Step Into Timeless Style with These Vintage Black Derby Shoes
Crafted for the modern man with a taste for classic design, these vintage black derby shoes combine retro charm with everyday function. Featuring a signature 60s silhouette, round toe, and U-shaped moccasin-style stitching, they bring a bold yet refined touch to any outfit. Whether you’re heading to the office, a casual night out, or a weekend event, these shoes offer the versatility and comfort you need for any occasion.
The upper is made from premium second-layer cowhide leather, delivering a smooth, durable finish that ages beautifully over time. Inside, the breathable microfiber leather lining and cushioned PU insole provide all-day comfort. The thick rubber outsole is rugged and serrated, giving you excellent grip and long-lasting wear — ideal for both urban terrain and outdoor strolls.
What truly sets these shoes apart is the adjustable two-eyelet waxed lace system. Made from wax-treated cotton cord and special leather, it enhances the vintage look while allowing for a snug, personalized fit. Plus, the low-top design means you can slip them on and off with ease — no hassle, no fuss.
Why You’ll Love These Shoes
- Classic Design: Rounded toe and moccasin stitching echo the iconic British 60s style
- Premium Materials: Split cowhide leather upper, microfiber lining, and PU insole for durability and comfort
- Rugged Rubber Outsole: Serrated tread for excellent traction and durability
- Adjustable Waxed Laces: Two-eyelet design for easy adjustments and a secure fit
- Versatile Style: Pairs perfectly with jeans, chinos, suit pants, and more
- Seasonal Comfort: Best suited for Spring and Autumn wear
The Perfect Blend of Retro Charm and Modern Utility
These black leather derby loafers are more than just shoes — they’re a statement. Designed for daily wear, from the office to weekend outings, they embody sophistication without sacrificing comfort. Their low-top construction adds ease to your routine, while the attention to vintage details ensures you stand out in any setting. Whether you’re dressing up or down, these shoes adapt effortlessly to your look.
Ready to upgrade your footwear game? Make your mark with these vintage-inspired lace-up derbies — where timeless style meets everyday comfort.
Slip into something better. Own your step. Add them to your cart today.
Size Chart
| EU Size | US Men’s Size | Insole Length (in) | Foot Length (in) |
|---|---|---|---|
| 38 | 5.5 | 10.31 | 9.29 – 9.45 |
| 39 | 6 | 10.51 | 9.49 – 9.65 |
| 40 | 7 | 10.67 | 9.69 – 9.84 |
| 41 | 8 | 10.91 | 9.84 – 9.84 |
| 42 | 9 | 11.10 | 9.84 – 10.24 |
SHIPPING
We are proud to offer international shipping services that currently operate in over 200 countries and islands world wide. Nothing means more to us than bringing our customers great value and service. We will continue to grow to meet the needs of all our customers, delivering a service beyond all expectation anywhere in the world.
Do you ship worldwide?
Yes. We provide free shipping to over 200 countries around the world. However, there are some locations we are unable to ship to. If you happen to be located in one of those countries we will contact you.
What about customs?
We are not responsible for any custom fees once the items have been shipped. By purchasing our products, you consent that one or more packages may be shipped to you and may get custom fees when they arrive to your country.
How long does shipping take?
Shipping time varies by location. These are our estimates:| Location | *Estimated Shipping Time |
|---|---|
| United States | 5-20 Business days |
| Canada, Europe | 5-20 Business days |
| Australia, New Zealand | 5-20 Business days |
| Central & South America | 5-25 Business days |
| Asia | 5-20 Business days |
| Africa | 5-25 Business days |
Do you provide tracking information?
Yes, you will receive an email once your order ships that contains your tracking information. If you haven’t received tracking info within 5 days, please contact us.
My tracking says “no information available at the moment”.
For some shipping companies, it takes 2-5 business days for the tracking information to update on the system. If your order was placed more than 5 business days ago and there is still no information on your tracking number, please contact us.
Will my items be sent in one package?
For logistical reasons, items in the same purchase will sometimes be sent in separate packages, even if you've specified combined shipping.
