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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

Trusted by more than 150,000 people

Rated 4.8 out of 5 on Trusted Shops

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Leather Hobo Bags

33 products

Leather hobo bags with a soft, slouchy shape that sits over the shoulder for everyday wear. Crafted in supple leather with room for your daily essentials.

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The Chesterfield Brand Leather Shoulder Bag Cognac Jen, front view at an angle Leather Shoulder Bag Cognac Jen, hanging by the handle Leather Shoulder Bag Cognac Jen, carried by hand Leather Shoulder Bag Cognac Jen, close-up of the embossed logo Leather Shoulder Bag Cognac Jen, top view, main compartment open
Wax Pull Up Leather
Leather Shoulder Bag Cognac Jen
€109,95
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 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
Bestseller
The Chesterfield Brand Leather Handbag Cognac Fioline, front view at an angle, with shoulder strap Leather Handbag Cognac Fioline, carried by hand Leather Handbag Cognac Fioline, top view Leather Handbag Cognac Fioline, inside view Leather Handbag Cognac Fioline, close-up of the embossed logo
Wax Pull Up Leather
Leather Handbag Cognac Fioline
€169,95
The Chesterfield Brand Leather Shoulder Bag Black Christie, front view at an angle Leather Shoulder Bag Black Christie, carried by hand Leather Shoulder Bag Black Christie, close-up of the embossed logo Leather Shoulder Bag Black Christie, top view Leather Shoulder Bag Black Christie, main compartment open
Wax Pull Up Leather
Leather Shoulder Bag Black Christie
€109,95
The Chesterfield Brand Leather Shoulder Bag Taupe Zarita, front view at an angle Leather Shoulder Bag Taupe Zarita, carried by hand Leather Shoulder Bag Taupe Zarita, worn crossbody Leather Shoulder Bag Taupe Zarita, close-up of the embossed logo 'The Chesterfield Brand' Leather Shoulder Bag Taupe Zarita, close-up of the leather
Soft Serene Leather
Leather Shoulder Bag Taupe Zarita
€129,95
The Chesterfield Brand Leather Shoulder Bag Brown Amelia, front view at an angle Leather Shoulder Bag Brown Amelia, worn on the shoulder Leather Shoulder Bag Brown Amelia, in use Leather Shoulder Bag Brown Amelia, main compartment open Leather Shoulder Bag Brown Amelia, close-up of the embossed logo 'The Chesterfield Brand'
Wax Pull Up Leather
Leather Shoulder Bag Brown Amelia
€139,95
The Chesterfield Brand Leather Shoulder Bag Brown Zira, front view at an angle Leather Shoulder Bag Brown Zira, close-up of a zip pocket Leather Shoulder Bag Brown Zira, close-up of the embossed logo Leather Shoulder Bag Brown Zira, top view, closed Leather Shoulder Bag Brown Zira, top view, main compartment open
Wax Pull Up Leather
Leather Shoulder Bag Brown Zira
€149,95
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 Mirave, front view at an angle Leather Shoulder Bag Cognac Mirave, worn crossbody Leather Shoulder Bag Cognac Mirave, worn on the shoulder Leather Shoulder Bag Cognac Mirave, close-up of the zips Leather Shoulder Bag Cognac Mirave, top view, closed
Wax Pull Up Leather
Leather Shoulder Bag Cognac Mirave
€119,95
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
The Chesterfield Brand Leather Shoulder Bag Cognac Nancy, front view at an angle Leather Shoulder Bag Cognac Nancy, worn on the shoulder Leather Shoulder Bag Cognac Nancy, carried by hand Leather Shoulder Bag Cognac Nancy, close-up of the embossed logo Leather Shoulder Bag Cognac Nancy, top view
Wax Pull Up Leather
Leather Shoulder Bag Cognac Nancy
€109,95
The Chesterfield Brand Leather Shoulder Bag Sky Blue Astero, front view at an angle Leather Shoulder Bag Sky Blue Astero, worn crossbody Leather Shoulder Bag Sky Blue Astero, close-up of the embossed logo Leather Shoulder Bag Sky Blue Astero, close-up of the leather Leather Shoulder Bag Sky Blue Astero, top view, closed
Soft Serene Leather
Leather Shoulder Bag Sky Blue Astero
€149,95
The Chesterfield Brand Leather Handbag Black Fioline, front view at an angle Leather Handbag Black Fioline, close-up of the embossed logo Leather Handbag Black Fioline, close-up of a zip pocket Leather Handbag Black Fioline, top view Leather Handbag Black Fioline, inside view
Wax Pull Up Leather
Leather Handbag Black Fioline
€169,95
The Chesterfield Brand Leather Shoulder Bag Black Jen, front view at an angle Leather Shoulder Bag Black Jen, close-up of the embossed logo Leather Shoulder Bag Black Jen, top view, main compartment open Leather Shoulder Bag Black Jen, close-up of a zip pocket Leather Shoulder Bag Black Jen, top view, closed
Wax Pull Up Leather
Leather Shoulder Bag Black Jen
€109,95
The Chesterfield Brand Leather Shoulder Bag Beige Zarita, front view at an angle Leather Shoulder Bag Beige Zarita, carried by hand Leather Shoulder Bag Beige Zarita, worn crossbody Leather Shoulder Bag Beige Zarita, close-up of a zip pocket and the embossed logo Leather Shoulder Bag Beige Zarita, close-up of the leather
Soft Serene Leather
Leather Shoulder Bag Beige Zarita
€129,95
The Chesterfield Brand Leather Shoulder Bag Cognac Amelia, front view at an angle Leather Shoulder Bag Cognac Amelia, worn on the shoulder Leather Shoulder Bag Cognac Amelia, carried by hand Leather Shoulder Bag Cognac Amelia, main compartment open Leather Shoulder Bag Cognac Amelia, close-up of the embossed logo 'The Chesterfield Brand'
Wax Pull Up Leather
Leather Shoulder Bag Cognac Amelia
€139,95
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 Black Marle, front view at an angle Leather Shoulder Bag Black Marle, close-up of the two zips Leather Shoulder Bag Black Marle, top view, main compartment open Leather Shoulder Bag Black Marle, top view, closed Leather Shoulder Bag Black Marle, close-up of a zip pocket
Wax Pull Up Leather
Leather Shoulder Bag Black Marle
€149,95
The Chesterfield Brand Leather Shoulder Bag Black Mirave, front view at an angle Leather Shoulder Bag Black Mirave, close-up of the zips Leather Shoulder Bag Black Mirave, top view, closed Leather Shoulder Bag Black Mirave, top view, main compartment open Leather Shoulder Bag Black Mirave, close-up of a zip pocket
Wax Pull Up Leather
Leather Shoulder Bag Black Mirave
€119,95
The Chesterfield Brand Leather Shoulder Bag Black Zira, front view at an angle Leather Shoulder Bag Black Zira, close-up of the embossed logo Leather Shoulder Bag Black Zira, close-up of a zip pocket Leather Shoulder Bag Black Zira, top view, closed Leather Shoulder Bag Black Zira, top view, main compartment open
Wax Pull Up Leather
Leather Shoulder Bag Black Zira
€149,95
The Chesterfield Brand Leather Shoulder Bag Black Nancy, front view at an angle Leather Shoulder Bag Black Nancy, close-up of the embossed logo Leather Shoulder Bag Black Nancy, top view Leather Shoulder Bag Black Nancy, main compartment open Leather Shoulder Bag Black Nancy, close-up of the zip
Wax Pull Up Leather
Leather Shoulder Bag Black Nancy
€109,95

