The Seasonal Style Guide To Chukka Boots

Chukka boots are great at bridging that gap between smart and casual footwear, taking you from the office to after-work food or drinks without the hassle of changing your footwear. 

Traditionally more of a work style of boot that’s well suited to those working outdoors or hiking or trekking places in the countryside, the Chukka boot has changed a lot over the years. For some with the mindset that Chukka boots are a countryside or work boot, wearing them for smarter events may sound unusual and may even be an idea you’ve not considered before.

In this article, we look at different outfit ideas that pair well with different styles of Chukka boots for both day and night, country and office wear. Read on to discover how versatile this type of shoe really is.

Smart Chukka Boots Outfits

To find a smart outfit that goes with your Chukka boots, it’s best to start with a smarter looking Chukka boot that will pair well with smarter looking clothes.

The Larchmont II Chukka boot for Men is a particularly smart style of Chukka boot made from waterproof Better Leather that comes from a sustainable tannery. This style of leather chukkas is available in both a dark brown and light brown colour, giving you a couple of options to choose from, depending on the palette of your existing wardrobe that you’re looking to pair them with.

Alternatively, you could consider investing in a suede option such as the American Craft Chukka for Men. These particular suede boots are only available in dark brown, but its men’s UK sizes range from 6.5 to 12.5, making you more likely to find a good fit courtesy of the half sizes on offer. These boots are made with the same premium waterproof leather found on the Larchmont II Chukkas, only in suede.

Due to their strong construction, hard-wearing rubber soles and comfortable leather linings, both of these styles of Chukka boot are ideal for anyone doing a lot of walking in urban areas. If opting for suede, you may like to waterproof your boots in advance, as walking in inclement weather can sometimes affect the appearance of suede chukka boots. Leather boots, in comparison, aren't as affected by the rain.

When it comes to smart Chukka boots, these two styles are ideal. Pair them with some khaki Sargent Lake Chinos and a crisp, block-coloured Pleasant River Slim Oxford Shirt for a perfect look to head out on the town and take you into your weekend.

Casual Outfits with Chukka Boots 

A great choice for anyone getting out trekking or hiking, Chukka boots can naturally complement any casual outfit well. The Field Trekker Chukka comes in four different colours and is the ultimate hybrid between fashionable, casual, comfortable footwear and purpose-made hiking boots with rubber soles.

For a casual look that’s ideal for walks in the countryside followed by a trip to the local with family and friends, pair the Field Trekker Hiking chukka boots in light grey with your favourite Logo Sweatpants and Core Tree Logo Hoodie for a stylish, casual look that also offers warmth and comfort. Underneath, pair with a Dunstan River Crew Tee so you can take layers off should you get too warm.

If more adventurous hikes in the countryside are more your thing than just rambling around your local area with your family, a sturdier chukka boot like the Euro Hiker Chukka can be a good option. These lace-up boots are available in the classic Timberland yellow for which the brand is so famous, complete with yellow and black laces. Constructed with ReBOTL fabric made from 50% recycled plastic, these boots are also made with the environment in mind. The TimberDry membrane makes these boots completely waterproof, making them an ideal choice for hiking in all weathers. The well-cushioned footbed is made from EVA-blend foam, offering ultimate comfort on long outings, and the rubber toe bumper and heel piece offer extra protection from bumps and scrapes while out in the elements.

Pair your must-have Euro Hiker Chukka Boots with long-sleeved waterproof layers such as the Mount Lafayette Bomber Jacket and a pair of water-resistant Convertible Trousers to help keep the elements completely at bay.

Navy Chukka Boots Outfits

Other than more navy, Navy Chukka boots pair well with neutral tones of grey, white and black. The Killington Ultra Chukka boots come in a striking, electric shade of navy that works well with a pair of dark jeans, such as the Sargent Lake Stay-black Jeans in black.

The Killington Ultra Low Chukka boots also come in navy, but this slightly darker shade is better paired with a lighter pair of trousers such as the Wind, Water, Earth and Sky Sweatpants in white and a blue top such as the Millers River Tipped Polo Shirt in blue.

Brown Chukka Boots Outfits 

The Newmarket II Chukka Boots in light brown are a popular style of light brown boot, especially for their ability to be dressed up for special social events and dressed down to wear out walking or on a builder's yard or similar.

To wear these boots for a casual style, pair them with a standard t-shirt such as one from this 3x pack of Organic Cotton T-shirts in black, white and grey, and a pair of trousers that offer plenty of range of movement, such as these Ultrastretch Tapered Trousers in blue. They also look great with a tan leather jacket.

For more dressy events, consider a smart shirt such as the Seersucker Gingham Shirt in purple and a pair of tan or cream trousers. You could try the Sargent Lake Stretch Chinos in beige.

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Now with some ideas of how to dress your Chukka boots up and down, sort through your wardrobe and find or update it with pieces that will pair well with your Chukka boots to wear for every occasion.