SKU: 79697059046

Madison Wingtip Derby Brogue Chestnut

Sale price$178.20 Regular price$198.00
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Description

Madison Wingtip Derby Brogue Chestnut"Amazing, fantastic colour & texture" Our Italian made Madison chestnut wing tip brogue updates and enhances a classic style. The combination of wing tip brogue and derby open lacing make this shoe perfect for relaxed and smart casual occasions. Hand burnished chestnut calf with its hint of red works well with blue as well as more neutral outfits. "Fantastic colour and texture. Meticulous craftsmanship" High quality full grain calf leather Hand

"Amazing, fantastic colour & texture"

Our Italian made Madison chestnut wing tip brogue updates and enhances a classic style. The combination of wing tip brogue and derby open lacing make this shoe perfect for relaxed and smart casual occasions. Hand burnished chestnut calf with its hint of red works well with blue as well as more neutral outfits.

"Fantastic colour and texture. Meticulous craftsmanship"

  • High quality full grain calf leather
  • Hand finished chestnut patina
  • Full calf leather lining
  • Blake stitched sole with rubber insert for better grip and wear
  • Includes dust bags
  • Made in Italy

Hand finished Chestnut patina wingcap

These are Italian crafted, chestnut, wingtip brogues, made using full grain, premium calf leather.

Our Madison style has the open lacings of a derby. This and the wingtip and brogue details makes it a smart shoe, but less dressy or formal than oxford styles. It may also fit better on men with a slightly higher instep, as the lacings open up more and allow more flexibility than the closed lacing of an oxford.

Wingtips are versatile shoes. You can dress them up or down depending on the occasion and the outfit. Wingtips look great with a suit, jacket and trousers or even with a casual jacket and jeans.

Chestnut is very versatile colour. It goes well with a neutral suit and pairs very well with blue and navy.

Craftsmanship/attention to detail

Looking inside the wingtip, we see the Thomas Bird branding, embossed into a piece of calf leather, foam backed for added comfort. There is also a full calf leather lining. The top line is neat, with no raw edges, as we taper or ‘skyve’ the edge, then fold and stitch it. We use a genuine full leather insole. Inside the heel, the reverse counter, we use suede to stop your heel slipping. We use flat, waxed laces with are anti slip to keep your bows neatly tied up.

What you can’t see are the two stiffeners, between the calf upper and lining. There is one in the toe and another at the back around the heel. These are important to keep the shoe looking good as it ages, and we use longer, high quality stiffeners to achieve this.

Stitched leather sole

Madison's sole is stitched onto the shoe's leather upper with a traditional Italian method called blake stitching Th is an in-channel, lock stitching technique, so even if one stitch is worn or breaks, the other stitches will be still securely locked in place. And being stitched, the sole can be easily replaced when it eventually wears. We prefer blake stitching to goodyear welting as we think it produces a lighter, more elegant and flexible shoe, with a neater, less visible edge. To prolong the sole's life, we use a middle rubber insert for added wear and better grip.

Stacked leather heel

There is a 25mm genuine leather stacked and pinned heel, held together with 4 brass pins. There is a rubber half piece, again for better wear and grip, that can be easily replaced when worn.

High quality materials, superb craftsmanship, many years experience and attention to detail - our chestnut Madison wingtip brogue is a beautifully made high quality shoe, that with care should give you many years of enjoyment.

Shipping Notes
  • Free Standard Shipping on $100+ Orders to the USA.
  • Except Preorder products are shipped in 48 hours.
  • Delivery to the USA:
  1. Standard Shipping : 3-10 business days
  • If time is of the essence, please consider selecting expedited delivery for faster service.
Exchange/Return Notes
  • We offer a 30-day return/exchange service after receiving.
  • Final sale items are not eligible for returns or exchanges.
  • To process your return/exchange, please contact us at [email protected]
  • Please click here for more details>>> Return & Exchange Policy
SKU: 79697059046

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4.2 ★★★★★
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Product Reviews
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Verified Purchase
David Robles
Natrona Heights, US
★★★★★ 5
Love them!!!
Size: 8, Color: Black/White/Black
Great!!!!
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Reviewed in the United States on May 6, 2026
G
Verified Purchase
Guy Bloom
Chelsea, US
★★★★★ 5
Look great for dress up up casual
Size: 13, Color: Black Leather/Optic White
I wear them every day for work. They are comfortable and light. I will say I was frustrated with the crease in the top that started the first time I wore them but other than that they are a great pair of shoes.
WAS THIS REVIEW HELPFUL?YesReportShare
Reviewed in the United States on March 22, 2026
L
Verified Purchase
LINCOLN STARNES
Houston, US
★★★★★ 5
RETRO STYLING, VERY COMFORTABLE; QUALITY MATERIAL
Size: 11, Color: Black Leather/Black
VERY COMFORTABLE AND STYLISH PAIR OF SHOES; OLD FASHIONED STYLING; VERY NICE; WHEN THESE WEAR OUT, I WILL CERTAINLY BUY ANOTHER PAIR!!
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Reviewed in the United States on April 15, 2026
E
Verified Purchase
Erin
Charlottesville, US
★★★★★ 5
Great shoe
Size: 11.5 Wide, Color: Tan Leather Burnished
Very comfortable business casual shoe. Looks professional, yet stylish
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Reviewed in the United States on April 29, 2026
D
Verified Purchase
dch
Lake Worth, US
★★★★★ 4
Hard to Beat for the Price
Size: 10 Wide, Color: Tan Leather Burnished
I purchased these for a business trip to Italy and wore them daily for the two weeks that I was there, during which I walked extensively. For me, there was a break-in period of a few days; before it loosens up, it will bite your heel, so I recommend wearing bandages or heel pads initially. Following the break-in, it's a very comfortable shoe and has served me well. I purchased a wide, and for this shoe, I found the width agreeable; in my experience, Cole Haan wide widths tend to be hit or miss (i.e., a wide is sometimes not all that wide). In terms of durability, I would not expect these to remain in good condition for more than a year if you wear them daily. The leather is not of high quality, but it's acceptable for the price. Expect them to crease very quickly if not using shoe trees. That doesn't bother me, but I know some find it objectionable. All in all, I like them and would buy them again. It's a comfortable alternative to traditional dress shoes for the office and works equally well for casual wear. Most higher quality options cost at least two or three times as much, and many are unavailable in a wide.
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Reviewed in the United States on December 16, 2025

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