Free World Wide Shipping! Made to Order! Handcrafted In Spain! Goodyear Welt Construction! Extra Wide Sizes Available!

The Madison St. Chukka Boot No. 5534EX

  • Upper: Grey Painted Calf Leather
  • Burnishing: Light
  • Laces: Black
  • Lining: Brown Calf Leather
  • Sole: Ultralight Rubber Commando Sole
  • City Welt
  • Last: The 312 – Featuring a Rounded Toe for a Traditional English Style
  • Goodyear Welt Construction

Order this pair as designed or customize them to suit your individual style.

Note: Express Lane Selection, Delivery in as little as 2 weeks!

Handcrafted in Spain

  • Production timeline/shipping may vary from 14-21 days from the date of order.
  • All shoes are handcrafted to order; small changes or imperfections are natural. Color differentiation may vary; product color on screen is not 100% guaranteed; it may vary on how the color shows on your screen from one monitor to another. Most color differences from photos to when you receive your product are minor and unnoticeable.
  • Lace-ups, boots, and sneakers tend to fit true to size.
  • Loafers, Belgian slippers, boat shoes, and drivers tend to run a 1/2 size small.
  • If you are between sizes, order the larger size and request our custom insoles
  • Don’t forget to try the FeetSizer App!

More Information Available Here


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Step out in style in the Madison St. Chukka Boot No. 5534EX! This premium shoe is crafted with luxurious materials, designed to provide the best comfort and support. The upper is grey painted calf leather, burnished with a light sheen for a subtle touch of sophistication. You’ll find classic black laces that will take your look to the next level. The interior lining is crafted with high-quality brown calf leather, ensuring breathability and the highest levels of comfort. Finished with an ultralight rubber commando sole, you’ll be able to move in confidence throughout your day. The Madison St. Chukka Boot No. 5534EX is the perfect choice for those who appreciate style and comfort, illustrating luxury and practicality all in one. Whether you’re looking to up your footwear game or just appreciate quality, this is the perfect boot for you!

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