Top 15 Best Leather Messenger Bags for Men in 2022

Sam Fletcher
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Leather messenger bags for men are a timeless accessory that will always be in style no matter how the times may change. Whether it’s the smart-looking professional who needs to look fashionable on his commute, or the college student toting around his class materials and a laptop, messenger bags are an essential accessory for any man.

What separates a leather messenger bag from other messenger bags is the material. Leather is heavy duty and can stand up to constant wear and tear. It can also be used in a pinch as an emergency seatbelt. Plus, leather messenger bags often have an equal balance of style and function. Many are used to transport important materials, making leather an ideal choice for a man who carries around his work documents or for a businessman who has to jet-set across the country every now and then.

Leather messenger bags are an investment and should be cared for the right way. If you are unsure of how to take care of your new bag, check out this article to learn how.

NameCategoryProduct
KomalC 16 Inch Buffalo Leather Briefcase Laptop Messenger Bag Office Briefcase College BagBest OverallKomalC 16 Inch Buffalo Leather Briefcase Laptop Messenger Bag Office Briefcase College Bag
NEWHEY Mens Messenger Bag Waterproof Canvas Leather Computer Laptop Bag 15.6 Inch Briefcase Case Vintage Retro Waxed Canvas Genuine Leather Large Satchel Shoulder Bag College BrownBudget PickNEWHEY Mens Messenger Bag Waterproof Canvas Leather Computer Laptop Bag 15.6 Inch Briefcase Case Vintage Retro Waxed Canvas Genuine Leather Large Satchel Shoulder Bag College Brown
Kenneth Cole Reaction Risky Business Messenger Full-Grain Colombian Leather Crossbody Laptop Case & Tablet Day BagUpgrade PickKenneth Cole Reaction Risky Business Messenger Full-Grain Colombian Leather Crossbody Laptop Case & Tablet Day Bag

1. KomalC 16 Inch Buffalo Leather Briefcase Laptop Messenger Bag Office Briefcase College Bag

Our rating: 9 / 10

KomalC 16 Inch Buffalo Leather Briefcase Laptop Messenger Bag Office Briefcase College Bag

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Pros:

  • Made of extremely high-quality buffalo leather
  • Available in a variety of color combinations
  • The bag expands as needed
  • Laptop sleeve nestles the computer safely in the bag
  • Has a great interior organizer

A messenger bag that you can wear on your shoulder or over your body, this bag from KomalC is a great choice for a lot of men. It’s constructed of tough, high-quality buffalo leather that’s plenty big enough for all manner of gadgets from laptops to tablets, cell phones, digital cameras and more. When you’re not using the bag, it can be locked as well.

The bag opens to reveal a zippered laptop sleeve, so you know that your computer will be well-protected when stowed inside this messenger bag.

There’s also a file organizer inside the bag for you to keep all your documents in order, and a ton of card slots and pockets for your everyday needs like your phone, pens, and wallets while you’re on the go. In short, there are few messenger bags that are better at serving your tech and documents.

2. Kenneth Cole Reaction Risky Business Messenger Full-Grain Colombian Leather Crossbody Laptop Case & Tablet Day Bag

Our rating: 9 / 10

Kenneth Cole Reaction Risky Business Messenger Full-Grain Colombian Leather Crossbody Laptop Case & Tablet Day Bag

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Pros:

  • Made with durable full-grain leather
  • Two interior compartments
  • Adjustable shoulder strap
  • Stylish
  • Front flap
  • Secure zippered closure
  • Top handle
  • Zip closure

This bag from Kenneth Cole Reaction definitely stands out from the other types of messenger bags out there. It has an amazing design that makes it stand out from the competition. It can be used as a briefcase, a tote, or a messenger bag. It is made with premium PU leather and has a dark brown appearance. The bag can easily be customized by adding patches to it. It also comes with waterproof lining.

