The Dearborn St. Military Brogue Boot No. 5942 RTW

  • Uppers: Cognac Luxe Calf
  • Burnishing: Light
  • Lining: Brown Calf Leather
  • Eyelets: Graphite
  • Laces: Round-Brown
  • Sole: Lilac Hand-Painted Leather
  • Outsole: Brown
  • City Welt
  • Last: The 312 – Featuring a Rounded Toe for a Traditional English Style
  • Blake Stitch Construction

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

$399.00

Dry Alive Custom Cut Insoles

Few boots carry the weight of tradition quite like the Dearborn St. Military Brogue. Built on the 312 Last, its rounded toe nods to classic English styling while delivering a fit that feels tailored, not generic. This is a boot for men who want their footwear to work as hard as they do, without sacrificing an ounce of refinement.

The uppers are crafted from Cognac Luxe Calf, finished with light burnishing that deepens the leather’s natural tone and adds subtle dimension with every wear. Over time, this burnishing will only grow richer, giving the boot a lived-in character that mass-produced leather simply can’t replicate. Step inside and you’ll find a lining of brown calf leather, chosen for its softness and breathability, keeping your feet comfortable through long days on your feet.

Details matter, and this boot delivers them with precision. Graphite eyelets and round brown laces strike a deliberate contrast against the cognac upper, while the city welt reinforces the boot’s structure and lends it a sharper, more refined silhouette. Flip the boot over and you’ll find its boldest statement: a lilac hand-painted leather sole, paired with a brown outsole. It’s an unexpected pop of color that turns heads without ever feeling gimmicky, reserved for those who appreciate craftsmanship at every angle, not just the obvious ones.

Durability runs deeper than the surface. Each pair features Blake stitch construction, a method prized for its flexibility and sleek profile, allowing the boot to move naturally with your foot while remaining sturdy enough for daily wear. And because it’s handcrafted in Spain, every stitch and seam reflects decades of shoemaking expertise passed down through generations of artisans.

The Dearborn St. Military Brogue isn’t just footwear, it’s a statement piece built for versatility. Pair it with tailored trousers for the office or dark denim for the weekend, and it holds its own in either setting. From the boardroom to a night out, this boot adapts without ever losing its distinctive identity.

For the man who values substance over flash, craftsmanship over trend, the Dearborn St. Military Brogue Boot No. 5942 delivers exactly that, pair after pair, wear after wear.

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