5 Best Leather Messenger Bags in 2022

Leather messenger bags are a man’s best friend. They make for the perfect companion on any journey, whether it be for business or pleasure. Here are five of the best leather messenger bags around. Find one that suits your needs and unleash your inner wild side!

Factors to Consider When Choosing Leather Messenger Bags

There are several factors to consider when choosing the perfect leather messenger bag for your needs. Here are some of the most important ones.

Material

What kind of material is used to make the bag? Is it a durable cotton canvas or high-quality leather? The best bags tend to be made from genuine leather as they offer a sturdy and luxurious feel and look.

If you need a bag to be water-resistant, the canvas is an excellent option as it has the ability to keep dry even during rainy days.

Size

Is it small enough to be carried around or large enough for your notebook? Do you need extra pockets for all of your essentials like wallet, phone, sunglasses and keys? Depending on your needs, different sizes and styles will fit better than others.

Comfort

How comfortable is the leather messenger bag when worn either over one shoulder or across your chest using the strap provided with the bag? The best bags tend to have just the right amount of padding in order to provide comfort while loaded with heavy items such as books and laptops.

Price

What’s your budget? Leather messenger bags can cost anywhere from $120 all the way up to $600. It’s important to keep in mind that you don’t always get what you pay for, but that doesn’t mean that higher-priced bags are automatically better.

If you’re not sure about whether or not this type of bag is right for you then start off with a lower-end model and work your way up.

5 Best Leather Messenger Bags

Now here are five of the best leather messenger bags around. Check them out to unleash your wild side!

Samsonite Colombian Leather Flap-Over Messenger Bag

Samsonite Colombian Leather Flap-Over Messenger Bag
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This gorgeous Colombian Leather Flap-Over Messenger Bag is perfect for the busy professional who wants to look stylish and sophisticated. The rich, natural cowhide leather is minimally treated, so each bag has its own unique characteristics.

You may notice some imperfections and color variations in the leather, but that’s what makes each bag so special! The spacious interior has plenty of room to store all your essentials, while the flap-over design keeps everything safe and secure. Plus, the comfortable shoulder strap makes it easy to take with you wherever you go. Make a statement with this beautiful messenger bag!

Kenneth Cole Reaction Risky Business Messenger Bag

Kenneth Cole Reaction Risky Business Messenger Full-Grain Colombian Leather Crossbody Laptop Case & Tablet Day Bag
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The full-grain cowhide Colombian leather is durable and ages beautifully, while the tear-resistant lining ensures your belongings are safe. With a slim design and dual magnetic closures, this bag is perfect for carrying your essentials. Plus, the rear exterior open pocket provides easy access to your most needed items.

This bag features a permanent, padded, and adjustable shoulder strap that extends 60 inches for comfortable carrying, allowing you to take it with you wherever you go. The convenient top leather grab handle makes it easy to carry when needed.

The main compartment is large enough to fit most tablets and laptop computers with up to a 15.6-inch screen, making it perfect for travel or work. The Full-Grain Genuine Colombian leather used in crafting this bag is a natural cowhide that is minimally treated, ensuring that each bag will be unique and have its own individual characteristics. You may notice imperfections and color variations in the leather, but that’s what makes each bag so special!

KPL 18 Inch Rustic Vintage Leather Messenger Bag

KPL 18 Inch Rustic Vintage Leather Messenger Bag Leather Laptop Bag Men's Leather Briefcase Satchel Bag
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This KPL 18 Inch Rustic Vintage Leather Messenger Bag is the perfect accessory for professionals and students alike! Made of handcrafted genuine leather, this bag is stylish and lightweight, with a durable canvas lining. It features one padded compartment inside for laptops, as well as two internal zipper sections and one back zipper for added convenience.

It also has multiple pockets for easy arrangement of your stuff, including two front pockets and two side pockets. And don’t forget the adjustable shoulder strap!

NEWHEY Waterproof Vintage Messenger Bag

Mens Messenger Bag 15.6 Inch Waterproof Vintage Genuine Leather Waxed Canvas Briefcase Large Satchel Shoulder Bag Rugged Leather Computer Laptop Bag
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Looking for a tough, stylish messenger bag that can handle whatever you put it through? Look no further than the NEWHEY Waterproof Vintage Messenger Bag!

Made of high-quality crazy horse cowhide leather and water-resistant canvas, this bag is built to last. With 9 pockets in total – 5 outer and 4 inner – you’ll have plenty of room to store all your essentials. Plus, the distressed look of the leather gives this bag a unique, vintage vibe.

The removable and adjustable strap makes it easy to customize the fit, while the padded handle and strap make it comfortable to carry. Plus, the inner padded laptop sleeve secures your device while the magnetic snaps keep everything in place.

Estarer Computer Messenger Bag 

Estarer Computer Messenger Bag 17-17.3 Inch Water-resistance Canvas Laptop Shoulder Bag for Travel Work College New Version
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The Estarer Computer Messenger Bag is designed with a large main compartment and separate padded laptop compartment, making it perfect for carrying all of your essentials. The zippers are durable and smooth, making it easy to access your belongings, and the front flap is equipped with buckles for safe closure.

Made of water-resistant canvas, this bag is perfect for keeping your laptop and other belongings safe and dry in any weather. The shoulder strap and top handle make it easy to carry, while the buckles and zip closure keeps everything secure. And with reinforced stitching seams, this bag is built to last.

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