Fast delivery, shipped from the Netherlands
Excellent customer rating 4.8★
Returns until after Christmas
English / EN
Deutsch / DE
Français / FR
Nederlands / NL

My cart

You have no items in your shopping cart.

Luxury Gift Box, opened, seen at an angle, with gold lettering 'The Chesterfield Brand' and 'HONOUR YOUR SUCCESS' Luxury Gift Box
4.8

Trusted by more than 150,000 people

Rated 4.8 out of 5 on Trusted Shops

Complete your order

Total

Products

Collections

Info

No results for

Men's Leather Crossbody Bags

40 products

Leather crossbody bags for men, worn across the body to keep your hands free. Crafted from full-grain leather, from compact styles to larger everyday bags.

Filters

The Chesterfield Brand Leather Crossbody Bag Black Birmingham, front view at an angle Leather Crossbody Bag Black Birmingham, worn crossbody Leather Crossbody Bag Black Birmingham, front view Leather Crossbody Bag Black Birmingham, side view Leather Crossbody Bag Black Birmingham, back view
Wax Pull Up Leather
Leather Crossbody Bag Black Birmingham
€89,95
The Chesterfield Brand Leather Crossbody Bag Cognac Alva, front view at an angle Leather Crossbody Bag Cognac Alva, worn crossbody, close-up Leather Crossbody Bag Cognac Alva, worn crossbody Leather Crossbody Bag Cognac Alva, inside view with card slots and zip pocket Leather Crossbody Bag Cognac Alva, main compartment open
Wax Pull Up Leather
Leather Crossbody Bag Cognac Alva
€99,95
The Chesterfield Brand Leather Crossbody Bag Black Dessau, front view at an angle Leather Crossbody Bag Black Dessau, main compartment open Leather Crossbody Bag Black Dessau, top view Leather Crossbody Bag Black Dessau, close-up of a zip pocket Leather Crossbody Bag Black Dessau, back view at an angle
Wax Pull Up Leather
Leather Crossbody Bag Black Dessau
€99,95
The Chesterfield Brand Leather Crossbody Bag Black Laveno, front view at an angle Leather Crossbody Bag Black Laveno, worn on the shoulder Leather Crossbody Bag Black Laveno, close-up of the front zip pocket Leather Crossbody Bag Black Laveno, top view Leather Crossbody Bag Black Laveno, main compartment open
Wax Pull Up Leather
Leather Crossbody Bag Black Laveno
€89,95
The Chesterfield Brand Leather Crossbody Bag Brown Remy, front view at an angle Leather Crossbody Bag Brown Remy, top view, main compartment open Leather Crossbody Bag Brown Remy, close-up of a zip pocket, zip pull embossed 'The Chesterfield Brand' Leather Crossbody Bag Brown Remy, top view, closed Leather Crossbody Bag Brown Remy, back view
Wax Pull Up Leather
Leather Crossbody Bag Brown Remy
€129,95
The Chesterfield Brand Leather Crossbody Bag Black Raphael, front view at an angle Leather Crossbody Bag Black Raphael, worn on the shoulder Leather Crossbody Bag Black Raphael, close-up of the shoulder strap Leather Crossbody Bag Black Raphael, top view with the flap open and the main compartment open Leather Crossbody Bag Black Raphael, close-up of the zip under the flap
Wax Pull Up Leather
Leather Crossbody Bag Black Raphael
€149,95
NEW
The Chesterfield Brand Leather Crossbody Bag Brown Harlan, front view at an angle Leather Crossbody Bag Brown Harlan, worn on the shoulder, close-up Leather Crossbody Bag Brown Harlan, carried by hand Leather Crossbody Bag Brown Harlan, worn on the shoulder Leather Crossbody Bag Brown Harlan, front view with the shoulder strap
Wax Pull Up Leather
Leather Crossbody Bag Brown Harlan
€79,95
The Chesterfield Brand Leather Crossbody Bag Black Rovon, front view at an angle Leather Crossbody Bag Black Rovon, carried by hand Leather Crossbody Bag Black Rovon, worn on the shoulder Leather Crossbody Bag Black Rovon, close-up of the zips and the embossed logo Leather Crossbody Bag Black Rovon, top view
Wax Pull Up Leather
Leather Crossbody Bag Black Rovon
€99,95
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 Crossbody Bag Brown Montira, front view at an angle Leather Crossbody Bag Brown Montira, worn on the shoulder Leather Crossbody Bag Brown Montira, close-up of the embossed logo Leather Crossbody Bag Brown Montira, close-up of a zip pocket Leather Crossbody Bag Brown Montira, top view, closed
