Most Comfortable Black Leather Shoes

Step into unparalleled comfort with our collection of the most comfortable black leather shoes. Designed for all-day wear, these shoes feature cushioned insoles and supportive arches to keep your feet feeling great. The sleek black leather adds a touch of sophistication, making them perfect for both casual and formal occasions. With a variety of styles available, you can easily find the ideal pair that combines comfort and elegance. Elevate your footwear game and experience the perfect blend of style and comfort with every step you take.

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12 products
View:  All|12 Products
On Sale
Dr. Martens Women's 2976 Leonore Farrier Leather Chelsea Boots
  • Black Burnished Wyoming
  • Saddle Tan

Dr. Martens Women's 2976 Leonore Farrier Leather Chelsea Boots

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WAS: $179.99*

(32)

Comfortable right out of the box. ... Warm cozy comfortable ... Really Comfortable ... Very comfortable. ... They were very comfortable from the start. ... Comfortable and

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5 Candygrl
Absolutely love these boots! Perfect for NYC ’s snowy weather

5 Dandthecrew
Love these boots! They keep my feet warm while being a little edgy and stylish. I ’ m a 5. 5 to 6 in shoes and the 6 fit perfectly with some room for socks.

5 Jschneider
Purchased about a month ago. They are Comfortable, stylish, and warm! Definitely would purchase them again or in another color.

5 Sheila11
I struggled with whether to buy the 6 or 7. I 'm a true 6- 6. 5. I ended up with the 6 and after a little break in, it was definitely the right decision. Very comfortable and warm enough to wear for recess duty for Michigan winter. Bought the brown color and get tons of compliments. My new favorite.

5 LikesDrMartin
Great pair of shoes! I would recommend them! A little heavy but sturdy.

Dr. Martens Men's 1460 Greasy Leather Lace Up Boots
  • Black

Dr. Martens Men's 1460 Greasy Leather Lace Up Boots

$169.99

(8)

Great pair of shoes ... Very Comfortable ... He absolutely loves them& says they ’ re really comfortable. ... air- cushioned sole for extra comfort ... Basic dr marten boot that looks stylish and good for

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5 Slysugar77
Bought these for my husband for Christmas and he loves them. He has several colors and I ’ m replacing his black ones he ruined years ago with these!

5 DMV_Teej
I really love my boots. It ’s now my 4th pair. I like how Dr. Martens can be dressed up or dressed down. I wear them to work giving a professional look, but then I can still rock them at happy hour with a dressed down look. If you never had a pair they are heavy. They weigh at least 4- 5 pounds.

5 Dona 77
Bought this as a Christmas gift for my daughter and it fits her well and she loves it

5 Carbee978
These were bought for my son as a Christmas gift. He absolutely loves them& says they ’ re really comfortable. I ’ m tempted to get a pair for myself

5 Dwight8
Good Quality Boots. Happy with my purchase. Will purchase them again in the future.

On Sale
Nike Men's Air Force 1 '07 Shoes

Nike Men's Air Force 1 '07 Shoes

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WAS: $114.99-$129.99*

(2108)

low- cut fashion sneaker for performance or casual wear leather upper materials for super durability and longevity nike® air midsole cushioning for added comfort flexible collar allows for full range of motion full- length rubber outsole for

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5 APJ56
I bought this less than a month ago and the shoe was stylish and very comfortable

5 PDrew
I love the Nike Air Force 1 because it ’s the perfect blend of classic and modern style. Whether I ’ m dressing up for a night out or keeping it casual during the day, these shoes always work. They ’ re clean, comfortable, and versatile enough to wear for any occasion—from laid- back weekends to more polished looks.

5 CrisbelyG965221779
They are such a classic and amazing shoe, super convenient to pair with any outfit and comfortable as well.

5 MattC953056040
Love them. Super comfortable and the break in was very quick and minimal.

5 Dboog
Air Forces are always a go to shoe. It never goes out of style.

On Sale
Dr. Martens Women's 1460 Pascal Boots
  • Black

Dr. Martens Women's 1460 Pascal Boots

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WAS: $169.99*

(78)

Soft leather great for comfort& easy to keep clean. ... Very comfortable boots! ... So comfortable. ... air- cushioned sole for premium comfort ... I like my new boots, the leather is soft and has...

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5 Frigg99988
I was surprised to see that Dicks sold these. They are comfortable and I love them!

5 Mkaur
I love these boots so much, they go with every outfit and are actually super comfortable!!( ⁠≧⁠▽⁠≦⁠)

5 bobtwentyfive
Bought these as a gift and they 're awesome! Fit my family member great and look amazing.

5 Cinder Rella
Loved them but ended up returning them because I really didn ’ t think I would wear them. The color is an antique rose color.

5 Elly
Really nice shoes,highly recommended!soooooooooooo

Teva Women's Midform Chelsea Boots
  • Black

Teva Women's Midform Chelsea Boots

$120.00

Quick Facts

These shoes look great ... best for: all- day wear, festival wear, getting around town, wearing with socks leather sourced from tanneries certified by leather working group, whose mission is to promote sustainable and appropriate environmental...

ECCO Men's S-Casual Golf Shoes
  • White
  • Black

ECCO Men's S-Casual Golf Shoes

$168.99

Quick Facts

design and performance casual upper fashioned from breathable and premium ecco leather with perforations on the side piece ecco- tex waterproof membrane keeps your foot dry and comfortable in wet conditions removable ortho- lite insole for long- term cushioning and...

