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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
4.8

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Leather Shoulder Bags

143 products

Leather shoulder bags spanning compact everyday styles to larger designs for work and travel. Made from 100% full grain leather, including Wax Pull Up leather that gains character with use.

Women's Leather Crossbody Bags
Women's Crossbody Bags
Men's Leather Crossbody Bags
Men's Crossbody Bags
Leather Laptop Shoulder Bags
Laptop Shoulder Bags
Leather Hobo Bags
Hobo Bags
Leather Tote Bags
Tote Bags

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Bestseller
The Chesterfield Brand Leather Shoulder Bag Cognac Rome, front view at an angle Leather Shoulder Bag Cognac Rome, in use Leather Shoulder Bag Cognac Rome, worn on the shoulder Leather Shoulder Bag Cognac Rome, inside view with a zip pocket Leather Shoulder Bag Cognac Rome, close-up of the embossed logo and the front zip pockets
Wax Pull Up Leather
Leather Shoulder Bag Cognac Rome
€149,95
Bestseller
The Chesterfield Brand Leather Shoulder Bag Cognac Fidenza, front view at an angle Leather Shoulder Bag Cognac Fidenza Leather Shoulder Bag Cognac Fidenza Leather Shoulder Bag Cognac Fidenza, in use Leather Shoulder Bag Cognac Fidenza, front view
Wax Pull Up Leather
Leather Shoulder Bag Cognac Fidenza
€159,95
Bestseller
The Chesterfield Brand Leather Shoulder Bag Cognac Gail, front view at an angle Leather Shoulder Bag Cognac Gail Leather Shoulder Bag Cognac Gail Leather Shoulder Bag Cognac Gail, front view Leather Shoulder Bag Cognac Gail, side view
Wax Pull Up Leather
Leather Shoulder Bag Cognac Gail
€159,95
The Chesterfield Brand Leather Shoulder Bag Black Miloa, front view at an angle Leather Shoulder Bag Black Miloa, carried by hand Leather Shoulder Bag Black Miloa, worn crossbody Leather Shoulder Bag Black Miloa, close-up of the embossed logo Leather Shoulder Bag Black Miloa, close-up of a zip pocket
Soft Serene Leather
Leather Shoulder Bag Black Miloa
€129,95
The Chesterfield Brand Leather Shoulder Bag Black Astero, front view at an angle Leather Shoulder Bag Black Astero, worn crossbody Leather Shoulder Bag Black Astero, close-up of the embossed logo Leather Shoulder Bag Black Astero, close-up of the leather Leather Shoulder Bag Black Astero, top view, closed
Soft Serene Leather
Leather Shoulder Bag Black Astero
€149,95
The Chesterfield Brand Leather Shoulder Bag Beige Liora, front view at an angle Leather Shoulder Bag Beige Liora, worn crossbody Leather Shoulder Bag Beige Liora, worn on the shoulder Leather Shoulder Bag Beige Liora, close-up of the embossed logo 'The Chesterfield Brand' Leather Shoulder Bag Beige Liora, close-up of a zip pocket
Soft Serene Leather
Leather Shoulder Bag Beige Liora
€119,95
The Chesterfield Brand Leather Shoulder Bag Cognac Seron, front view at an angle Leather Shoulder Bag Cognac Seron, close-up of the embossed logo Leather Shoulder Bag Cognac Seron, close-up of a zip pocket Leather Shoulder Bag Cognac Seron, top view Leather Shoulder Bag Cognac Seron, main compartment open
Wax Pull Up Leather
Leather Shoulder Bag Cognac Seron
€139,95
The Chesterfield Brand Leather Shoulder Bag Black Tofino, front view at an angle Leather Shoulder Bag Black Tofino, close-up of the embossed logo Leather Shoulder Bag Black Tofino, close-up of a zip pocket Leather Shoulder Bag Black Tofino, top view, closed Leather Shoulder Bag Black Tofino, top view, main compartment open
Wax Pull Up Leather
Leather Shoulder Bag Black Tofino
€129,95
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 Shoulder Bag Cognac Alexandria, front view at an angle Leather Shoulder Bag Cognac Alexandria, worn on the shoulder, held by the strap Leather Shoulder Bag Cognac Alexandria, worn on the shoulder Leather Shoulder Bag Cognac Alexandria, close-up of the embossed logo Leather Shoulder Bag Cognac Alexandria, top view
Wax Pull Up Leather
Leather Shoulder Bag Cognac Alexandria
€119,95
The Chesterfield Brand Leather Shoulder Bag Cognac Marle, front view at an angle Leather Shoulder Bag Cognac Marle, carried by hand Leather Shoulder Bag Cognac Marle, close-up of the two zips Leather Shoulder Bag Cognac Marle, top view, main compartment open Leather Shoulder Bag Cognac Marle, top view, closed
