LOOKING for a classic boot that will forever stay on-trend? The Chelsea's sleek form and versatility is always a winner.
Often clad in leather—although you'll find just as many great-looking suedes and vegan-crafted versions these days—this slip-on boot is characterised by its close-fitting ankle-high cut, elastic side panels and loop tab at the back which allows you to pull them on effortlessly.
The Chelsea boot originates from the Victorian era and is still going strong today. A solid, dependable choice for adding some polish to your step, the timeless style has been worn by many a well-heeled man: from the 1950s mods of South West London—Chelsea of course, where they get their name from—to contemporary style icons Harry Styles, Paul Mescal and Pharrell Williams.
Despite their classic appeal, there's also plenty of variation when it comes to the style you choose: whether you're after a grunged-up, chunky-soled pair, a cool and casual suede style or something pointy-toed and high shine for maximum impact.
Dressed up or down, there's no denying the versatility of Chelsea boots—and with the winter months still in swing, they're a no-brainer for staying stylish and keeping your feet warm and dry outdoors.
With that in mind, we've pulled together the best Chelsea boots available to buy now, with picks for all budgets. Take a look below.
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1. Best everyday pair: Clarks' Batcombe Top Chelsea Boots
- (AD) Clarks Men's Batcombe Top Chelsea Boots, £53.20-£95 from Amazon – buy here
You can always rely on Clarks for quality, timeless footwear so they've naturally come up with a solid pair of Chelsea boots here that will see you through the seasons.
With a chunky rubber sole and rounded toe, this brown leather style is ideal for everyday wear as it's not overly formal but still lends a smarter feel to dressed-down attire.
Reviewers are impressed too, with one noting: "Clarks= superb quality and fit." A winning formula we'd say!
2. Best for casual vibes: Grafters' Leather Chelsea Dealer Boots
- (AD) Grafters Leather Chelsea Dealer Boots Air Cushion Soles, £33.99-£43.98 from Amazon – buy here
Those with a grungier aesthetic will love Grafters' leather chelsea boot: the waxy brown finish creates a vintage, lived-in vibe that's perfect for casual looks.
Crafted from leather, the real standout feature here is the air cushion soles which reviewers say are super-comfortable and ideal for being on your feet all day.
And the good news is—they're also available in black, tan and brown if you're looking for the same shape and comfort but with a bit more polish.
3. Best statement pair: The Kooples' Leather Embellished Chelsea Boots
- The Kooples Leather embellished Chelsea boots, £295 from Selfridges – buy here
Parisian brand The Kooples is the epitome of sophistication, and they certainly don't disappoint with this sleek and glossy pair of Chelsea boots.
Clad in leather right down to the lining, these boots boast the classic Chelsea silhouette, while the almond toe detailing and silver-tone metal plaque on the back of the heel adds dimension and that extra bit of flair.
The suavest pair of Chelsea boots you might hope to find? We think so.
4. Best vegan approved: New Look's Stone Suedette Chelsea Boots
- Stone Suedette Chelsea Boots, £27.99 from New Look – buy here
Proving that Chelsea boots don't have to look good only in black or brown, New Look's iteration in stone is ideal for a lighter and brighter feel on your feet—and look great contrasted with a dark pair of jeans.
In a suedette finish and sleek rounded toe silhouette, these are registered by The Vegan Society, ensuring they are completely animal free.
At under £30, they're a bargain too. Winner.
5. Best classic Chelsea boot: Mango's Leather Chelsea Ankle Boots
- Leather Chelsea ankle boots, £99.99 from Mango – buy here
Perhaps the most straight-forward and classically-styled Chelsea boot of all the options we've listed here is Mango's black leather ankle boot.
With elastic side panels, rounded toes and pull tabs, this is a boot that sticks to all the traditional features—and does it exceptionally well.
Made in Portugal using 100% bovine leather, the smooth finish of these boots will look ultra-smart teamed with tailored trousers and a crisp shirt.
Enjoyed our guide for the best Chelsea boots for men? Why not check out the best vegan shoes for men?
We've also rounded up the best boat shoes for men here, to bring some suave Riviera style to your wardrobe this season.
And check out our dedicated Sun Selects fashion section for more style tips, trends and products.
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