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Best Leather Messenger Bags for Men: (REVIEW & BUYING GUIDE) in 2024

Choosing the best leather messenger bags for men can be a difficult process as you will have to consider many things like colour, style and, most importantly, quality. Of course, there are many options to choose from, but this article has narrowed the choices down for you.

A classic leather messenger bag is the perfect accessory for every man, and there is always that beautiful feeling that comes with owning a new bag. Below, you will find a list of some of the best messenger bags perfect for different occasions. So, keep reading for more information.

1. CANVAS and LEATHER MESSENGER BAG YORK – BEST LEATHER COMPUTER BAG

The Canvas and Leather Cross Body Bag York is the first option on our list. This messenger bag is the perfect option for men who have a laptop and need to transport it around regularly. This bag will serve you both in terms of function and style.

Buyers Guide

The Canvas and Leather Cross Body Bag York comes in different shades of brown. The top is dark brown with light brown scratches, giving off a vintage look. The lower part is a lighter shade of brown, and the straps are much lighter than the bottom.

Since it is a brown bag, it will go with almost every outfit and style making it the perfect option for a work and laptop bag. The shoulder strap can be adjusted to make it seem as though the bag is perfectly tailored for you.

Pros and Cons

There are many pros to purchasing the Canvas and Leather Cross Body Bag York. The first benefit is that this messenger bag comes with a sturdy shoulder strap and a handle for easy carrying. So, you can either carry it as a shoulder bag or a briefcase.

This helps reduce the weight on your shoulders, and you can also enjoy some hands-free moments. This leather bag is made from very durable leather, which guarantees longevity. It may last a lifetime, like every other leather product, if taken care of properly.

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2. Waxed Canvas Briefcase Randy

If you are on the lookout for a classy and luxurious leather messenger bag for work, the Waxed Canvas Briefcase Randy is the perfect option. The Olpr. Briefcase Randy was handmade in the USA and comes with numerous benefits and a simple but stylish design you will surely fall in love with.

Buyers Guide

The Waxed Canvas Briefcase Randy is a camel-coloured bag made of high-quality leather. It comes with handles and an adjustable shoulder strap for easy carrying. It will go with almost any work outfit and is a balance between style and functionality.

Pros and Cons

One major benefit of the Waxed Canvas Briefcase Randy is its minimalist design which guarantees to go with every work outfit you could pair it with. The exterior is a perfect 2023-2024 design – simple but functional.

The Briefcase Randy is designed in a way that makes it easier to carry. It comes with two sturdy handles and one shoulder strap. So, you can decide to put the weight on your shoulders or leave the weight to your hands.

This leather messenger bag is handmade from real leather, making it durable. As it ages, it will develop a beautiful patina which will give it a vintage look. The bag is big enough to fit all your work essentials as well as additional items you may need for the day.

The only downside of purchasing the Briefcase Randy is that it may come in a shade lighter or darker than shown on the olpr. website.


3. Leather Man Work Bag – Best Messenger Bag for Work

The Leather Man Work Bag is another option on our list that is perfect for work. It is an ideal-size messenger bag that is spacious enough to contain all your work essentials. It is made from American natural leather and comes with a handle and shoulder strap making it convenient to carry around.

Buyers Guide

The Leather Man Work Bag is made from Milwaukee natural leather and comes in a natural colour that complements any look or style. This messenger bag is also available in green and blue if you need something on the colourful side.

This messenger bag is made from high-quality materials, full-grain leather and designed with attention to every detail. It comes with multiple interior pockets for all the necessary items and a separate compartment for a laptop. It has a secure zipper pocket on the back to keep important things.

The Leather Man Work Bag is perfect for anyone looking for a durable, stylish work bag that can be carried all day conveniently. It also has a roomy interior, and the best part is you do not need to pay a huge price for all this.

Pros and Cons

One significant advantage of owning the Leather Man Work Bag is its stylish and modern design, complementing any look and outfit. You will always go to work looking stylish, so there is no doubt that you will enjoy owning and using this bag.

The Leather Man Work Bag is spacious enough to fit all your work essentials. It has a separate compartment where you can keep a laptop – an up to fifteen inches laptop – and seven different pockets for other items like a journal, pen and documents.


4. Leather Man Work Bag (Tan)

The Leather Man Work Bag has all the above-written features and benefits, but it comes in a tan colour. This simple-designed perfect size messenger bag is well made from high-quality materials and roomy enough to fit all your work essentials.

 

Buyers Guide

The Tan Leather Man Work Bag is made from Natural Milwaukee Leather and handmade in the USA. It is a durable all-day carry bag with a handle and shoulder strap. This makes it convenient to carry, especially for long hours.

It comes with a secure zipper pocket on the back, multiple compartments to keep all your work essentials and a separate compartment for a laptop. This bag perfectly balances great functionality and a smart but stylish look.

Pros and Cons

The Tan Leather Man Work Bag is handmade and designed with attention to detail. It is made from high-quality leather and will develop a patina as it ages, which will give it a vintage look. The leather is gotten from the top part of the cowhide, which is the strongest, so durability is guaranteed.

This messenger bag has a roomy interior and great functionality. Its pockets and compartments allow for good organization. It comes with seven pockets for keeping different work essentials and a separate compartment for a laptop.

The bag may come in a darker or lighter shade than as shown on the olpr. website. This is because the leather can change colour as every hide reacts differently to the dyeing process.