Wax Pull Up Leather
Leather Shoulder Bag Cognac Marle
€149,95
The Chesterfield Brand Leather Shoulder Bag Black Fidenza, front view at an angle Leather Shoulder Bag Black Fidenza Leather Shoulder Bag Black Fidenza Leather Shoulder Bag Black Fidenza, front view Leather Shoulder Bag Black Fidenza, side view
Wax Pull Up Leather
Leather Shoulder Bag Black Fidenza
€159,95
The Chesterfield Brand Leather Shoulder Bag Black Gail, front view at an angle Leather Shoulder Bag Black Gail Leather Shoulder Bag Black Gail Leather Shoulder Bag Black Gail, front view Leather Shoulder Bag Black Gail, side view
Wax Pull Up Leather
Leather Shoulder Bag Black Gail
€159,95
The Chesterfield Brand Leather Shoulder Bag Cognac Mosel, front view at an angle Leather Shoulder Bag Cognac Mosel, close-up of the embossed logo Leather Shoulder Bag Cognac Mosel, close-up of a zip pocket Leather Shoulder Bag Cognac Mosel, top view, closed Leather Shoulder Bag Cognac Mosel, top view, main compartment open
Wax Pull Up Leather
Leather Shoulder Bag Cognac Mosel
€149,95
NEW
The Chesterfield Brand Leather Shoulder Bag Cognac Fierra, front view at an angle, with handle and shoulder strap Leather Shoulder Bag Cognac Fierra, worn on the shoulder, close-up Leather Shoulder Bag Cognac Fierra, worn on the shoulder Leather Shoulder Bag Cognac Fierra, front view, hanging from the shoulder strap Leather Shoulder Bag Cognac Fierra, front view, hanging from the handle
Wax Pull Up Leather
Leather Shoulder Bag Cognac Fierra
€129,95
NEW
The Chesterfield Brand Leather Shoulder Bag Cognac Elira, front view at an angle Leather Shoulder Bag Cognac Elira, worn on the shoulder Leather Shoulder Bag Cognac Elira, worn with the shoulder strap Leather Shoulder Bag Cognac Elira, carried by hand Leather Shoulder Bag Cognac Elira, front view
Wax Pull Up Leather
Leather Shoulder Bag Cognac Elira
€139,95
The Chesterfield Brand Leather Shoulder Bag Black Olvia, front view at an angle Leather Shoulder Bag Black Olvia, close-up of the embossed logo Leather Shoulder Bag Black Olvia, close-up of a zip pocket Leather Shoulder Bag Black Olvia, top view, closed Leather Shoulder Bag Black Olvia, top view, main compartment open
Wax Pull Up Leather
Leather Shoulder Bag Black Olvia
€149,95
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 Shoulder Bag Brown Tofino, front view at an angle Leather Shoulder Bag Brown Tofino, close-up of a zip pocket Leather Shoulder Bag Brown Tofino, close-up of the embossed logo Leather Shoulder Bag Brown Tofino, top view, closed Leather Shoulder Bag Brown Tofino, top view, main compartment open
Wax Pull Up Leather
Leather Shoulder Bag Brown Tofino
€129,95
NEW
The Chesterfield Brand Leather Shoulder Bag Black Maris, front view at an angle Leather Shoulder Bag Black Maris, worn on the shoulder Leather Shoulder Bag Black Maris, worn crossbody Leather Shoulder Bag Black Maris, front view with the long shoulder strap Leather Shoulder Bag Black Maris, front view
Soft Serene Leather
Leather Shoulder Bag Black Maris
€119,95
NEW
The Chesterfield Brand Leather Shoulder Bag Olive Green Astero, front view at an angle Leather Shoulder Bag Olive Green Astero, worn on the shoulder Leather Shoulder Bag Olive Green Astero, worn on the shoulder with the shoulder strap Leather Shoulder Bag Olive Green Astero, front view with the shoulder strap hanging down Leather Shoulder Bag Olive Green Astero, side view
Soft Serene Leather
Leather Shoulder Bag Olive Green Astero
€149,95
Bestseller
The Chesterfield Brand Leather Shoulder Bag Brown Fidenza, front view at an angle Leather Shoulder Bag Brown Fidenza, standing on the floor, held by the handles Leather Shoulder Bag Brown Fidenza Leather Shoulder Bag Brown Fidenza Leather Shoulder Bag Brown Fidenza, in use
Wax Pull Up Leather
Leather Shoulder Bag Brown Fidenza
€159,95

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Women's Leather Shoulder Bags Men's Leather Crossbody Bags Leather Hobo Bags Leather Tote Bags Leather Laptop Shoulder Bags

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What are people saying
about our Leather Shoulder Bags

4.8 out of 5
8025 reviews
Wednesday, November 04, 2026
Toptas!!!

