Best Men's Leather Messenger Bag
Last Updated: July 19, 2018

Classic and Stylish: The Best Leather Messenger Bags for Men

A leather bag is one of the most classic accessories anyone can have. Durability is almost always assured, and it goes with any wardrobe and is appropriate for any occasion. One of the most versatile you can get is a messenger bag - formal enough for school or work and casual enough for traveling around the world. Whatever the reason for getting a classic leather messenger bag, it not only signals your sense of style, but is also something that can last you for years.

Size

Laptop Size

Closures

1. Frye Logan Messenger Bag

Frye Logan Messenger Bag

15 x 12 x 4 in

14 inch

Magnetic Snap

2. S-ZONE Men's Crazy-Horse Leather Business Briefcase

S-Zone Crazy-Horse Leather Business Bag

14.5 x 11 x 3.5 in

14 inch

Dual Buckle and Top Zipper

3. Samsonite Colombian Leather Messenger Bag

16.5 x 12 x 5.5 in

15 inch

Dual Buckle and Top Zipper

4. Fossil Defender Leather Messenger Bag

Fossil Defender Leather Messenger Bag

16 x 12 x 4 in

15.6 inch

Push Locks

5. PL 18-Inch Vintage Handmade Leather Messenger Bag

Komal's Passion Leather Bag

18 x 13 x 6 in

17 inch

Buckle

6. Kattee Men's Crazy Horse Leather Shoulder Briefcase

Kattee Men's Leather Messenger Bag

15.5 x 10.3 x 3.1 in

14 inch

Push Lock


The Frye Logan Messenger Bag oozes sophistication. Its classic cognac style will never go out of trend. It has a cotton lining that keeps the leather material safe from anything you place inside the bag.

The texture gives the bag a genuine look. The stitching is also very subtle, preserving the minimalistic design of the bag.

The strap is attached via brass hardware to the bag. It's adjustable but not removable. The leather is very soft, so it's comfortable and easy to wear even if you choose to have it close to your body.  

There aren't a lot of pockets on the bag, however. There are a few on the interior of the main compartment, which are useful for phones and keys. Other than that, there are not too many options for organization.

Since the bag is leather, there will be some fading and wear on the brass slider that adjusts the length of the strap. Nevertheless, it doesn't take away the quality and durability that you will enjoy with this bag.

Product Information

  • Dimensions: 15 x 12 x 4 in
  • Laptop size: 14 in
  • Colors: Cognac, Dark Brown
  • Closure: Magnetic Snap

Pros

  • Soft and lightweight
  • Brass hardware
  • Timeless design

Cons

  • Magnetic snap offers weak security

S-Zone Crazy-Horse Leather Business Bag

The S-Zone Crazy-Horse Leather Business Briefcase is very rustic and has a vintage vibe. This is mainly thanks to the crazy-horse leather material, which changes color and texture with bends, scratches, and use. Crazy horse leathers are made by applying a special kind of wax to a full grain leather surface. The wax rests independently on the leather fibers allowing the coloration of the leather surface to change if rubbed without the colors immediately reversing back. 

However, while this wax gives the bag a very unique look, it also tends to smear on light clothing. The "stain" can be easily washed, but it can be an inconvenience.

It has a dual buckle design and a zippered compartment, ensuring that your items are very secure in the bag. The strap is attached with a buckle so you can easily remove it from the bag. There's a top handle that allows you to carry the bag as a briefcase. There's an adjustable shoulder pad on the strap to make it more comfortable to carry around as a messenger bag.

S-Zone Crazy-Horse Leather Business Bag

There are several internal compartments and a laptop carrier. There's also a zipped back compartment for extra security of more valuable items.

Product Information

  • Dimensions: 14.5 x 11 x 3.5 in
  • Laptop size: 14 in
  • Colors: Dark Brown, Bronze
  • Closure: Dual Buckle and Top Zipper

Pros

  • Versatile and durable
  • Secure buckles and zipper closures
  • Shoulder pads on strap

Cons

  • Wax smears on light clothing

The Samsonite Colombian Leather Flap-Over Messenger Bag is another masterpiece from tried-and-tested brand Samsonite. This versatile piece will fit any business or casual engagement. It's not too flashy but still very stylish.

