Myles Chelsea Mens Black

Rated 4.9 out of 5
15 Reviews

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Psst: This style runs large so we recommend sizing down!

Get ready to step up your boot game with our new suave Myles Chelsea boot in a smooth Black leather. Rising above the ankle, the Myles Chelsea boot sports a crepe outsole making each step more comfortable than the last with its cushioning effect. The pull tab and elastic gusset makes them easy to slip on at any time whether it's for work or play. 


  • Removable insole
  • Moulded insole increases stability and overall balance
  • Great for those with orthotics
  • Premium leather upper
  • Elastic gusset
  • Pull tab to get your foot in easily
  • Premium cow leather lining and canvas for breathability
  • Crepe outsole, making each step feel like a cushion
  • Designed with care in Melbourne
  • Free and fast delivery*
  • Worry-free returns
  • Darn friendly service

It’s pretty cool how our shoes are built

The world doesn’t need more shoes, just better shoes.  We’ve combined the science and art of shoemaking to create shoes that are unbelievably light and incredibly comfy and hard wearing.  Our innovative designs hug your feet as soon as they’re on, with no ‘breaking in’ you’re ready to take on the world, or maybe just take the dog for walk.

A cult-like following

People really love their Rollie shoes. Some people are known to own up to 20 pairs! We love that our shoes bring people together, from around the block, to all over the world. We are all part of the Rollie Nation.

Proudly designed in Australia

We are part of a strong creative community here in Australia and proud of our home-grown talent. We are collaborators and big believers in the strength and magic that comes when people work together. We are passionate about sharing Australian talent with the rest of the world.

How they roll