Toptas!!!

Leather Laptop Shoulder Bag Cognac Isara
Kbrd Verified Buyer
Sunday, November 01, 2026
Nice bag for

A nice bag for work

Translated from Dutch

Leather Shoulder Bag Black Fidenza
M Verified Buyer
Wednesday, October 21, 2026

A modern, luxurious, and practical crossbody bag made of supple, high-quality leather.

Translated from Dutch

Leather Shoulder Bag Black Miloa
AJC Verified Buyer
Monday, October 19, 2026

Sturdy bag made of supple leather. Good size and handy storage compartments. I use this bag for work. It fits a lunchbox and a water bottle. I'm happy with this purchase!

Translated from Dutch

Leather Shoulder Bag Cognac Elira
Charlotte Verified Buyer
Thursday, October 15, 2026

A very nice product that's exactly what I wanted. Delivery was pretty fast. I recommend it.

Translated from French

Leather Shoulder Bag Taupe Miloa
Elisabeth Verified Buyer
Tuesday, September 29, 2026
Very fast delivery

Very fast delivery, excellent quality, plenty of space

Translated from German

Leather Shoulder Bag Cognac Jen
Anonymous
Tuesday, September 15, 2026
Leather Shoulder Bag Cognac Rome
Anonymous
Tuesday, September 01, 2026
It's a beautiful

It's a nice, practical handbag. The bottom could be a little sturdier, though.

Translated from Dutch

Leather Shoulder Bag Cognac Pretoria
Anonymous
Monday, August 31, 2026
Well worth the investment!

I was looking for a stylish work bag that’s big enough to hold a water bottle, sandwiches, and snacks, but not so big that it looks ridiculous without those items. I quickly came across The Chesterfield Brand. It’s a reliable brand that won’t fall apart after just a few months. I absolutely love the cognac color. It goes with everything, and as you use it, it develops a bit of a vintage look, which I really like. I’ve been using my bag for a few months now and haven’t regretted it for a single minute. It’s great that you can carry it over your shoulder or hold it in your hand. It has plenty of compartments so you can keep frequently used items separate from less essential ones. The main compartment, where I keep my wallet, closes securely with a zipper, which is always a bit safer than a snap closure. The leather is supple, and the zippers and snaps work well. My “work bag” is totally worth the investment!

Translated from Dutch

Leather Shoulder Bag Cognac Gail
Anonymous
Saturday, August 29, 2026
Leather Shoulder Bag Cognac Gail
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?

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.

Leather Shoulder Bags

Leather shoulder bags are a core part of The Chesterfield Brand collection. This range brings together compact everyday styles, roomy shoulder bags and practical options for work, with designs for both women and men. If you already know what you need, you can also browse the dedicated collections for women’s shoulder bags, men’s shoulder bags and laptop shoulder bags.

What this collection is for

A leather shoulder bag is a simple choice when you want comfort, storage and a timeless look in one bag. Within this collection you will find styles for daily use, city trips, commuting and days when you want to carry a little more without switching to a backpack. Depending on the model, features such as a smartphone pocket, organiser, tablet compartment or detachable shoulder strap help you keep your essentials within easy reach. That makes this collection suitable for both casual use and more organised workdays.

Why choose The Chesterfield Brand

What makes a Chesterfield shoulder bag different is the material and the way it is used. The Chesterfield Brand works with 100% full grain leather and is especially known for its Wax Pull Up leather, a leather type that develops character with use and can be refreshed with leather wax. The brand combines that leather focus with functional design, aiming for bags that feel good in daily use and stay relevant beyond one season.

Find the right shoulder bag

If you are comparing styles, start with how you plan to use the bag. A smaller shoulder bag works well for daily essentials and travelling light. A larger model offers more space for notebooks, personal items or work gear. And if you need extra room for your device and documents, the laptop shoulder bags collection is the most logical next step. Explore the full range and find the leather shoulder bag that fits your routine.

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