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Luxury Gift Box, opened, seen at an angle, with gold lettering 'The Chesterfield Brand' and 'HONOUR YOUR SUCCESS' Luxury Gift Box
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Men's Leather School Bags

91 products

Leather school bags for men and older students, with room for books and, on many models, a laptop compartment. Made from wax pull-up leather that wipes clean.

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The Chesterfield Brand Leather Laptop Backpack Cognac Jasper, front view at an angle Leather Laptop Backpack Cognac Jasper, held by the top handle Leather Laptop Backpack Cognac Jasper, main compartment open, with laptop Leather Laptop Backpack Cognac Jasper, front view Leather Laptop Backpack Cognac Jasper, side view
Wax Pull Up Leather
Leather Laptop Backpack Cognac Jasper
€179,95
The Chesterfield Brand Leather Roll-top Backpack Brown Remo, front view at an angle Leather Roll-top Backpack Brown Remo, worn on the back Leather Roll-top Backpack Brown Remo, in use, laptop placed in the back compartment Leather Roll-top Backpack Brown Remo, top view Leather Roll-top Backpack Brown Remo, main compartment open, top view
Wax Pull Up Leather
Leather Roll-top Backpack Brown Remo
€279,95
Bestseller
The Chesterfield Brand Leather Laptop Backpack Cognac Lennox, front view at an angle, with the text 'Underseat Size' Leather Laptop Backpack Cognac Lennox, worn on the shoulder Leather Laptop Backpack Cognac Lennox, in use, with a laptop Leather Laptop Backpack Cognac Lennox, top view Leather Laptop Backpack Cognac Lennox, top view, compartments open
Wax Pull Up Leather
Leather Laptop Backpack Cognac Lennox
€269,95
The Chesterfield Brand Leather Laptop Bag Cognac Misha, front view at an angle Leather Laptop Bag Cognac Misha, carried by hand Leather Laptop Bag Cognac Misha, front view Leather Laptop Bag Cognac Misha, side view Leather Laptop Bag Cognac Misha, back view
Wax Pull Up Leather
Leather Laptop Bag Cognac Misha
€249,95
The Chesterfield Brand Leather Crossbody Bag Brown Raphael, front view at an angle Leather Crossbody Bag Brown Raphael, worn crossbody Leather Crossbody Bag Brown Raphael, close-up of the strap attachment Leather Crossbody Bag Brown Raphael, top view with the flap open and the main compartment open Leather Crossbody Bag Brown Raphael, close-up of the embossed logo
Wax Pull Up Leather
Leather Crossbody Bag Brown Raphael
€149,95
The Chesterfield Brand Leather Laptop Backpack Black Calden, front view at an angle Leather Laptop Backpack Black Calden, worn on the back, close-up Leather Laptop Backpack Black Calden, worn on the back Leather Laptop Backpack Black Calden, with a laptop being placed inside Leather Laptop Backpack Black Calden, top view
Wax Pull Up Leather
Leather Laptop Backpack Black Calden
€199,95
The Chesterfield Brand Leather Laptop Backpack Black Austin, front view at an angle Leather Laptop Backpack Black Austin, worn on the back Leather Laptop Backpack Black Austin, a laptop being placed inside Leather Laptop Backpack Black Austin, front view Leather Laptop Backpack Black Austin, side view
Wax Pull Up Leather
Leather Laptop Backpack Black Austin
€199,95
Bestseller
The Chesterfield Brand Leather Travel Backpack Cognac Jamaica, front view at an angle Leather Travel Backpack Cognac Jamaica Leather Travel Backpack Cognac Jamaica Leather Travel Backpack Cognac Jamaica, front view Leather Travel Backpack Cognac Jamaica, side view
Wax Pull Up Leather
Leather Travel Backpack Cognac Jamaica
€259,95
The Chesterfield Brand standard
