Best Chelsea Boots For Men 2019 | The Sun UK

HOW do you know which Chelsea boots are best? Check out our guide here. 

They are defined by their streamlined shape, and they have been used as stylish footwear ever since the 50s and 60s when they were popularised by the Chelsea set – including The Beatles.

These boots are such a good investment because they can be worn in so many ways, as you can see by how Lenny Kravitz and Harry Styles have styled theirs.

The American star goes for a really relaxed look, using the brown suede to match the scuffed look of his jeans.

On the other hand, Harry Styles goes for a typical indie London look with slim black jeans and matching Chelsea boots.

However you style them, Chelsea boots create a sleek, sharp look.

Are Chelsea boots smart?

This versatile footwear trend can be worn with a suit or a pair of jeans and a tee, making them a handy investment.

If you get a pair in brown and a pair in black, you're set for whatever your social calendar throws at you.

Have a look below to explore the different styles and materials and figure out what suits you!

What do you wear Chelsea boots with?

You don't need to change your entire wardrobe to rock a Chelsea boot.

If you're wearing a formal outfit, like a suit, you could wear a Chelsea boot instead of dress shoes to style up a polished outfit.

The leather Chelsea boot is perfect for a smart casual or semi-formal affair.

Not to fret if you're more of a casual guy, with the suede version coming in equally as handy.

A suede Chelsea boot brings a more chilled out vibe to an outfit.

Pop on a brown suede Chelsea boot for a country aesthetic, or a black suede pair for a cooler urban look.

Here are the best men’s designs to buy:

1. Best leather Chelsea boots

Leather is the classic option for Chelsea boots as its smooth finish really emphasises the shape, and these boots from Clarks come in rich brown leather with a subtle texture for a casual look.

They feature elastic gussets and heel loop tab, and can be your perfect pair throughout the changing seasons. 

Style with jeans or chinos – either will work with this versatile pair.

  • Clarkdale Gobi, £95 from Clarks – buy here

2. Best suede Chelsea boots

These Chelsea boots feature classic style with The Cruz Chelsea boot from Dune London.

You can really see the high quality in the smooth surface of these suede Chelsea boots, which also feature full leather soles for long-lasting comfort.

Show off the suede by wearing these with a good navy wool suit or cuffed chinos.

  • Smart Chelsea Boot, £70 from Dune – buy here

3. Best vegan Chelsea boots


Burton’s Chelsea boots look just like real leather, with the sort of subtle grain and comfortable elasticity you’d expect from the real thing.

But they’re actually crafted from a man-made material, making them a completely vegan option for those who prefer to avoid leather.

What’s more, they’ve got the essential streamlined look and elasticated sides panels, so you’re not making any compromises when it comes to style.

  • Black Leather Look Chelsea Boots, £39 from Dune – buy here

4. Best black Chelsea boots

Black Chelsea boots are probably the most versatile option.

You can wear them to the office with tailoring and at the weekend with indigo denim or for a night out with black jeans.

With that in mind, Next’s pair are a fantastic choice – the shape isn’t too rakish or too polished, sitting somewhere in between.

They'll work for every occasion and with any type of trousers.

  • Chelsea Boot, £40 from Next – buy here

5. Best brown Chelsea boots

Brown Chelsea boots are naturally more relaxed in nature, as the colour works best with blue jeans or chinos in neutral tones.

Comfort comes top of the list and these Chelsea boots are from Tu’s Sole Comfort range, which is developed to be lightweight and flexible while providing plenty of cushioning.

  • Sole Comfort Brown Lightweight Chelsea Boots, £25 from Argos – buy here

6. Best buckled Chelsea boots

The classic shape for Chelsea boots is with elasticated sides, but new details are a nice way to refresh the design.

These Boohoo boots keep the Chelsea’s proportions, but the addition of metal buckles at the ankles brings some rakish energy.

Team them with slim-fit black denim and a band T-shirt to complete the look.

  • Faux Suede Chelsea Boot With Strap, £21 from Boohooman – buy here

7. Best zipped Chelsea boots

Another option is to go for Chelsea boots with zipped sides, which create a more formal look and are more protective against bad weather.

Reiss has made this pair in Italy using premium leather, and the result is a noticeably polished appearance that’s worth the investment.

Save them for smarter occasions, teaming them with a good black, grey or navy suit.

  • Archie Leather Zip Boots, £140 from Reiss – buy here

What socks do you wear with Chelsea boots?

We have to admit that we are becoming more and more excited about socks as we get older.

There are so many great sock style choices on the market right now with the one main rule: don't let your sock to peek over 2 – 3 inches over the top of your ankle boot.

Take a look at the most popular socks on Amazon and John Lewis options. 

Check out our guide here for the best men's socks on the market. 

We’re all about helping you find the best products at the best prices, so follow the link if you want to check out more of Sun Selects’ recommendations.

Looking for some inspiration for a wardrobe revamp? Check out our dedicated Sun Selects fashion section.

Or if want to take a look at a wider selection of men's boots, take a look here.

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