brand’s top-selling.

  • The Timberland PRO Women’s Titan 6″ Safety-Toe Boot boasts a timeless, classic black leather work boots look as they are constructed with durable full-grain leather uppers.
  • The pair is also built to provide excellent traction and grip with their sturdy, slip-resistant synthetic dual-density rubber outsoles.
  • Promising all-day comfort, these leather work boots are equipped with the brand’s PowerFit comfort system.
  • The pair also guarantees added comfort as they are equipped with mesh linings and high-rebound heel inserts.
  • Designed to stay snug and fit all day, the Timberland PRO Women’s Titan 6″ Safety-Toe Boot is crafted with speed-lacing hardware and padded collars.

4

Landing fourth on the list is another pair of Timberland leather work boots. Specifically crafted for women, the Timberland Women’s Jayne 6” Waterproof Boot offers durability along with a personalized fit. 

  • The Timberland Women’s Jayne 6” Waterproof Boot boasts breathable durability with its high-quality nubuck leather uppers.
  • These boots are also engineered to be slip-resistant as they come with sturdy, lugged rubber outsoles.
  • Boasting extreme, all-day comfort, the pair is also equipped with fabric upper linings, along with cushioned OrhoLite footbeds.
  • These leather work boots are also fit for use under wet conditions as they are seam-sealed constructed and waterproof.
  • The Timberland Women’s Jayne 6” Waterproof Boot offers a snug, personalized fit with its padded collars and lace-up closure.

5

Making it to our list of the best women’s leather work boots is another pair from Dr. Martens. The Dr. Martens Women’s 2976 Chelsea Boot is designed to fit a women’s feet comfortably. 

  • The Dr. Martens Bonny Chukka Boot carries the brand’s versatile, classic look with uppers that are made of high-quality leather.
  • Boasting high traction and slip-resistance, these boots are engineered with sturdy and flexible synthetic outsoles.
  • Like most Dr. Martens leather work boots, these are also designed to provide unmatched comfort as they feature the brand’s iconic air-way insoles.
  • Built to last long, the boots are heat-sealed and sewn together using a z-welt stitching pattern.
  • The Dr. Martens Bonny Chukka Boot is also designed for easy take on and off with its side-zip closure along with the brand’s iconic branded pull tabs.

6

Another on the list is a wheat-colored pair from Timberland. The Timberland PRO Women’s Direct Attach 6″ Soft Toe Waterproof Industrial Boot offers both unbeatable comfort and reliable protection that makes the pair perfect for use in tough work environments.

  • The Timberland PRO Women’s Direct Attach boasts a lightly rugged look along with impressive durability as the uppers are made of premium nubuck leather.
  • These work boots are also equipped for slippery surfaces as they are crafted with the brand’s lugged Timberland PRO® oil-resistant, non-marking rubber outsoles.
  • Comfort is indeed a top priority when wearing these boots as they feature open-cell polyurethane footbeds.
  • The pair also ensures that the feet stay dry and safe from unwanted odor and moisture as they are designed with mesh linings with antimicrobial treatment.
  • The Timberland PRO Women’s Direct Attach 6″ Soft Toe Waterproof Industrial Boot is also built for cold conditions as the boots come with 200g of breathable Thermolite® insulation.

7

Designed for the avid hiker, these Timberland boots may also serve as a reliable pair of work boots. The Timberland Women’s Keel Ridge is rugged, powerful, and impressively comfortable, making it worth considering for your next pair of brown leather work boots.

  • The Timberland Women’s Keel Ridge boasts breathable durability with uppers that are constructed with a mix of full-grain leather and textile.
  • The boots are also built to provide heavy traction and grip as they are engineered with durable, 34% recycled rubber outsoles.
  • Speaking of comfort, these boots will keep the feet snug with their well-cushioned OrthoLite® footbeds.
  • The pair also adds up extra protection to the feet with their lightweight, climbing-grade rubber toe tips.
  • The  Timberland Women’s Keel Ridge promises to keep the feet dry and comfortable all day as they are equipped with the brand’s Timber-Dry™ waterproof membrane.

Comparison Table: The Top Men’s Leather Work Boots

No.BootImageFeaturesBrandScore
1Timberland Men's PRO 6 - Steel Toe Boot
  • 100% Leather
  • Rubber Sole
  • Steel Toe
  • Anti-fatigue Insole
Timberland98
2Skechers Men's Relaxed Fit Segment - Dorton Boot - Leather Work Boot
  • Leather
  • Synthetic Sole
  • Rear Pull Loop
  • Memory Foam Insole
Skechers97
3Skechers Men's Mariner Utility - Utility Boot
  • Leather
  • Rubber Sole
  • Oil- and Water-resistant
Skechers97
4Timberland Men's White Ledge - Leather Waterproof Ankle Boot
  • Leather
  • Rubber Sole
  • Waterproof
  • Rustproof
Timberland96
5Skechers Men's Segment Melego Leather Chukka - Leather Waterproof Boot
  • Leather
  • Rubber Sole
  • Waterproof
  • Relaxed Fit
Skechers95
6Rockport Men's Waterproof Storm Surge - Toe Boot
  • Leather
  • Synthetic Sole
  • Slip-resistant
  • Waterproof
Rockport94
7Dr. Marten's Men's Hardie Chelsea Boot - Leather Work Boot
  • Leather
  • Synthetic Sole
  • Durable Side-stitch Construction
  • Easy-to-wear
Dr. Marten's93
8ARIAT Men's Groundbreaker Chelsea - Steel Toe Work Boot
  • Leather
  • Steel Toe
  • Waterproof
  • Oil- and Slip-resistant
ARIAT93

Comparison Table: The Best Women’s Leather Work Boots

No.BootImageFeaturesBrandScore
1Skechers Women's Workshire Peril - Steel Toe Boot
  • Leather
  • Synthetic Sole
  • Oil-resistant
  • Steel Toe
Skechers97
2Dr. Martens Men's Bonny Chukka Boot - Leather Work Boot
  • Leather/Nylon
  • Air-cushioned Sole
  • Branded Heel Pull-tab
  • Synthetic Sole
Dr. Martens97
3Timberland Women's 72399 Titan - Leather Work Boot
  • Leather
  • Synthetic Sole
  • Soft Toe
  • Mesh Comfort Lining
Timberland97
4Timberland Women's Jayne - Safety Toe Boot
  • Full-grain Leather
  • Rubber Sole
  • Waterproof
  • Rustproof Hardware
Timberland96
5Dr. Martens Women's Chelsea Boot - Boot With Zips
  • Leather
  • Synthetic Sole
  • Branded Pull Tabs
  • Slip-resistant
Dr. Martens95
6Timberland Women's Direct Attach - Industrial Boot
  • Leather
  • Rubber Sole
  • Waterproof
  • Thermolite Insulation
Timberland95
7Timberland Women's Keel Ridge - Mid Winter Boot
  • Full-grain Leather
  • Rubber Sole
  • Waterproof
Timberland94

Which Pair Of Leather Work Boots Is For You?

Leather work boots, without a doubt, are just timeless. They are durable enough to last year after year, wear after wear. These classic pairs are also designed to comfortable, reliable, and functional.

So whether you are working in a tough environment on a daily basis, or in a more relaxed workplace, the right pair of leather work boots will surely do your feet nothing but wonders.

And with what appears to be a wide range of functional, comfortable, and durable choices, which ones do you think are the best leather work boots for you?


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