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5. Canvas and Leather Messenger Bag – Best for Everyday Use

The Canvas and Leather Messenger Bag is the perfect choice for everyday use due to its classic and convenient design. It is made from sturdy waxed canvas and good natural leather, so durability and longevity are ensured. Lastly, it is spacious enough to fit all your daily essentials and can be securely closed.

 

Buyers Guide

The Canvas and Leather Messenger Bag is made from durable waxed canvas and Milwaukee natural leather. It comes with a handle and a shoulder strap for conveniently carrying it around. The shoulder strap is detachable, so you can choose to go with only the handle.

The bag comes with multiple compartments – seven interior pockets – and a separate compartment for a laptop with up to a fifteen-inch display. It can be securely closed, and despite its spacious interior, this messenger bag does not look bulky, which is an added advantage.

The Canvas and Leather Messenger Bag will complement any look or outfit – formal or casual – making it a suitable option for everyday use.

Pros and Cons

The Canvas and Leather Messenger Bag is spacious enough to fit every item you need for the day. It will serve you perfectly well in terms of functionality – it has multiple compartments (seven pockets) for different items and a separate compartment for a laptop that has up to a fifteen-inch display.

This messenger bag can be securely closed and has a hidden zipper pocket on the back. It is durable – made from high-quality leather and sturdy waxed canvas. So, you can store important items in your bag and always rest assured that they are safe.

Due to the fact that this messenger bag is handmade, the leather may change colour, and the bag may look darker or lighter than as shown on the olpr. website. Some people may consider this as a con.


6. American Leather Laptop Bag – Best Laptop Messenger Bag

The American Leather Laptop Bag is a suitable option for anyone who needs a leather laptop bag, just as the name implies. It has a versatile design which makes it ideal for different models of portable computers. It is the perfect choice for work, business trips and even study.

 

Buyers Guide

The American Leather Laptop Bag is made from Milwaukee Leather and is a suitable option for work and study. It features durable stitching and is offered in a rich black colour, so it will complement any outfit. It also serves as a great option for a laptop bag.

It is also offered in blue and brown if you want something on the colourful side.

The main compartment characterizes this messenger bag. It is spacious and can be securely closed using the zipper on top. The bag features a special laptop pocket for laptops up to fifteen inches and an extra pocket for keeping flat things like a notebook or tablet.

Lastly, the bag features an adjustable shoulder strap.

Pros and Cons

The American Leather Laptop Bag features a versatile design, making it a suitable option for keeping different models of portable computers in its laptop pocket. It also comes with extra pockets, which allow for better organization of all the items you store in the bag.

It comes with an exclusive suspension belt which you can find in the appliance compartment. The suspension belt guarantees extra protection of your gadget during transportation, so you can always rest assured.

The American Laptop bag is made from high-quality leather gotten from the strongest part of the cowhide. Due to the fact that it is handmade, the bag may come lighter or darker than the picture on the olpr. website.


7. Canvas and Leather Briefcase Marty – Best Messenger Bag for Study

The Canvas and Leather Briefcase Marty is a perfect option for study. It features numerous pockets where you can keep your daily essentials and a versatile design that will complement any look or outfit.

 

Buyers Guide

The Canvas and Leather Briefcase Marty is offered in a charcoal colour with brown accents. The charcoal colour gives off a classy design which will complement any outfit. It comes with a handle and no shoulder straps, so it can only be carried as a briefcase.

Pros and Cons

The Canvas and Leather Briefcase Marty is made from quality leather, so durability is guaranteed. If taken care of properly, it will withstand years of use and can be used for a lifetime. As the leather ages, it develops a patina which gives the bag a vintage look.


What is the Difference between a Messenger Bag and a Shoulder Bag?

Most people use the terms shoulder bag and messenger bag interchangeably, but they are not the same. A messenger bag can be seen as a subcategory of a cross-body bag which has a comfortable strap with plenty of compartments and a front flap.

A shoulder bag is a bag which has one strap that is long enough to be worn over the shoulder. Shoulder bags do not come with handles, unlike messenger bags. Also, messenger bags are usually associated with being used actively unlike shoulder bags which are mostly used in sedate settings.

Of course, this does not mean you cannot use a shoulder bag in an active setting and a messenger bag in a sedate setting.

What is the Difference between a Messenger Bag and a Cross-body Bag?

As stated above, a messenger bag can be seen as a subcategory of a cross-body bag. The major difference between them is that messenger bags are used more in professional settings. Messenger bags are usually durable and large enough to put in a laptop or tablet.

Cross-body bags incorporate different styles and subcategories – messenger bags are one of them – so they automatically have broader styles than a messenger bag. Messenger bags usually come with a cross-body strap – you can find one without – and a handle.

FREQUENTLY ASKED QUESTIONS (FAQs)

Are Messenger Bags in Style 2024 Men?

Yes, messenger bags are in style and a must-have for all men as they represent function and style.

Should Men Use Messenger Bags?

Yes, messenger bags are perfect for men. They are functional and stylish accessories.

Which Colour Leather Bag is Best?

Black leather bags are suitable for every occasion. They complement every outfit and are simply perfect for every use.

What do Men Put in a Messenger Bag?

Messenger bags are perfect for men who want to carry bulky or heavy items and have easy access to them. You can put a laptop and daily essentials in a messenger bag.

Do Messenger Bags Cause Back Problems?

Messenger bags can cause back problems like any other bag with excess weight.

What’s Another Name for a Messenger Bag?

Messenger bags are also called courier bags.

Conclusion

Choosing a messenger bag will not be so difficult once you are done reading this article. On the olpr. website, you will find messenger bags of different colours, styles and sizes. All you need to do is look through the features and choose which suits your needs best.

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