Chukka boots are what every man needs at his feet during the fall/winter season. Warm and very comfortable, they are the best solution for those looking for a casual but not too sporty style. Here in this post we suggest some of the best Chukka Boots styles for men for your personal fall/winter inspiration.

Chukka boots guide

When we talk about Chukkas, we actually mean some different types of casual shoes. So, first of all we must clear up the difference between Chukka boots and Desert boots. In general Chukka Boot is the common name for ankle-lenght laced shoes, usually made in suede or calf leather, that became popular after the Duke of Windsor wore them in U.S. in 1924.

Desert Boots styles

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Among this shoe’s category, we also find the most casual ones, the Desert boots, that have reached great success thanks to the well-known Clarks model. They are less structured and usually have a rubber sole, discover our collection of Wally Walker Desert Boots here.

Wear Desert boots everyday with a casual denim or chino pants, but don’t hesitate to match them with more elegant trousers if you like a more personal style (or feel free to experiment with patterned and colorful socks!).

Chukka boots styles

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Traditional Chukka Boots are more elegant and shaped, and they are likely to be more expensive than the more relaxed Desert boots because of the great manifacture and the quality of the suede they are made with. Chukka boots come exclusively with a genuine leather sole. Their classic color is dark brown, however you can find them also in other nuances such as dark grey or dark blue.

Pair classic Chukkas with a suit or stretch check pants, wear them to work or to a semi-formal occasion. They are surely a good alternative to Brogues or Derbys, but they can not replace the Oxfords, so avoid to wear them to real formal events.