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


The Madison St. Chukka Boot No. 1449

  • Vamp: Grey Luxe Suede
  • Quarter: Nailhead Wool
  • Back: Grey Luxe Suede
  • Laces: Round-Black
  • Lining: Navy Blue Calf Leather
  • Sole: Black-Heeled Rubber Sole
  • CityWelt: Black
  • Last: The 312 – With 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: This pair is handcrafted to order; please allow 4-8 weeks for delivery.

Handcrafted in Spain

  • 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

  • Production timeline/shipping may vary from 30-45 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.

Original price was: $399.00.Current price is: $319.00. USD

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The Madison St. Chukka Boot No. 1449

Introducing The Madison St. Chukka Boot No. 1449 – the ideal combination of quality and style! This stylish boot is crafted with a grey luxe suede vamp, nailhead wool quarter, and grey luxe suede on the back. Its look is complete with round-black laces and navy blue calf leather lining. The perfect finish comes with its black-heeled rubber sole, guaranteed to get you the compliments you deserve.

The Madison St. Chukka Boot No. 1449 will quickly become your favorite go-to shoe – an accessory that takes any outfit up a notch. With optimal functionality, reliable construction, and attention to detail throughout, our Chukka Boot covers all bases: stylish sophistication or structured, professional looks – it has it all! Whether for day or night, this piece of sophistication knows how to put some oomph into any wardrobe rotation while keeping you looking chic for any occasion. Be the best dressed in our timeless boot and step up your fashion game today!

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