Bogs Women's Holly Zip Waterproof Leather Chelsea Boots
  • Black
  • Brown

Bogs Women's Holly Zip Waterproof Leather Chelsea Boots

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WAS: $144.99-$165.00*

(28)

Comfortable and Stylish Casual Ankle Boots ... These are comfortable and stylish casual boots. ... rebound cushioning provides all- day comfort and energy return bloom eco- friendly, algae- based eva footbed that helps clean polluted water habitats...

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5 Vicki
These fit perfectly. Comfortable and easy to wear.

5 Anne
These are now my favorite winter snow/ice boot! The traction has everything I was looking for.

5 Chalen
I am very pleased with my Holly Zip Leather boot. I was looking for a sturdy, lightly lined boot with good tread for walking on winter sidewalks. They provide nice arch support, are snug but not tight, and are comfortable when walking. These boots are also stylish. Another successful Bog boot purchase:)

5 Cindy
These boots are comfy and warm, yet not too hot for wearing around town.

5 Erin
I love these boots! They are rugged, so comfortable and great for around town too. I had to order a 1/2 size up after receiving my first pair. Once I got the right size I was thrilled.

Merrell Moab Adventure 3 Chelsea Waterproof Boots
  • Earth
  • Black
  • Crisp

Merrell Moab Adventure 3 Chelsea Waterproof Boots

$159.99

(22)

waterproof membrane seals out water and lets moisture escape full grain leather upper double stretch gore for easy on and off 100% recycled mesh footbed cover& microfiber lining cleansport nxt™ treated for natural odor control removable pu footbed merrell air cushion in the heel...

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5 Brandy
Best boot we ever bought. Sturdy, waterproof and lightweight. Wear them as dress or to work. Clean up easily.

5 Johnny 4
I received these 2 days ago perfect right out the box. I am a corrections officer I wear these on duty and no break in required perfect from the get go as are all my merrells

5 Rick Merrell
Alway wear Merrell ’s a little expensive but highest quality

5 Esn87
Fits like a glove. Finally a boot that comes in “ wide ” sizes. Comfortable and grips well.

5 Sparky
Nice boot! Wore these after a recent snowstorm and they performed great! Kept my feet dry and good traction too.

On Sale
SOREL Women's Evie II Waterproof Chelsea Boots
  • Black/Sea Salt
  • Omega Taupe/Gum 2

SOREL Women's Evie II Waterproof Chelsea Boots

$83.99

WAS: $139.99*

(47)

Truly, they are about the most comfortable shoe I ’ ve tried on! ... waterproof leather upper for a durable and breathable fit removable molded eva footbed with synthetic topcover for comfortable all- day wear molded bpu- pu wedge gore panels for...

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5 cece72
The SOREL Women's Evie II Waterproof Chelsea Boots are very comfortable.

5 Nonnie Donnie
I ’ m am a big fan of Sorels. They are a great boot for the harsh New England winters. Until recently, I didn ’ t realize they had other more stylish options available.

5 R. Porter
Super cute! Perfect fit and true to size. Color ordered was black.

5 Susan
Love these boots! Warm, stylish, and good traction too!

5 Just258
I own two other pairs of Sorels for rain and snow, but this is my first pair intended for work wear. I walk nearly a mile to my office in Boston, and I can confidently say these are incredibly comfortable. They provide great stability on various types of pavement and are warm while still offering enough room to wear heavy socks. I highly recommend them!

SOREL Women's Emelie III Waterproof Chelsea Boots
  • Black/Black

SOREL Women's Emelie III Waterproof Chelsea Boots

$159.99

(27)

removable molded eva footbed with synthetic topcover for comfortable all- day wear ... waterproof full grain leather upper for a durable, breathable fit seam- sealed waterproof construction medial zipper heel pull tab for ease of entry lateral wrapped

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5 Shaina
A nice snow or wet boot for changing weather, while professionally appropriate. Does need water proofed after a few month.

5 WRGA
This is my third pair of Emelie III. It's a great blend of casual and class. They can be worn right out of the box, I 've had absolutely no blisters with any of them. Easy on and off and truly waterproof.

5 Mindy
I love these boots. Lighter than my Blundstones and comfy to work in. Second pair I ’ ve purchased. I feel like I ’ m a true size 9M and they fit perfect.

5 Erin
Thanks SOREL for supplying me with work shoes! This is my fourth pair of Sorel boots. I have worn them for years. These shoes get beat up and worn out. I have gotten rid of one pair, a suede pair, because after years of being in the elements they were not looking very professional anymore- but the shoe was still holding up minus the, understandably, worn down tread on the ball of the foot. The Emelie can be slipped on and off! Totally love this feature in a bootie. I ’ m still breaking them in but the foot shape that Sorel uses fits my “ pizza ” feet well( thinner mid foot and slightly wider toe splay). I sized 1/2 down for the Emelie because the last pair of boots I bought broke in so well that they are a tad floppy now. The Emelie is surprisingly still a tad big with thin compression socks but will be fine once I switch to my winter compressions. Love adding this to my collection!

5 Tina L.
By far the best and most comfortable boots, ever! They are so incredibly comfortable and made of materials that will last for years.

3N2 Men's Reaction Referee Shoes
  • Black

3N2 Men's Reaction Referee Shoes

$84.99

Quick Facts

The patent leather Referee shoes are very comfortable. ... patent leather upper provides lightweight comfort and durability eva midsole offers superior responsive cushioning, impact protection and elevates joint pain from long...

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