If you have any other questions, please contact us and we will do our best to help you out.
RETURNS
Order cancellation
All orders can be cancelled until they are shipped. If your order has been paid and you need to make a change or cancel an order, you must contact us within 12 hours. Once the packaging and shipping process has started, it can no longer be cancelled.
Refunds
Your satisfaction is our #1 priority. Therefore, you can request a refund or reshipment for ordered products if:
- If you did not receive the product within the guaranteed time (45 days not including 1-3 day processing) you can request a refund or a reshipment.
- If you received the wrong item you can request a refund or a reshipment.
- If you do not want the product you’ve received you may request a refund but you must return the item at your expense and the item must be unused.
We do not issue the refund if:
- Your order did not arrive due to factors within your control (i.e. providing the wrong shipping address)
- Your order did not arrive due to exceptional circumstances outside the control of legasen.com (i.e. not cleared by customs, delayed by a natural disaster).
- Other exceptional circumstances outside the control of legasen.com.
*You can submit refund requests within 15 days after the guaranteed period for delivery (45 days) has expired. You can do it by sending a message on Contact Us page
If you are approved for a refund, then your refund will be processed, and a credit will automatically be applied to your credit card or original method of payment, within 14 days.
Exchanges
If for any reason you would like to exchange your product, perhaps for a different size in clothing, you must contact us first and we will guide you through the steps.
Please do not send your purchase back to us unless we authorise you to do so.
Order cancellation
All orders can be cancelled until they are shipped. If your order has been paid and you need to make a change or cancel an order, you must contact us within 12 hours. Once the packaging and shipping process has started, it can no longer be cancelled.
Refunds
Your satisfaction is our #1 priority. Therefore, you can request a refund or reshipment for ordered products if:
- If you did not receive the product within the guaranteed time( 45 days not including 2-5 day processing) you can request a refund or a reshipment.
- If you received the wrong item you can request a refund or a reshipment.
- If you do not want the product you’ve received you may request a refund but you must return the item at your expense and the item must be unused.
We do not issue the refund if:
- Your order did not arrive due to factors within your control (i.e. providing the wrong shipping address)
- Your order did not arrive due to exceptional circumstances outside the control of legasen.com (i.e. not cleared by customs, delayed by a natural disaster).
- Other exceptional circumstances outside the control of https://legasen.com
*You can submit refund requests within 15 days after the guaranteed period for delivery (45 days) has expired. You can do it by sending a message on Contact Us page
If you are approved for a refund, then your refund will be processed, and a credit will automatically be applied to your credit card or original method of payment, within 14 days.
Exchanges
If for any reason you would like to exchange your product, perhaps for a different size in clothing. You must contact us first and we will guide you through the steps.
Please do not send your purchase back to us unless we authorise you to do so.
Customer Reviews
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These shoes are an absolute gem. The vintage design is so reminiscent of the classic British style from the 60s, it's like stepping back in time. But don't let their old-school charm fool you - these loafers mean business too. They've got a rugged rubber outsole that keeps me steady on my feet no matter what I'm doing or where I'm going. And they're not just practical; they're comfortable as well, thanks to the premium split cowhide leather and microfiber lining. Plus, with those adjustable waxed laces, I can easily get just the right fit for all-day wearability.
An epitome of timeless elegance paired with modern day functionality A+ would recommend
Best shoe investment ever made.
Classic design, superb comfort. Best purchase in a while!
I love how versatile these black derby shoes are! Whether it's jeans for casual Friday at work or suit pants for a formal event, these shoes always seem to be just what I need to complete my outfit perfectly.
These lace-up loafers have quickly become my go-to pair of shoes. From their rounded toe design to their moccasin stitching detail, every aspect screams quality and style!
Loving every step in them.
These shoes are as stylish as they are comfortable.
The comfort level provided by this footwear is off the charts! With its PU insole and microfiber lining, expect nothing but pure bliss when wearing them.
A top-notch combination of durability and comfort - kudos to whoever designed these beauties!