Wax Pull Up Leather
Leather Crossbody Bag Brown Montira
€129,95
Bestseller
The Chesterfield Brand Leather Crossbody Bag Brown Birmingham, front view at an angle Leather Crossbody Bag Brown Birmingham, in use Leather Crossbody Bag Brown Birmingham, worn crossbody Leather Crossbody Bag Brown Birmingham, front view Leather Crossbody Bag Brown Birmingham, side view
Wax Pull Up Leather
Leather Crossbody Bag Brown Birmingham
€89,95
Leather Crossbody Bag Black Alva Leather Crossbody Bag Black Alva Leather Crossbody Bag Black Alva Leather Crossbody Bag Black Alva Leather Crossbody Bag Black Alva
Wax Pull Up Leather
Leather Crossbody Bag Black Alva
€99,95
The Chesterfield Brand Leather Crossbody Bag Cognac Bodin, front view at an angle Leather Crossbody Bag Cognac Bodin, top view with the flap open Leather Crossbody Bag Cognac Bodin, close-up of the snap button Leather Crossbody Bag Cognac Bodin, top view Leather Crossbody Bag Cognac Bodin, back view at an angle
Wax Pull Up Leather
Leather Crossbody Bag Cognac Bodin
€89,95
The Chesterfield Brand Leather Crossbody Bag Brown Laveno, front view at an angle Leather Crossbody Bag Brown Laveno, worn on the shoulder Leather Crossbody Bag Brown Laveno, close-up of the front zip pocket Leather Crossbody Bag Brown Laveno, top view Leather Crossbody Bag Brown Laveno, main compartment open
Wax Pull Up Leather
Leather Crossbody Bag Brown Laveno
€89,95
The Chesterfield Brand Leather Crossbody Bag Cognac Remy, front view at an angle Leather Crossbody Bag Cognac Remy, top view, main compartment open Leather Crossbody Bag Cognac Remy, back view Leather Crossbody Bag Cognac Remy, top view, closed Leather Crossbody Bag Cognac Remy, close-up of a zip pocket, zip pull embossed 'The Chesterfield Brand'
Wax Pull Up Leather
Leather Crossbody Bag Cognac Remy
€129,95
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
NEW
The Chesterfield Brand Leather Crossbody Bag Black Harlan, front view at an angle Leather Crossbody Bag Black Harlan, worn on the shoulder, close-up Leather Crossbody Bag Black Harlan, carried by hand Leather Crossbody Bag Black Harlan, worn on the shoulder Leather Crossbody Bag Black Harlan, front view with the shoulder strap
Wax Pull Up Leather
Leather Crossbody Bag Black Harlan
€79,95
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 Crossbody Bag Brown Anzora, front view at an angle Leather Crossbody Bag Brown Anzora, worn crossbody, close-up Leather Crossbody Bag Brown Anzora, close-up of the front zip pocket Leather Crossbody Bag Brown Anzora, close-up of the zip pocket on the back Leather Crossbody Bag Brown Anzora, top view
Wax Pull Up Leather
Leather Crossbody Bag Brown Anzora
€129,95
The Chesterfield Brand Leather Crossbody Bag Black Montira, front view at an angle Leather Crossbody Bag Black Montira, worn on the shoulder Leather Crossbody Bag Black Montira, close-up of the embossed logo Leather Crossbody Bag Black Montira, close-up of a zip pocket Leather Crossbody Bag Black Montira, top view, closed
Wax Pull Up Leather
Leather Crossbody Bag Black Montira
€129,95
Bestseller
The Chesterfield Brand Leather Crossbody Bag Cognac Birmingham, front view at an angle Leather Crossbody Bag Cognac Birmingham, worn crossbody Leather Crossbody Bag Cognac Birmingham, worn crossbody, seen at an angle Leather Crossbody Bag Cognac Birmingham, inside view with a phone in the slip pocket Leather Crossbody Bag Cognac Birmingham, front view
Wax Pull Up Leather
Leather Crossbody Bag Cognac Birmingham
€89,95
The Chesterfield Brand Leather Crossbody Bag Black Bremen, front view at an angle Leather Crossbody Bag Black Bremen, worn crossbody Leather Crossbody Bag Black Bremen, top view, main compartment open Leather Crossbody Bag Black Bremen, close-up of the embossed logo Leather Crossbody Bag Black Bremen, top view, closed
Wax Pull Up Leather
Leather Crossbody Bag Black Bremen
€79,95

