The Best Black Leather Boots for Men (Under $150)

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Every self-respecting man should own a pair of black leather boots. They’re a wardrobe staple that can outlast nearly everything else you have, and their designs all mean business. It’s not even hard to look great in them, as they can work with casual denim jeans and suit trousers equally well. 

Of course, some boots are simply much better than others. They’re either more comfortable on your feet or sturdier than most. Though boots are primarily designed with function in mind, years of outstanding craftsmanship can’t help but produce magnificent-looking pairs. And the best of all, you don’t need to spend a pretty dime to get yourself something you’d wear for years to come. 

If you need a new pair of black leather boots and want to get the best value for your buck, check out our top recommendations below.

Comparison Chart

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Dr. Martens 1460 Originals 8 Eye Lace Up Boot,Black Smooth Leather,3 UK (4 M US Mens / 5 M US Womens)
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Clarks ORIGINALS mens Desert chukka boots, Black Beeswax Leather, 7.5 US
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Timberland Men’s 6 inch Premium Waterproof Boot Fashion, Black Nubuck, 7.5
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Blundstone Super Chelsea Boot, Unisex, 11.5 Men 13.5 Women,Black
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Skechers USA Men’s Segment-Dorton Chukka Boot,Black Leather,10.5 M US
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Bruno Marc Men’s Chukka Black Suede Leather Chukka Desert Oxford Ankle Boots Size 11 M US
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Harley-Davidson Men’s Scout Motorcylce Harness Boot, Black, 10.5 M US

Dr. Martens 1460 Originals Eight-Eye Lace-Up Boot

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Highlights

  • Imported
  • 100% cowhide leather
  • Air-cushioned synthetic sole 
  • Pull-on loop, grooved sides
  • Fits as expected 70% of the time

The Dr. Martens 1460 is more than just a shoe. It’s a cultural icon. Named after the date that production started (April 1, 1960), it continues to be a popular choice today with its distinct combination of ruggedness and wearability. Though it’s available in numerous styles and colors, each 1460 boot still has all the signature elements of the original: eight-eyelet lace hardware, pull-on tab at the back, and yellow stitching across the grooved sides of the air-cushioned PVC outsole. 

Clarks Originals Men’s Desert Boot

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Highlights

  • Imported
  • 100% smooth leather
  • Crepe sole
  • Classic all-day comfort
  • Fits as expected 65% of the time

Another well-loved design that remains popular decades after it graced the men’s fashion scene, the Clarks Originals Desert Boot should be at the top of your list if you’re after an all-day comfort. Its crepe sole continues to make it one of the most comfortable pair of black leather ankle boots you could ever wear. 

Timberland Men’s 6 Inch Premium Waterproof Boot

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Highlights

  • Imported
  • Full-grain leather 
  • Guaranteed waterproof
  • Fits as expected 75% of the time

Timberland offers some of the very best footwear for the outdoors. You’ve got thick treads for excellent traction and well-cushioned footbeds for added support. With its seam-sealed construction, the leather upper remains fully waterproof, making them perfect for the countryside. Or, head downtown with your rugged pair matching any kind of streetwear. Having such versatile black boots mean you’ll always have a comfortable go-to anywhere you go.

Blundstone Unisex 550 Rugged Lux Boot

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Highlights

  • Imported
  • 100% thick leather
  • Cambrelle footbed
  • Front and back pull-on tabs
  • Fits as expected 74% of the time

Who says work boots can’t look snazzy? Blundstone’s 550 series of Chelsea boots look better than ever with its improved contours and reinforced stitching. Slip easily into its soft leather-lined interior with dual pull-on loops and stretch fabric goring. Your feet can breathe and stay dry cushioned within the thick leather upper and moisture-wicking Cambrelle footbed. Its heat-formed heel is designed to disperse the impact of each step, reducing the rebound that your feet, ankles, and knees experience. Whether you wear these to work or to a party, you’ll know you’d be comfortable every step of the way.

Skechers Men’s Relaxed Fit Segment – Dorton Boot

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Highlights

  • Imported
  • Natural leather and synthetic sole 
  • Gel-infused memory foam insole
  • Concealed goring 
  • Fits as expected 65% of the time

If you need to be light on your feet for long periods, Skechers Relaxed Fit Dorton gives you the bounce you want in your step. It features the brand’s trademark air-cooled memory foam, a multilayer footbed that combines moisture-wicking insole, gel-infused foam, and molded Dual-Lite base to relieve ankle pressure and maximize the shoe’s breathability. Its side panels are concealed and segmented to make it easier to get on or off, while reinforced stitching enhances durability. Enjoy better mobility with these black leather ankle boots comfortably hugging your tootsies. 

Bruno Marc Men’s Suede Leather Chukka Ankle Boots

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Highlights

  • Suede leather upper
  • Dual elastic goring 
  • EVA footbed cushioning
  • TPR outsole with wave-point design
  • Fits as expected 70% of the time

Though it’s the least expensive in this list, the Bruno Marc chukka boots don’t lack premium quality and comfort. They’re such a pleasant pair to wear, with the easy slip-on design featuring dual elastic goring panels, rear pull tab, and soft, breathable insole. You’ll find these black leather ankle boots a very flexible fashion choice since its suede upper works well in casual get-ups and classy ensembles. Take steady, confident steps with its non-skid rubber sole that also absorbs impact pretty well. 

Harley-Davidson Men’s Scout Boot

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Highlights

  • Imported
  • 100% distressed leather
  • Leather harness and interior zipper
  • Metal shield with brand logo
  • Fits as expected 72% of the time

Harley-Davidson boots are as badass as you can get. When you aren’t shy about showing a no-nonsense attitude, these black leather boots are a daunting weapon of choice. From the leather harness across the heel and front to the easily recognizable large metal bar and shield of the brand, the Scout is unmistakably impressive. Its full-grain leather and tough rubber outsole make it versatile and durable, while a locking side zipper makes it easy to put on and ensures a snug fit. Embrace the free-spirited stance of the open road with these kick ass riding boots.

Why You Should Always Have Leather Boots

Just like a pair of denim jeans, black leather boots are simply an essential item to have in your wardrobe. They’re so easy to blend with any look you’re going for, and the rugged designs can add some extra oomph to your getup. Their full leather and synthetic sole construction ensure your feet stay comfy and well-protected, giving you the confidence of going about your business. 

Though there are a variety of black leather boots to pick from, you’ve hopefully gotten enough variety and information from this shortlist to find the boots that match exactly what you need. 

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