It has a handsome look, and it can easily be used as a bag for a casual day out. This is a great choice for men who want to look stylish. The bag has reinforced leather straps that have a high quality. It is available in sizes ranging from 11.8 inches to 14.6 inches, and it also has an adjustable cross body strap.

The main compartment of the bag is also made with nylon so that the content of the bag does not easily get wet. This bag is available in compact sizes, so it is just right for people who are short in height. It has a sleek shoulder tote sDesign and very impressive sewing work.

3. DHK 18 Inch Vintage Handmade Leather Messenger Bag Laptop Briefcase Computer Satchel bag

Our rating: 9 / 10

DHK 18 Inch Vintage Handmade Leather Messenger Bag Laptop Briefcase Computer Satchel bag

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Pros:

  • Made from 100% REAL Leather
  • Very fashionable look
  • Bought large enough to fit my functional organizer!
  • Can easily fit a 15.6" laptop
  • Perfect Slouchy design

This DHK bag is an absolute beauty. The bag came with no defects, missing bits, or extra pieces. It's beautiful hues give it an excellent vintage feel to accompany my already vintage aesthetic. I was able to find the perfect matching wallet to put in the inside, there are plenty of zippers to open, and even a laptop compartment!

This bag is made of leather, but doesn't feel cheap. I'm sure it will age beautifully. It's sturdy and the stitches are neat and tidy. I'm looking forward to getting many many years of use out of this bag.

4. PL 18 Inch Vintage Handmade Leather Messenger Bag

Our rating: 9 / 10

PL 18 Inch Vintage Handmade Leather Messenger Bag

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Pros:

  • Adjustable shoulder strap
  • Few adjusting buckles
  • Double Zipper Pockets
  • Handcrafted from Genuine Leather
  • D-Ring Reinforcement at Pocket

Cons:

  • Uncomfortable Middle Section
  • Low Quality Zipper Pulls

While bags come in all different sizes, the fact of the matter is that there are only so many combinations possible when you only have two variables (length and width) to work with.

Most of the bags on this list are of the vertical design, which can be strapped across your body. There are, however, also several bags that are horizontal, which means they can be carried in a way that is more similar to a briefcase.

The one I am going to review here is a vertical bag. It is perfect for men that are looking to be both stylish and class. It also has all the functionality that any messenger bag must have to be considered a truly great bag.

5. Leather Messenger Bag

Our rating: 9 / 10

Leather Messenger Bag

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Pros:

  • High-quality construction and leather texture
  • Inside pockets for accessories
  • Medium size for 15-inch laptops
  • Stylish design
  • Adjustable shoulder strap
  • Sturdy

Summary:

If you need a new bag for your laptop, bag for office, or a briefcase for work, this convenient leather laptop bag may be right for you.

Carried on your broad shoulders, this fashionable bag features adjustable shoulder strap. The main compartment is enough for 15-inch laptop computers and its interior roomy pockets keep pen and other essentials.

6. Messenger Bag

Our rating: 9 / 10

Messenger Bag

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Pros:

  • Colorful and fashionable strap
  • Strong enough to hold a heavy load
  • Adjustable shoulder strap
  • Made with high-quality leather
  • Slim enough to fit in tight spaces
  • Well-constructed from genuine leather
  • Good craftsmanship
  • Comes with a shoulder pad that will keep the bag supported and comfortable
  • Can fit an iPad with the case without a problem
  • Comes with a strap that attaches to the front to provide extra space if needed

Cons:

  • * Protective glass sleeve to hold a laptop is a bit tight

This genuine leather backpack has plenty of space for whatever your daily needs entail. You can pack it full and still be comfortable when you carry it. All the pockets are easy to access, which is convenient whether you’re in a rush or need to get something out while you’re on your way somewhere.

The side and front pockets are roomy enough to hold a water bottle or umbrella to keep it close, but not so big that they’re annoyingly bulky.

