How To Wear Chelsea Boots With Style
March 22, 2023

How To Wear Chelsea Boots With Style

How Men Can Wear Chelsea Boots With Style

 What is a Chelsea Boot?

The Chelsea boot dates all the way back to the Victorian era. The shoe was invented by J. Sparkes-Hall, who was a bootmaker for Queen Victoria. They are designed to slip easily on and off the foot, are laceless and feature an elastic rubber side ankle. Originally made for both men and women, the ankle-high style traditionally features a small heel and tab on the back to make it easier to slide the boot on. The boot’s current name is thought to stem from the Chelsea region of London during the ’50s and ’60s when mods, the Beatles, and even the Rolling Stones gave rise to its popularity. 

To say the Chelsea boot is ingrained in the very fabric of menswear is an understatement. Chelsea boots are a wardrobe staple for every stylish gent. Thanks to their timeless shape and design, these simple yet sophisticated shoes are a must-have for men of all ages and styles. 

The biggest advantage of these boots is their versatility & the fact that regardless of your age or style preferences, you’ll look fashionable in these boots. Whether you’re elevating a casual weekend look or dressing up for a semi-formal function, these shoes make an excellent choice. Yet in spite of its rampant popularity, it’s something that a considerable amount of men still have trouble styling correctly. To nail your Chelsea boot look, you just need to know what works and stick to it. We’re here to help with that and show you how to wear your Chelsea boots in style.

Wearing Chelsea Boots With Jeans

Chelsea boots and jeans are a match made in classic, laid back heaven. These boots in  dark brown or black will instantly elevate a pair of indigo jeans and a casual shirt. For the best effect, make sure that the jeans are slim cut (not skinny) as this will allow the top section of the boot to sit comfortably under the hem without getting squashed. 

Wearing Chelsea Boots With A Suit

When pairing boots with a suit, there are two key pointers to follow.
Firstly, bring them along when you’re having your trousers hemmed. Because Chelseas sit higher on your foot than a standard Oxford or Derby, the hem needs to be shorter in order to avoid multiple breaks at the front of your pants.

Secondly, look for styles that have a structured upper. These will look more appropriate with formal suiting.

Wearing Chelsea Boots With Chinos

Chinos and Chelsea boots scream sophistication but the trick is understanding fit and layering with the right pieces. Go for a pair of slim cut chinos that fit comfortably over the boot’s upper. Styles in beige, navy and khaki are great foundations for any casual wardrobe and you’ll be able to wear them all year round. When it comes to choosing tops, casual shirts are a good bet. To add some character, look for bold colours in checks and stripes. Pair this with a lightweight jacket for an effortless dinner look.

Wearing Chelsea Boots With A Winter Coat

Chelsea boots are perfect for keeping you warm during winter and keeping the wet weather out of your socks. You’ll likely be pairing them with a winter coat at some point. If you’re wearing a collared shirt, opt for a more structured wool coat in either navy or brown. Alternatively, if you’re going for a more casual look – look at layering a light wash denim jacket with jeans and a tee. This gives a ruggedly rustic appeal while being super comfortable at the same time.