You can carry the bag as a briefcase with its leather top handle. You can also attach the straps to carry it as a messenger bag. The strap is not leather, however, but made of weaved nylon, but has an attached shoulder pad for comfort.

It also conveniently has several pockets and compartments for organization. There is an external slip pocket for quick items like pens and business cards, with an additional zippered pocket for more valuable items.

The main compartment is also secured with a full zipper, and opens up to even more internal pockets. It also has a laptop carrier.

The bag is covered by a flap that is secured by two clasps. A simple press of the button opens up the flap.

It's made with genuine leather, so it's not particularly waterproof. There will be some scruffs and wear from daily use.

Product Information

  • Dimensions: 16.5 x 12 x 5.5 in
  • Laptop size: 15 in
  • Colors: Brown, Black, Espresso
  • Closure: Dual Buckle and Top Zipper

Pros

  • Versatile and durable
  • Several compartments for organization
  • Shoulder pads on strap

Cons

  • Strap is not made of leather

Fossil Defender Leather Messenger Bag

The Fossil Defender Leather Messenger Bag features a simple, no-fuss design. It's built for functionality; everything you will need to bring with you on a daily basis has a place in this bag.

It has a genuine leather exterior and fabric-lined interior. While there are two buckles on the flap, there are push locks underneath that release the flap to reveal the main compartment.

There are 2 slip pockets, 1 zipper pocket, 1 zipper pocket, 3 pen holders, and a D-ring. There is also a large slip pocket at the back of the bag that closes with a magnetic snap. It also has a laptop pocket, but the padding is thin and may not be very protective for thinner and more fragile devices.

Fossil Defender Leather Messenger Bag

The strap is removable, but there are no top handles to convert the bag into a briefcase. The strap is a webbing but has leather attachments to the hardware. While it's advertised as a men's bag, its design is sleek and streamlined enough to fit any gender.

Product Information

  • Dimensions: 16 x 12 x 4 in
  • Laptop size: 15.6 in
  • Colors: Dark Brown, Black
  • Closure: Push Locks

Pros

  • Sleek design
  • Several compartments for organization
  • Shoulder pads on strap

Cons

  • Strap is not made of leather
  • Thin padding for laptop pocket

Komal's Passion Leather Bag

Not all good-quality leather bags need to cost you a lot. This PL 18-Inch Vintage Handmade Leather Messenger Bag from Komal's Passion Leather is a very fine piece of craftsmanship from a small group of passionate crafters.

It is made of handmade goat leather with olive fabric interiors. Th design of the bag is classic through and through, from the very recognizable satchel design, classic buckle closures, and rustic finish on the leather.

The strap is affixed with brass hardware, but it also has a leather top handle. The shoulder pad makes wearing the bag more comfortable.

It has several sections for better organization. In the interior, there is a big front pocket that will fit tablets or documents, 2 small inner compartments and 1 big inner compartment for carrying larger files. It doesn't have a dedicated laptop pocket, so you'll need a separate sleeve if you want to slip your laptop inside the bag.

There is an external zippered pocket at the back for extra storage.

Komal's Passion Leather Bag

It's bulkier than other bags in this list, both in terms of size and in terms of extra parts and components. However, you'll be able to fit a whole lot of stuff in this bag, including a full-size 17-inch laptop.

Product Information

  • Dimensions: 18 x 13 x 6 in
  • Laptop size: 17 in
  • Colors: Brown
  • Closure: Buckle

Pros

  • Affordable
  • Handmade and classic design
  • Several pockets for organization
  • check
    Shoulder pads on strap

Cons

  • No laptop pocket or padding
  • Bulkier than other bags

Kattee Men's Leather Messenger Bag

Another affordable option is Kattee Men's Crazy-Horse Leather Shoulder Briefcase. The style is very distinct and rugged, which is emphasized by its crazy-horse leather material. This is another bag that will look better with age, which will only complement its half-classic, half-modern style and shape.

The reinforced leather and cloth strap can be removed so you can carry the bag as a briefcase with the top handle.

