Chelsea boots for men are so popular that almost all guys have tried or wore them. They are versatile, bold, and most of all, very masculine.

Chelsea boots are a wardrobe staple for every stylish man. From classic black leather options to the suede ones, sometimes in unexpected colors – Chelsea boots are perfect for all occasions and work great with any style.

The boots originally date from the Victorian era. The boots were invented by J. Sparkes-Hall, who was a bootmaker for Queen Victoria. Later on, the boots became popular in the Chelsea region of London, because of their easy slip style. Many celebrities worn and still wear these comfy boots.

Whether you are more sporty or elegant type, don’t worry. These boots will keep you warm, comfy, and so stylish during the colder winter months.

The Best Chelsea Boot Looks For Guys

Sporty Bold

Sporty Bold

Image Source: @street.mister

Chelsea boots are not only reserved for suits and button-downs. You can wear them in combination with a basic T-shirt and skinny jeans. The chain on the pants looks vintage yet very rock ‘n’ roll. Some guys like to wear it to show off their bold side.

Modern and Hipster

Modern and Hipster

Image Source: @parkeryorksmith

Chelsea boots are considered to be a favorite hipster shoewear. Guys love to style them with rolled up jeans, and exciting T-shirts. These combos are great for everyday wear, as well as for a night out. The brown leather boots are versatile, work with any other shade.

Elegance with a Twist

Elegance with a Twist

Image Source: @street.mister

It is a pleasure to see a guy dressed like this. Stylish, modern, and very straightforward – these are the words that can describe this look. Denim button-down is a casual piece that gets a whole new look in this outfit. Style it with a grey coat, black pants, and beige Chelsea boots men, and you get the winner combo.

Rock ‘n’ Roll Inspired

Rock ‘n’ Roll Inspired

Image Source: @brandoandmcqueen

Some guys like to get dressed like their favorite rock stars. The leather jacket is a must-have, while the skinny jeans and Chelsea boots give a great finish off the look. You can also work on details – a fedora hat, sunglasses, and men’s jewelry are great things to upgrade your look with.

Sporty Look with a Twist

Sporty Look with a Twist

Image Source: @street.mister

A denim jacket is one of those items that you need to have in your closet, whether you are a man or woman. In the last few years, denim jackets got a new look, with interesting details, prints, and embroidery. This one has ripped parts that make it look great. Match it with the all-black-everything look.

Cozy in Winter Time

Cozy in Winter Time

Image Source: @kenbek

In the wintertime, it is all about feeling warm and cozy. This guy knows how to achieve that. He matches his all-navy-blue-everything look for everyday wear. The only thing in brown leather are the boots, and they are awesome. Chelsea boots give your casual outfit cool vibes.

Sweater and Boots

Sweater and Boots

Image Source: @myster.hk

The creamy white sweater is an excellent choice for all guys who like to make a statement with casual staples. You can wear this kind of sweater all winter and in spring when the weather is not here nor there. Style it with skinnies and brown leather Chelsea boots.

Chic and Stylish

Chic and Stylish

Image Source: @davidxperic

As this guy says, this is a wonderful Sunday look for men. You can dress like this for a casual stroll through the city, for dinner with friends, or for brunch in some cool bar. The plaid button-down is a great item that you need in your closet, while the jeans and Chelsea boots are perfect for styling everything up.

Casual and Sophisticated

Casual and Sophisticated

Image Source: @dapper.misterofficial

This combination of colors is great for men who want to achieve a sophisticated yet casual look. This is also one of those day-to-night looks that you can wear to work and after work parties. Brown, navy-blue, and white combo is great for making a statement.

Grey Denim

Grey Denim

Image Source: @street.mister

Denim is not supposed to be only blue. You can find many different colors like white, grey, or black that are equally popular as the classic blue one. As you can see, Chelsea boots are versatile, matchable with both denim and hoodie. Sporty casual look, don’t you think?

Cool Outfit

Cool Outfit

Image Source: @pacieh

Sometimes, we think that Chelsea boots are so cool that we want to wear them every day. You can absolutely do that! Style your basic, everyday T-shirt with ripped jeans, and finish everything off with a pair of beige Chelseas.