7. KPL 16 Inch Vintage Men's Brown Handmade Leather Briefcase Best Laptop Messenger Bag Satchel

Our rating: 8 / 10

KPL 16 Inch Vintage Men's Brown Handmade Leather Briefcase Best Laptop Messenger Bag Satchel

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Pros:

  • Made by high-quality genuine leather
  • A large capacity to fit many items
  • Classic look that’s simple and intimidating
  • Convenient extra pocket
  • Top handle measures 11-1/5 inches
  • 2 flat pockets on the front
  • 4 magnetic snap closures
  • Side handles measure 5-1/2 inches
  • Fits a 15.6'' laptop
  • Strong and durable material

Cons:

  • Has no back separable compartment
  • Feels a bit stiff at first
  • Strap isn’t padded

This bag has an oldschool feel to it. It’s classic design combined with a modern twist ensures that you’ll be able to complement your stylish look with this bag.

It’s made of high-quality genuine leather that’s extremely durable. The look of the leather is impressive, with a slightly grainy look and a matte finish.

The bag inside has 4 compartments, which you can tie together using the leather strap on the back of the bag. It offers just enough room to safely store your tablet, charging cords, wallet, phone, and other items.

8. NEWHEY Mens Messenger Bag Waterproof Canvas Leather Computer Laptop Bag 15.6 Inch Briefcase Case Vintage Retro Waxed Canvas Genuine Leather Large Satchel Shoulder Bag College Brown

Our rating: 8 / 10

NEWHEY Mens Messenger Bag Waterproof Canvas Leather Computer Laptop Bag 15.6 Inch Briefcase Case Vintage Retro Waxed Canvas Genuine Leather Large Satchel Shoulder Bag College Brown

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Pros:

  • Stylish vintage look
  • Waterproof thanks to sealed seams
  • A lot of pockets to organize your stuff
  • Lockable with a steel zipper
  • Great for use as a briefcase
  • Very lightweight despite being made of real leather
  • Accommodates a 15.6” laptop, and more

Cons:

  • Not very masculine-looking
  • Lackluster customer service

We’ve sung the praises of the NewheY bag in the past, and it’s just as good as it ever was in our eyes. Stylish and subtle, this is the exact type of bag that we’re used to seeing on guys in the movies.

It’s impressive attention to detail is a sight to behold, and while at first glance you may think of it as a vintage bag, it’s just a modern take on that retro look.

9. Rustic Town 15 inch Vintage Crossbody Genuine Leather Laptop Messenger Bag

Our rating: 8 / 10

Rustic Town 15 inch Vintage Crossbody Genuine Leather Laptop Messenger Bag

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Pros:

  • Fully adjustable and very durable crossbody strap
  • Stylish and elegant ergonomic design
  • Highly padded compartment fits most laptops
  • Compactly sized and lightweight
  • Made with durable and high-quality genuine leather

Cons:

  • Has an unpleasant leather smell
  • Owner had issues with the stitching
  • Too light and not very sturdy
  • Expect to have problems with the front side zipper

The Rustic Town leather messenger bag is a stylish and smart looking bag. This genuine leather bag is beautiful and will match almost anything you wear. It’s a great option to carry your expensive laptops whenever you’re traveling or going to business meetings.

If you want a simple bag that will be very practical and stylish, then this is your best option. It’s also a great gift for men and women.

The bag is very easy to open and close. It is made of high-quality material that’s able to hold and protect your laptop.

10. Leather Messenger Laptop Bag Full Grain Buffalo Leather Handmade Briefcase College Bag

Our rating: 7 / 10

Leather Messenger Laptop Bag Full Grain Buffalo Leather Handmade Briefcase College Bag

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Pros:

  • Available in multiple stylish designs
  • Genuine full-grain buffalo leather
  • 2 year warranty
  • Sturdy construction

Cons:

  • Expensive
  • Straps may wear under heavy weight

You don’t have to break your budget to own a high-quality leather bag. The Leather Messenger by KomalC is an affordable option which offers plenty of aesthetics and is made of genuine full-grain buffalo leather.