The decorative buckles hide push locks underneath. The flap opens to reveal the main compartment secured with a zipper. The interior  has 2 compartment pockets that can hold a 14-inch laptop and A4 documents, 1 wall zipper pocket, 2 slip pockets, and 2 pen holders. It doesn't have a dedicated and padded laptop holder.

There is a zippered pocket at the back of the bag as well.

Kattee Men's Leather Messenger Bag

Since it is made with crazy-horse leather, it has a wax coating that gives the bag its unique and rustic look. The wax has a tendency to rub off and transfer color on light clothing, but is easily washable.

Product Information

  • Dimensions: 15.5 x 10.3 x 3.1 in
  • Laptop size: 14 in
  • Colors: Brown
  • Closure: Push Lock

Pros

  • Affrordable
  • Removable strap for briefcase layout
  • Shoulder pads on strap

Cons

  • Wax has tendency to rub off on clothing
  • No laptop pocket or padding

What to look for

Not all leather messenger bags are created equal. The material used is one thing, but there several other factors and parts that make or break your purchase.

Material

Not all leather come from cow. There are different types of leather that affect the feel, look, and longevity of the leather. The most common is calf leather, while there are more exotic (and expensive) ones made from snake or crocodile.

Most products will be tagged "genuine leather", and is several layers of low-quality leather bonded together with glue and then painted to look like a better-quality leather. While it definitely isn't cheap material, it's considered as the lowest grade of leather. It won't be the best for daily use and abuse, but it will still last you a more than decent time of use.

What you'll find in "fine" leather goods start with "top-grain leather". Designer brands usually use this type of leather. Full-grain leather is split and sanded to remove imperfections then stamped with fake grain. Usually, it's treated and colored for a completely uniform look. It's not the best still in terms of durability, but it's great for color variety and resistance to stain and water.

The toughest and most expensive type of leather is called "full-grain leather". It takes the entire grain of hide with no manipulation, keeping all the imperfections and inherent toughness of the material. It's almost hard as nails and ages beautifully. If you take care of it properly, full-grain leather will last you an entire lifetime and will become richer and more beautiful the more you use it. It can be very expensive, but it's a worthy investment.

A new trend right now is vegan leather that is preferred by animal lovers and activists as it makes use of cork, kelp and synthetics instead of animal skin.

Parts and Components

 A common part for all bags is the closure. This affects security of your bag in how easy or difficult it is to open it, but it can also affect convenience. Buckles are the most secure, but if you need to get into your bag several times a day, it can be inconvenient. Clasps are also pretty common hardware for messenger bags. There are some with magnetic closures. While it's easy to open and close your bag, it can be non-secure. Zipper are also pretty common either on the main compartment or in smaller pockets. Make sure the zippers are thick and sturdy to make it durable and easy to work through the thickness of the leather.

You also have to pay attention to how the straps are attached to the bag. Your bag will be carrying a lot of weight, and straps are usually the first ones to go. Make sure the stitching is good and strong if attached directly to the bag. If it connects with hardware, make sure that the loops are just as strong and thick as the rest of the bag.

What's the best leather messenger bag for you?

Choosing the best leather messenger bag is not easy. There are several options out there, and price is a big factor. Leather messenger bags don't come cheap (most of the time), but think of it as an investment.

If you need something classic and affordable, your best option will be the Kattee Men's Crazy-Horse Leather Shoulder Briefcase. It's a slim bag with a stylish design and enough compartments for everything you need.

An overall classic look will be the Fossil Defender Leather Messenger Bag. It has the durability and functionality that you expect from a leather messenger bag without too much unnecessary embellishments.

If you want the best of the best, you'll never go wrong with the Samsonite Colombian Leather Messenger Bag. Stylish, durable, and versatile, this bag can bring you from work to play and all over the world. It's also backed up by Samsonite warranty, so your purchase is always protected.

About the Author Roger Timbrook

Roger is a little obsessed with travel. He has been to over 40 countries, broken 3 suitcases and owned over 10 backpacks in 12 months. What he doesn't know about travel, ain't worth knowing!

Leave a Comment: