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Bestsellers Men

53 products

The best-selling men's leather bags and accessories, in one place. From business styles to everyday carry, these are the pieces men choose most.

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Bestseller
The Chesterfield Brand Leather Weekender Trolley Cognac Jayven, with the trolley handle extended, seen at an angle Leather Weekender Trolley Cognac Jayven, pulled by the trolley handle, seen from behind Leather Weekender Trolley Cognac Jayven, pulled by the trolley handle, seen from the side Leather Weekender Trolley Cognac Jayven, with shoulder strap, front view at an angle Leather Weekender Trolley Cognac Jayven, with shoulder strap, front view
Wax Pull Up Leather
Leather Weekender Trolley Cognac Jayven
$523
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
$353
The Chesterfield Brand Leather Laptop Bag Black Ryan, front view at an angle Leather Laptop Bag Black Ryan, in use, with a laptop being placed in the main compartment Leather Laptop Bag Black Ryan, front view Leather Laptop Bag Black Ryan, side view Leather Laptop Bag Black Ryan, back view
Wax Pull Up Leather
Leather Laptop Bag Black Ryan
$327
The Chesterfield Brand Leather Laptop Bag Brown Ryan, front view at an angle Leather Laptop Bag Brown Ryan, in use, with a laptop being placed in the main compartment Leather Laptop Bag Brown Ryan, front view Leather Laptop Bag Brown Ryan, side view Leather Laptop Bag Brown Ryan, back view
Wax Pull Up Leather
Leather Laptop Bag Brown Ryan
$327
The Chesterfield Brand Leather Laptop Bag Cognac Ryan, front view at an angle Leather Laptop Bag Cognac Ryan, carried by hand Leather Laptop Bag Cognac Ryan, worn on the shoulder Leather Laptop Bag Cognac Ryan, front view Leather Laptop Bag Cognac Ryan, side view
Wax Pull Up Leather
Leather Laptop Bag Cognac Ryan
$327
Bestseller
The Chesterfield Brand Leather Weekender Bag Brown Melbourne, front view at an angle Leather Weekender Bag Brown Melbourne, held by the handles Leather Weekender Bag Brown Melbourne, front view Leather Weekender Bag Brown Melbourne, side view Leather Weekender Bag Brown Melbourne, back view with zip pocket
Wax Pull Up Leather
Leather Weekender Bag Brown Melbourne
$314
Bestseller
The Chesterfield Brand Leather Weekender Bag Cognac Melbourne, front view at an angle Leather Weekender Bag Cognac Melbourne, carried by hand Leather Weekender Bag Cognac Melbourne, front view Leather Weekender Bag Cognac Melbourne, side view Leather Weekender Bag Cognac Melbourne, back view with zip pocket
Wax Pull Up Leather
Leather Weekender Bag Cognac Melbourne
$314
Bestseller
The Chesterfield Brand Leather Roll-top Backpack Cognac Liverpool, front view at an angle Leather Roll-top Backpack Cognac Liverpool, worn on the back Leather Roll-top Backpack Cognac Liverpool, in use with a laptop Leather Roll-top Backpack Cognac Liverpool, front view Leather Roll-top Backpack Cognac Liverpool, side view
Wax Pull Up Leather
Leather Roll-top Backpack Cognac Liverpool
$288
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.
Leather Weekender Bag Cognac Perth Leather Weekender Bag Cognac Perth, in use Leather Weekender Bag Cognac Perth, carried by hand Leather Weekender Bag Cognac Perth Leather Weekender Bag Cognac Perth
Wax Pull Up Leather
Leather Weekender Bag Cognac Perth
$288
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
$262
The Chesterfield Brand Leather Laptop Bag Cognac Frazer, front view at an angle Leather Laptop Bag Cognac Frazer, carried by hand Leather Laptop Bag Cognac Frazer, worn crossbody Leather Laptop Bag Cognac Frazer, in use Leather Laptop Bag Cognac Frazer, front view with the shoulder strap
Wax Pull Up Leather
Leather Laptop Bag Cognac Frazer
$262
The Chesterfield Brand Leather Laptop Bag Cognac Boston, front view at an angle Leather Laptop Bag Cognac Boston, worn on the shoulder Leather Laptop Bag Cognac Boston, in use Leather Laptop Bag Cognac Boston, front view Leather Laptop Bag Cognac Boston, side view
Wax Pull Up Leather
Leather Laptop Bag Cognac Boston
$262
The Chesterfield Brand Leather Laptop Bag Cognac Seth, front view at an angle Leather Laptop Bag Cognac Seth, in use, held by the handles Leather Laptop Bag Cognac Seth, carried by hand Leather Laptop Bag Cognac Seth, front view with the shoulder strap Leather Laptop Bag Cognac Seth, side view
Wax Pull Up Leather
Leather Laptop Bag Cognac Seth
$262
Bestseller
The Chesterfield Brand Leather Briefcase Brown Salvatore, front view at an angle Leather Briefcase Brown Salvatore, carried by hand, seen at an angle Leather Briefcase Brown Salvatore, carried by hand Leather Briefcase Brown Salvatore, close-up of the lock with key and embossed logo Leather Briefcase Brown Salvatore, top view
Novum Series
Leather Briefcase Brown Salvatore
$392
The Chesterfield Brand Leather Weekender Bag Cognac Cavoli, front view at an angle, with shoulder strap Person holding a cognac leather duffel bag in a neutral setting Leather Weekender Bag Cognac Cavoli, top view Leather Weekender Bag Cognac Cavoli, inside view of the main compartment Leather Weekender Bag Cognac Cavoli, close-up of the zip pocket with embossed logo
Novum Series
Leather Weekender Bag Cognac Cavoli
$392
The Chesterfield Brand Leather Laptop Backpack Cognac Maggiore, front view at an angle Leather Laptop Backpack Cognac Maggiore, worn on the back Leather Laptop Backpack Cognac Maggiore, in use Leather Laptop Backpack Cognac Maggiore, close-up of the handle Leather Laptop Backpack Cognac Maggiore, top view
Novum Series
Leather Laptop Backpack Cognac Maggiore
$366
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 Iseo, seen at an angle Leather Laptop Bag Cognac Iseo, carried by the shoulder strap Leather Laptop Bag Cognac Iseo, carried by hand Leather Laptop Bag Cognac Iseo, in use with a laptop Leather Laptop Bag Cognac Iseo, held by the handles
Novum Series
Leather Laptop Bag Cognac Iseo
$353
Bestseller
The Chesterfield Brand Leather Travel Backpack Cognac Jamaica, front view at an angle Leather Travel Backpack Cognac Jamaica, in use, laptop being placed inside Leather Travel Backpack Cognac Jamaica, worn on the shoulder Leather Travel Backpack Cognac Jamaica, front view Leather Travel Backpack Cognac Jamaica, side view
Wax Pull Up Leather
Leather Travel Backpack Cognac Jamaica
$340
The Chesterfield Brand Leather Laptop Backpack Brown Rich, front view at an angle Leather Laptop Backpack Brown Rich, worn on the back Leather Laptop Backpack Brown Rich, front view Leather Laptop Backpack Brown Rich, side view Leather Laptop Backpack Brown Rich, back view
Wax Pull Up Leather
Leather Laptop Backpack Brown Rich
$262
Bestseller
The Chesterfield Brand Leather Laptop Backpack Cognac Rich, front view at an angle Leather Laptop Backpack Cognac Rich, worn on the shoulder Leather Laptop Backpack Cognac Rich, in use, laptop placed in the main compartment Leather Laptop Backpack Cognac Rich, front view Leather Laptop Backpack Cognac Rich, side view
Wax Pull Up Leather
Leather Laptop Backpack Cognac Rich
$262

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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.

Bestsellers Men

Welcome to the world of refined men's fashion, where style and durability come together to leave an unforgettable impression. At The Chesterfield Brand, we have perfected the art of crafting impeccable men's bestsellers that appeal to both the modern trendsetter and the classic gentleman.

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