Don’t let the price fool you; this bag is made with premium quality and offers plenty of space to carry your laptop alongside other essentials.

The bag also comes with a 2-year warranty and a 45-day, no-questions-asked return policy. So if you’re interested in this bag but aren’t sure you’re willing to make its purchase, you can always return the model when you’re done for a full refund.

11. Vintage Couture 18 Inch Genuine Business Leather Laptop Messenger Bag

Our rating: 7 / 10

Vintage Couture 18 Inch Genuine Business Leather Laptop Messenger Bag

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Pros:

  • Durable, high-quality leather
  • Accommodates a 15.6" laptop
  • Built-in padded laptop compartment
  • Outside leather pocket
  • Quality zippers
  • Pocket layout is extensive and extremely well-designed
  • Extra wide adjustable shoulder strap for comfort
  • High-quality craftsmanship

Cons:

  • Not waterproof
  • No included pockets for water bottles
  • Color may vary from the picture
  • Scratchy interior lining fabric

One of the best leather messenger bags is the Vintage Couture 18-Inch Genuine Leather Business Laptop Messenger Bag. This bag is quite stylish, and the brown color is pretty unique compared to other bags on this list. Who doesn’t like a good infusion of color in their bag collection?

12. Leather Messenger Bag

Our rating: 7 / 10

Leather Messenger Bag

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Pros:

  • It is made with 100% genuine leather.
  • Durable and strong zippers.
  • Genuine cow leather.
  • The shoulder strap is nice and padded, making it comfortable to carry.
  • Comes with a removable and adjustable shoulder strap.
  • Inside is made of a genuine cow leather and can be easily cleaned.
  • A spacious main compartment. Holds a 17-inch laptop and tablet.
  • Also has an inside pocket that's designed to carry your iPad or tablet.
  • The bag also comes with inner pockets to store your phone and other smaller items.
  • It is protected by hardware rivets and corner brackets. Has four long leather straps on the bottom for reinforcement.

Some say that the bag is a little bit too big for their taste and that it might not be the right size for someone that is of a smaller build.

13. Handmade World 15" Leather Messenger Bags

Our rating: 6 / 10

Handmade World 15" Leather Messenger Bags

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Pros:

  • Adjustable Shoulder Strap
  • Support handle on the back
  • Quality stitching and durable construction
  • Wipe clean interior
  • Vintage style
  • Handmade in the USA

If you are looking for a classic leather satchel that will make your style stand out, then this is the one for you! The Handmade World distressed brown leather satchel features beautiful curves, a light brown hue, and a rich, dark brown stitching design. It is truly a unique product.

The bag is designed to be as functional as it is stylish. You can easily carry your laptop, books, and any other items you need for the day at the office in this bag. You can even carry an Ipad or tablet in this bag with room to spare. It is easy to carry and lightweight, despite its large capacity.

14. Kattee Leather Twin Buckle Men's Messenger Bag

Our rating: 6 / 10

Kattee Leather Twin Buckle Men's Messenger Bag

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Pros:

  • The leather looks great and is sturdy
  • Adjustable Shoulder Strap
  • Feels solid
  • Two outside pockets

Cons:

  • Clasps sometimes don't line up perfectly with the holes
  • Too small for very tall people

Men's messenger bag is made from high quality leather that's durable and looks great. The bag is structured and has a lot of interior space for you to carry your work stuff as well as personal items, making this bag perfect for the professional man who wants to get everything in one bag.

It has a compartment for a laptop, a slot for a tablet and even an additional zipped pocket for your phone and other smaller items.

If you don’t like the fake leather and like real leather, this is the bag for you. As a matter of fact, the quality of this bag for the price is not easily beaten. The stitching is very sturdy and all of the pockets, including the two outside pockets, are extra deep. It’s also very simple to adjust the straps up and down.

