Chukka Boots are a shoe with quite a bit of history to them. First worn by British Soldiers in North Africa during World War II, Chukka Boots are often referred to as “desert boots,” and are a good footwear option when going for a casual or semi-casual look. They can be paired with jeans when you are in the mood to dress down, but also have the ability to be worn with dressier pants and slacks if in need of something that steers a little more towards the formal end. You can even rock some pairs of desert boots with joggers or sweatpants if you see fit. In short, if you don’t already own a pair of these bad boys then that’s something that needs to change very quickly. We’ve put together a list of the best men’s chukka boots that are worth your time, money, and attention.
From Clarks Desert Boot, ($150 , $124.99) to Red Wing Work Chukka ($289.99) these are among the best chukka boots and desert boots you can personally invest in. Before we dive into the list, let’s take a look at everything you need to know about these boots.