How to Wear the Chelsea Boot

There’s one good thing about temperatures plummeting at this time of year. Actually, make that one great thing – boots. More specifically, Chelsea boots. A staple of any well-dressed man’s footwear collection, they look great anywhere, at any age, with anything. Here’s how to wear the boot that never goes out of style…



The beauty of this classic boot lies in its versatility. It is often assumed that the Chelsea boot should be worn only with jeans, or saved solely for casual occasions. Don’t get us wrong, denim is a fine match for the Chelsea boot; perfect weekend wear in fact. To create an effortless transitional look, try our beige suede 'Syd' Chelsea boots with frayed edge jeans, a flannel shirt and boxy blazer in tonal colours. When the weather really turns, switch to indigo denim, an argyle knit and classic pea coat combo. Fancy something darker as we head into autumn? Syd also comes in luxe grey suede.



But don’t think you can’t work the suited and (Chelsea) booted look. We’ve seen more than enough evidence via the catwalks (Chelsea boots featured heavily at Ralph Lauren and Dries Van Noten for AW17) and on celebs including Dominic Cooper and Skepta, to know that the Chelsea boot is a perfect match for slick tailoring. Sharper leather styles like 'Perth', 'Kempston' and 'Baxter' are obvious choices for smarter occasions, but, that doesn’t mean suede is off the table - just go for a streamlined, narrow silhouette like 'Francis' to up the dapper feel.
In rich tan or classic rock’n’roll black, Francis will look equally as good with black jeans, a long-line t-shirt and timeless tan overcoat for after-work drinks and weekends.



Chelsea boots take their inspiration from ‘60s mod British fashion (think early Beatles), and the trousers you wear with yours should too. Look for a silhouette that’s slim from the hips all the way down to the ankles, with a hem that hits right at the top of the foot. If in doubt, take them to a tailor. The tricky part is choosing which Chelsea’s to go for. This season, we’ve got all Chelsea boot bases covered, from leather and suede to dusky greys and chocolate brown styles ('Frederick', we’re looking at you). The thing with a Chelsea boot is that once you’ve picked your pair and nailed that man-about-town look, you’ll never look back. Might as well stock up in that case, right?

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