The Chesterfield Brand standard
Leather that gets better with time. Full grain leather, carefully crafted and made for everyday use. Every mark, every journey and every year adds character, creating a product that’s uniquely yours.
The Chesterfield Brand Leather Laptop Bag Black Frazer, front view at an angle Leather Laptop Bag Black Frazer, worn on the shoulder Leather Laptop Bag Black Frazer, carried by hand Leather Laptop Bag Black Frazer, front view with the shoulder strap Leather Laptop Bag Black Frazer, front view
Wax Pull Up Leather
Leather Laptop Bag Black Frazer
€199,95
The Chesterfield Brand Leather Laptop Backpack Black Jasper, front view at an angle Leather Laptop Backpack Black Jasper, worn on the back Leather Laptop Backpack Black Jasper, in use, laptop being placed inside Leather Laptop Backpack Black Jasper, front view Leather Laptop Backpack Black Jasper, side view
Wax Pull Up Leather
Leather Laptop Backpack Black Jasper
€179,95
The Chesterfield Brand Leather Laptop Backpack Cognac Larsson, front view at an angle Leather Laptop Backpack Cognac Larsson, worn on the back Leather Laptop Backpack Cognac Larsson, in use, laptop being placed in the main compartment Leather Laptop Backpack Cognac Larsson, close-up of the buckle Leather Laptop Backpack Cognac Larsson, top view
Wax Pull Up Leather
Leather Laptop Backpack Cognac Larsson
€169,95
The Chesterfield Brand Leather Laptop Backpack Black Lennox, front view at an angle, with the text 'Underseat Size' Leather Laptop Backpack Black Lennox, worn on the back Leather Laptop Backpack Black Lennox, in use, with a laptop Leather Laptop Backpack Black Lennox, top view Leather Laptop Backpack Black Lennox, top view, compartments open
Wax Pull Up Leather
Leather Laptop Backpack Black Lennox
€269,95
Bestseller
The Chesterfield Brand Leather Roll-top Backpack Cognac Mazara, front view at an angle Leather Roll-top Backpack Cognac Mazara, worn on the back Leather Roll-top Backpack Cognac Mazara, in use Leather Roll-top Backpack Cognac Mazara, front view Leather Roll-top Backpack Cognac Mazara, side view
Wax Pull Up Leather
Leather Roll-top Backpack Cognac Mazara
€199,95
Bestseller
The Chesterfield Brand Leather Crossbody Bag Cognac Raphael, front view at an angle Leather Crossbody Bag Cognac Raphael, worn crossbody Leather Crossbody Bag Cognac Raphael, close-up of the shoulder strap Leather Crossbody Bag Cognac Raphael, top view with the flap open and the main compartment open Leather Crossbody Bag Cognac Raphael, close-up of the zip under the flap
Wax Pull Up Leather
Leather Crossbody Bag Cognac Raphael
€149,95
The Chesterfield Brand Leather Laptop Sleeve 14 Inch Cognac Clinton, front view at an angle Leather Laptop Sleeve 14 Inch Cognac Clinton, in use Leather Laptop Sleeve 14 Inch Cognac Clinton, close-up of a zip pocket Leather Laptop Sleeve 14 Inch Cognac Clinton, front view at an angle with a laptop inside Leather Laptop Sleeve 14 Inch Cognac Clinton, close-up of the embossed logo
Wax Pull Up Leather
Leather Laptop Sleeve 14 Inch Cognac Clinton
€69,95
The Chesterfield Brand Leather Briefcase Black Salvatore, front view at an angle Leather Briefcase Black Salvatore, close-up of the lock with key and embossed logo Leather Briefcase Black Salvatore, top view Leather Briefcase Black Salvatore, with the flap open Leather Briefcase Black Salvatore, close-up of a zip pocket
Novum Leather
Leather Briefcase Black Salvatore
€299,95
Quality reveals itself over time.
Quality reveals itself over time.
"My first bag from The Chesterfield Brand lasted for years. Buying another one wasn't even a question."