Discover more

Leather Messenger Bags Leather Crossbody Bags Leather Laptop Shoulder Bags Leather Sling Bags Men's Leather Bags

Recently viewed

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

4.8 out of 5
8025 reviews
Tuesday, November 03, 2026
very satisfied

Very satisfied—great quality, fast delivery, and good communication via email with the company when I had a question. I immediately ordered the same one in brown and am now using them all the time. Perfect size for a men’s bag. A very good company from the Netherlands, a country that’s a pioneer in online business.

Translated from Dutch

Leather Crossbody Bag Black Laveno
Luc Verified Buyer
Wednesday, October 28, 2026
Honestly

Honestly, I'm glad I made this purchase—it's a really nice product.

Translated from French

Leather Crossbody Bag Brown Bodin
Pascal Verified Buyer
Wednesday, October 28, 2026
Impeccable

Impeccable

Leather Crossbody Bag Cognac Remy
Celine Verified Buyer
Monday, October 26, 2026

Very satisfied

Translated from Dutch

Leather Crossbody Bag Black Alva
Denise Verified Buyer
Saturday, October 24, 2026

A gift that was very well received. Lots of storage pouches. A well-sized, high-quality product. The cognac color is gorgeous. Thank you so much!

Translated from French

Leather Crossbody Bag Cognac Alva
Vanessa Verified Buyer
Friday, October 23, 2026

Beautiful crossbody bag, made of very high-quality leather. Delivered promptly and in excellent condition.

Translated from Dutch

Leather Crossbody Bag Black Laveno
Carla Verified Buyer
Friday, October 23, 2026

It's a job well done, of undeniable quality. No complaints. A very good investment.

Translated from French

Leather Crossbody Bag Brown Birmingham
Erick Verified Buyer
Thursday, October 22, 2026

Excellent quality, fast delivery, delivered as shown

Translated from German

Leather Crossbody Bag Brown Remy
Dr. Verified Buyer
Monday, October 19, 2026

Delivery issue resolved quickly and professionally👍👍👍

Translated from Dutch

Leather Crossbody Bag Cognac Remy
Sip Verified Buyer
Monday, October 19, 2026

It was perfect. Nice product and fast delivery. Thank you

Translated from French

Leather Crossbody Bag Brown Bremen
Yvette Verified Buyer

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?

Within the EU, exchanging is free: choose another item, colour or size temporarily until 31 December, via our returns page.

Prefer store credit? That is free too, plus a little extra. If you choose a refund to your original payment method, we deduct €4.95 in return costs.

Returning from outside the EU? Then you arrange and pay for the return shipment yourself. Gift packaging is non-refundable.

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 Crossbody Bags

Looking for a cool, stylish or practical leather shoulder bag for men? View our large selection of top quality leather shoulder bags. 100% full grain leather.

Men's leather crossbody bags

A leather shoulder bag for men from The Chesterfield Brand provides the ultimate combination of style, functionality and a tough look. Our shoulder bags are made from 100% full-grain quality leather. The excellent craftsmanship ensures that you can continue to enjoy your shoulder bag for years. Our shoulder bags are available in various models, sizes and types of leather. Every type of leather has its own unique look and feel and is easy to maintain.

Purchase your favourite leather shoulder bag for men online

Leather shoulder bags for men are characterized by a tough look, a practical layout and great comfort. There is a suitable shoulder bag for every occasion. There is a wide choice of leather shoulder bags with a laptop compartment, suitable for business use. Being a casual shoulder bag, these are a bit more compact and suitable for carrying your personal items. Perfect for a day out or a city trip. The shoulder bags are available in the colours cognac, brown and black. 

Also have a look at these popular categories:

Do you have questions about our brand or one of our products? Do not hesitate to contact us. We are happy to help you.

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