Hey Prepsters,

One of the hottest footwear styles for men this fall are suede chukka boots. I personally find the trend to be extremely underrated yet very stylish! The chukka boot is a great option for jazzing up any casual look, or dressing down a suit. For my August #StyleandDeliver pick from DSW Designer Shoe Warehouse Canada, I selected this beautiful olive suede desert chukka boot from Kenneth Cole Reaction

About the Shoes

These chukka boots from Kenneth Cole Reaction offer a clean design which can pair well with casual looks, as well as business casual options. What I love about this style in particular, is the colour options that it comes in. I selected a beautiful olive suede which is a part of the super popular muted/earthy tones trend that is being in menswear. Additionally, the shoe boasts a simply elegant decorative stitching around the sole of the shoe, and features a cushioned insole for extra comfort.

I also love the other colour options that these come in, which are navy suede and a red (more so terracotta) suede, which are all beautiful options for the fall season.

You can shop these boots in-store or click here to shop online at DSW.TownShoes.Ca for only $124.99 CAD! 

How-to Style


As I mentioned earlier, these shoes are quiet versatile, but are beautiful when styled for a casual look. I paired these chukkas with a navy chino, burgundy oxford shirt and denim jacket for a sharp everyday look. You can very easily wear these with black/olive/khaki chinos and denim trousers (ideally medium to dark wash/black to pair with the olive).

Business Casual

Dark denim jeans are also going to be a winning combination with these suede beauties! For a business casual look, you can pair these with dark blue jeans, a dress shirt and knitted tie, which would easily make you the sharpest gent in the office!

Business Formal

As it gets cooler throughout the fall season, you can style this shoe with wool/herringbone or tweed trousers for a sharp business look. For a business formal look, these would look beautiful with a grey tweed suit, and a olive tie for an unique office look that will surely turn heads.

You can find these boots and thousands of more designer name shoes at DSW Designer Shoe Warehouse Canada stores across Canada and online at DSW.TownShoes.Ca.

This post is in partnership with DSW Designer Shoe Warehouse Canada.

Scroll to top
Browse Categories