Verified review · 4.8 out of 5
The Chesterfield Brand Leather Laptop Bag Cognac Calvi, front view at an angle Leather Laptop Bag Cognac Calvi Leather Laptop Bag Cognac Calvi Leather Laptop Bag Cognac Calvi, front view Leather Laptop Bag Cognac Calvi, side view
Wax Pull Up Leather
Leather Laptop Bag Cognac Calvi
€169,95
The Chesterfield Brand Leather Laptop Backpack Black Rich, front view at an angle Leather Laptop Backpack Black Rich, worn on the back Leather Laptop Backpack Black Rich, in use, laptop placed in the main compartment Leather Laptop Backpack Black Rich, front view, set down Leather Laptop Backpack Black Rich, front view
Wax Pull Up Leather
Leather Laptop Backpack Black Rich
€199,95
The Chesterfield Brand Leather Travel Backpack Black Jamaica, front view at an angle Leather Travel Backpack Black Jamaica Leather Travel Backpack Black Jamaica Leather Travel Backpack Black Jamaica, in use, with a laptop in the laptop compartment Leather Travel Backpack Black Jamaica, in use, main compartment open with packing cubes
Wax Pull Up Leather
Leather Travel Backpack Black Jamaica
€259,95
The Chesterfield Brand Leather Laptop Backpack Brown Larsson, front view at an angle Leather Laptop Backpack Brown Larsson, close-up of the buckle Leather Laptop Backpack Brown Larsson, top view Leather Laptop Backpack Brown Larsson, inside view, opened Leather Laptop Backpack Brown Larsson, close-up of a zip pocket on the back
Wax Pull Up Leather
Leather Laptop Backpack Brown Larsson
€169,95

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Leather School Bags Leather School Backpacks Men's Leather Backpacks Leather School Bags with Laptop Compartment Men's Laptop Bags Leather

Recently viewed

What are people saying
about our Men's Leather School Bags

4.8 out of 5
8002 reviews
Wednesday, October 28, 2026
Pure Quality

Pure quality, durability you can feel right from the start, and a more than fair price. This is now my third bag in 10 years, and I still can't help but smile every time I see it and carry it.

Translated from German

Leather Laptop Bag Cognac Tilbury
M. Verified Buyer
Saturday, October 24, 2026

What an incredibly beautiful bag! It feels really nice to the touch and looks very well-made—beautiful materials and very functional.

Translated from Dutch

Leather Laptop Backpack Brown Larsson
Eduard Verified Buyer
Friday, October 23, 2026

Quality 👏🏽

Translated from French

Leather Laptop Bag Cognac Frazer
STEPHANE Verified Buyer
Thursday, October 22, 2026

Good

Leather Laptop Bag Cognac Ryan
E.A. Verified Buyer
Tuesday, October 20, 2026

Great!

Leather Roll-top Backpack Brown Remo
Zoltán Verified Buyer
Monday, October 19, 2026

Excellent-quality product, very nice, exactly as ordered. The delivery went very smoothly. No complaints—keep up the good work.

Translated from French

Leather Laptop Backpack Cognac Jasper
Frédéric Verified Buyer
Friday, October 16, 2026

Fast delivery and exceptional quality with great attention to detail. The bag's functionality has clearly been well thought out.

Translated from German

Leather Laptop Bag Brown Calvi
Yavor Verified Buyer
Friday, October 16, 2026

I love this bag. It’s good quality. The zippers seem pretty heavy duty. Nice amount of room without being too bulky. As a woman who’s 5’6” I don’t feel like it’s too manly for my size. The side pocket is tight for a water bottle but did relax enough to fit a slim one when needed.

Leather Laptop Backpack Cognac Austin
Nicole Verified Buyer
Wednesday, September 30, 2026
I think the bag is really nice

I really like this bag! The leather has a beautiful color and feels very comfortable and well-made. It has extra compartments where you can keep specific items within easy reach without having to rummage through the bag. I enjoy using it.

Translated from German

Leather Crossbody Bag Cognac Raphael
Anonymous
Thursday, September 24, 2026
A beautifully crafted, high-quality backpack

A beautifully crafted, high-quality backpack. It's practical to use and looks great. I really enjoy using it.