Discover more

Women's Leather Shoulder Bags Leather Handbags Leather Tote Bags Leather Crossbody Bags Women's Leather Bags

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What are people saying
about our Leather Hobo Bags

4.8 out of 5
8048 reviews
Tuesday, September 29, 2026
Very fast delivery

Very fast delivery, excellent quality, plenty of space

Translated from German

Leather Shoulder Bag Cognac Jen
Anonymous
Saturday, July 04, 2026
Leather Shoulder Bag Cognac Nancy
Anonymous
Tuesday, June 23, 2026
Leather Shoulder Bag Cognac Amelia
Anonymous
Sunday, June 07, 2026
Anonymous
Friday, May 22, 2026
Chesterfield uses DPD as its package delivery service

Chesterfield uses DPD as its package delivery service. Unfortunately, even though I was home, the delivery person simply claimed that we had missed each other. I filed a report/complaint about this with DPD and Chesterfield, but the response I received from Chesterfield can only be described as worthless—Chesterfield simply doesn’t care. The product itself is great—just like all Chesterfield products; there’s nothing wrong with it—but the customer service is more than disgraceful.

Translated from Dutch

Anonymous
Sunday, November 02, 2025
Leather Handbag Black Fioline
Anja
Thursday, October 30, 2025
Great Leather

Great leather, very well made‼️
Fast shipping, and the bag is just the right size. It comes with both a short and a long shoulder strap. Simply perfect‼️

Translated from German

Leather Shoulder Bag Cognac Amelia
Regina
Thursday, October 30, 2025
Leather Shoulder Bag Brown Jen
Martina
Friday, October 17, 2025
Leather Shoulder Bag Brown Jen
Y
Sunday, October 12, 2025
Leather Handbag Black Fioline
Ursula

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.

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