They’re always the hardest-working item in our wardrobes come autumn, so it’s little wonder all we can think about right now is boots. However, with a plethora new styles out there—think buckle boots, cowboy and the It pair favoured by British women, to name a few—there are almost too many options to choose from. So instead, we’re cancelling out the noise (just for a second) to focus our energy on a time-honoured classic: Chelsea boots.
Chelsea boots have morphed into a perennial fallback. Dating back to the Victorian era when, much like today, they were worn by men and women alike, they traditionally featured flat soles, rounded toes and sat just above the ankles. In recent years, however, the style has evolved into various iterations, from pointed-toe iterations and tall lengths to chunky tractor treads and wooden heels.
Though there are so many great styles of boot around, we still rely on classic chelsea boots every winter. Be it with jeans, dresses, skirts or tailored trousers, we’re taking cues from these ladies who’ve helped put Chelsea boots back on the map. Keep scrolling to see how the fashion set are styling them and shop Chelsea boots.
Tailored trousers work well with a square toe.
Even silky skirts can be worn with these versatile boots.
Washed black jeans always feel slightly dressier than blue denim, especially with streamlined Chelsea boots peeking out.
That being said, true blue jeans will go with everything, especially classic Chelseas.
For a fresh take, style with a knitted dress and a bare leg.
Mid-calf iterations that have also caught our eye.
For comfort lovers, leggings, a cosy coat and Chelsea boots is a chic uniform to follow.
For Jessica, the stompier the better.
Not only do they excel in form, but are functional for leaf strewn days.
I love the subtle western details.
I just know these will sell out.
A truly classic pair.
Suede styles always look so premium.
Nicely done, Reformation.
The lug-sole will bring a touch of cool to every look.
Buy now, love forever.
A square toe and comfortable low heel? Sign me up.
This colour feels really fresh.
You would never guess these were high-street.
Love this colour.
Step up your footwear with these heeled Chelsea boots.
Who said Chelsea boots had to be flat? This heeled style is really elegant.
I’m always drawn to topstitching.
You’ll find so many ways to style this tan pair.
Imagine a full cream look with these. Dreamy.
That. Heel.
Another great cowboy x Chelsea hybrid.
The mid heel and chunky sole makes these comfortable enough to wear all day (or all night).
Influencers are obsessed with this pair, and we can see why.
Isabel Marant can always be relied on for chic, timeless pieces.
Simple, classic and guaranteed to go with everything you own.
Ganni makes some of the best boots around.
Up Next, Not All Boots and Trousers Go Together, But These Combinations Always Work
This story was published at an earlier time and has since been updated.