15. Mens Laptop Messenger Bags 14 Inch

Our rating: 5 / 10

Mens Laptop Messenger Bags 14 Inch

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Pros:

  • Economic price
  • 1 year warranty
  • Quality leather
  • A great package for this price

Cons:

  • The strap can't adjust enough
  • The bag has small compartment
  • The zipper can't rust

This mens leather laptop messenger bag is a wonderful option for a budget friendly man bag to carry your compact laptop, tablet, and to carry your other essentials.

This bag measures in at just 14 inches wide, so it’s great for shorter heights. If you’ve got a longer torso or more packing to do, you might want to consider the next size up.

This bag has a padded laptop sleeve that fits up to a 14-inch laptop.

Frequently Asked Questions (FAQ)

What is the best leather messenger bag?

When looking for a leather messenger, there are several factors to consider. You'll want to consider the quality of the leather as well as its flexibility. You'll also have to consider the bag's capacity, the number of compartments, and its appearance. You'll want to consider the bag's durability as well as its construction. Since each bag is unique in its own way, your buying decision will have to be your own.

Leather is an important decision for a leather bag because it will ultimately affect the overall durability and usability. The two main kinds of leather are genuine and full-grain. Each type of leather requires a different level of treatment because they have different levels of quality. Genuine leather is the least expensive form of leather. It is made from split hides. The process of splitting the hide can cause damage to the fibers of the hide. Therefore, genuine leather isn't the highest grade of leather available.

What is the best laptop messenger bag?

I've personally found the best laptop messenger bag to be the Timbuk2 Command Laptop Messenger Bag. Designed with laptop users in mind, the Command includes padded compartments for a laptop up to 15” while still allowing enough room inside for a full work day’s worth of additional items.

Who makes the best leather briefcase?

Harley-Davidson. Period. Harley really stands out as a brand that intends to stand behind their product. The beauty of buying a Harley product is that you know that you have a long-term relationship with the manufacturer, and they're going to do their best to make sure you're satisfied with your purchase.

Another notable brand is Hanover. They've been around for more than a decade, they're a family-owned business, and they're dedicated to delivering excellent products.

As for other brands, I don't have as much experience with them. Generally, I've always been happy with whatever bag or luggage I've purchased, that I didn't pay much attention to the manufacturer's reputation.

Are messenger bags for guys?

Absolutely yes! Get a leather bag for men and see how the style works with your personality. It's such a masculine piece of accessory that will give you a refined look while you are out going to work or walking around the city.

Is it a feminine trend? No, not really a trend. The messenger bag style is a timeless classic. No matter if its brands like Tom Ford or something basic, they will always look awesome.

Conclusion

The best leather messenger bag isn't a one-size-fits-all category, as you know. You'll need to choose a bag that can hold both your laptop and tablet at the same time and is waterproof. It needs to be made from durable leather that will hold up when you carry it through airports and across busy cities. A shoulder strap is also ideal, but the ergonomic handles work as well if you need a large bag–especially if you travel frequently.

Our Recommendation

NameCategoryProduct
KomalC 16 Inch Buffalo Leather Briefcase Laptop Messenger Bag Office Briefcase College BagBest OverallKomalC 16 Inch Buffalo Leather Briefcase Laptop Messenger Bag Office Briefcase College Bag
NEWHEY Mens Messenger Bag Waterproof Canvas Leather Computer Laptop Bag 15.6 Inch Briefcase Case Vintage Retro Waxed Canvas Genuine Leather Large Satchel Shoulder Bag College BrownBudget PickNEWHEY Mens Messenger Bag Waterproof Canvas Leather Computer Laptop Bag 15.6 Inch Briefcase Case Vintage Retro Waxed Canvas Genuine Leather Large Satchel Shoulder Bag College Brown
Kenneth Cole Reaction Risky Business Messenger Full-Grain Colombian Leather Crossbody Laptop Case & Tablet Day BagUpgrade PickKenneth Cole Reaction Risky Business Messenger Full-Grain Colombian Leather Crossbody Laptop Case & Tablet Day Bag