Translated from Dutch

Leather Laptop Backpack Cognac Jasper
Anonymous

Frequently Asked Questions

Is your question not listed here? Contact us.

How can I contact customer service?

You can contact us by sending a ticket via our support portal. You can also call us at (050) 763 08 89 or use the contact form on our website. We’re happy to assist you!

How can I return an item?

You can easily return your order through our return procedure. We charge a return fee of €4.95, which will be deducted from the amount you receive back. It is possible to choose a different carrier, but we do not cover these costs. Gift packaging is non-refundable.

Different rules apply for customers outside EU.

How do I best care for my leather item(s)?

As soon as you get your product, it's ready to use. We don't recommend treating it with leather wax beforehand.To make sure your leather item(s) last as long as possible, we recommend maintaining them regularly. Treat your Chesterfield Brand item(s) at least 4 times a year for the best protection.

We've developed special products to help you out, like our Leather Wax and Wax Spray. These products clean and care for the leather all in one go. The wax is colorless, dries quickly, and doesn't stick, making it suitable for all leather colors (except for the Novum Series). We also made a handy instruction video that you can find on our care tips page. Never apply the leather wax directly to the product; always use a cloth or piece of fabric to spread the wax evenly.

Additionally, we have a Protection Spray that helps prevent your leather bag from transferring color onto light clothing. Color transfer can happen under certain conditions, especially in warm weather or when sweating. This spray was specially developed in collaboration with the manufacturer for optimal results. 

With these tips and products, your leather bag will stay in top condition! 

Due to current shipping regulations, customers outside the EU unfortunately can't order the Protect Spray and Wax Spray. 

Where do The Chesterfield Brand products come from?

Our products come from India. We work closely with experienced suppliers there to create unique leather. We regularly visit the factories and ensure that every step of the production process is of high quality. We only choose SA8000 and/or SEDEX certified factories and use leather that complies with the REACH standard. A lot of our leather is vegetable-tanned, meaning it's chrome-free. 

The hides for our products mainly come from India and Poland. We use 90% cowhide and 10% buffalo leather. Leather is a by-product of the meat industry, and we turn it into sustainable, beautiful products. For example, our Cow Wax Pull Up leather is treated with natural waxes and oils, resulting in a soft and flexible finish. This leather can be easily re-treated, which contributes to the durability and lifespan of your product. 

What types of leather does The Chesterfield Brand use? 

We use two types of leather: cow leather and buffalo leather. With this leather, we've developed various finishes. You can find more information about this on this page: "Our leather" page.

Men's Leather School Bags

Looking for a leather school bag for men? At The Chesterfield Brand you will find leather school bags with a lot of style and high functionality. All school bags are spacious and handy, making it very easy to take all your daily items with you. The high quality leather ensures that our school bags last for years.

Leather School Bags Men

All Chesterfield men's school bags are made from high quality leathers. This high quality of leather ensures that every men's leather school bag is guaranteed to last a full school career. At The Chesterfield Brand you choose sustainability and quality. Men's school bags from The Chesterfield Brand are available in various sizes and shapes.

The school backpacks are easy to lift thanks to the wide shoulder straps and comfortable to carry on your back. The shoulder straps are mostly soft so that the bag can be easily and comfortably carried on the back while cycling or walking. The backpacks are specially designed to distribute the weight of the leather school bag across the back: this way back problems are avoided.

Most school bags for men come equipped with a handy laptop compartment. This allows you to always safely carry a 13" laptop or MacBook. In order to be able to carry all school supplies, the school bags are also provided with several storage compartments. The main compartment is spacious enough to hold, for example, books and other documents of A4 size. The smaller compartments are ideal for items such as a calculator, smartphone and bicycle keys.

  • 100% Full Grain Leather
  • Excellent rating by 150,000+ customers
  • Premium craftsmanship, responsibly made
  • 100% Full Grain Leather