All-Brown-Everything

All-Brown-Everything

Image Source: @dapper.misterofficial

For all those guys who like to wear elegant and sophisticated suits – here is the right way to pair it with leather boots. Brown tweed suit is great for business meetings, workwear, as well as other elegant occasions.

Chelsea boots for men are available in different styles. They are available in leather, rugged and suede materials. They are available in black, brown, tan, and more. They are ankle high elastic boots that have been fashionable for many decades. On the sides, they have an elastic side panel that enables the boot to be pulled on when wearing and removing the boot. The men’s Chelsea boots can be worn for both casual attire, smart casual, and business attire.

Aldo Chelsea Boots

Aldo Chelsea Boots

Image Source: @christophergiuliani_

Aldo shoes are one of the best selling stores for Chelsea boots. You can easily purchase online by browsing their large and latest collection of Chelsea shoes. The shoes are available for both men and women. One of the advantages of purchasing Chelsea boots from Aldo Shoes is that they offer season sales on selected Chelsea boots. During the season sale on Chelsea boots, you will get 50% off. You can also save costs when you purchase various pairs from Aldo Shoes. Moreover, you get free shipping services after purchasing Chelsea boots from Aldo. If you are not satisfied with the boot you received, you get free return services.

How to Wear Them

Chelsea boots are designed to slip easily when wearing on and off the foot. They have no laces, and the rubber side ankle is elastic. The boot comes with a small heel at the back which is designed for easy sliding of the boot. The boot has gained popularity since its invention in the Victorian era to both men and women. To nail, the Chelsea boot looks, it is important to know how to wear the boot. Here are steps on how to wear Chelsea boots.

  • When wearing ensure the bottom of your trouser is over the top of the Chelsea boots.
  • For casual looks wear the suede style and for a smart style, go for the leather styled Chelsea boots.
  • Suede Chelsea boots should be coated with a water resistant spray to enhance their sharpness.
  • Choose the right color that matches your outfit.

Shopping & Pricing

Some Of Our FavoritesPrice
Eli Suede Chelsea Boot in Black Suede | Shoe The Bear 9$140.00
Kelvin Suede Chelsea Boot in Grey | Shoe The Bear 8$97.97
ASOS DESIGN Wide Fit Reside heeled ankle chelsea boots - Black$56.00
Silver Street Chelsea Boots In Brown Suede - ASOS Outlet$64.00
Silver Street Chelsea Boot with Contrast Gusset$60.00
ASOS DESIGN Revival chunky Chelsea boots - Black$56.00
AllSaints Rook Chelsea Boot$245.00
Men's Chelsea Boot Brown | Nisolo$238.00
The Men's Store at Bloomingdale's Men's Leather Chelsea Boots$139.30
Barker Hopper Leather Chelsea Boots$305.00
John Varvatos Fleetwood Classic Chelsea Boot Chocolate$698.00
Women's Chelsea Boot by Everlane in Cognac$198.00
Nisolo Men's Chelsea Boot Stone$238.00
Women's Chelsea Boot Black | Ethically Made | Nisolo$171.00
Barker Mansfield Leather Chelsea Boots$320.00
ASOS DESIGN chelsea boots in black faux leather with zips$45.00
John Varvatos Fleetwood Suede Chelsea Boot Mushroom Size: 13$488.60
Barker Hopper Suede Chelsea Boots$305.00

Why You Should Wear Them

Chelsea boots are quite fashionable, even in 2019. They are a must have for all men and women of all ages. The first reason why you should wear Chelsea boots is their versatility. You can wear them with all types of attire, including dresses and suits. Also, they can be worn for all events. Secondly, they have a sleek design which keeps them clean all the time. The design is simple yet sophisticated, comfortable, and fashionable. Thirdly they have no laces or straps, which is a perfect choice for busy people. They have elasticity features for comfort purposes.

To know the right pair of Chelsea boots, you need to consider flexibility. You should buy the right size. Chelsea boots are available in different colors. Make sure you select a color that you will make the most out of it. Lastly, you need to consider the style. The boots are available in different styles, and you should choose a style that matches your wardrobe.