Is there a shoe available that is versatile, cool and classy, but also modern and timeless at the same time? Yes, there is! If you’re looking for super cool and stylish shoes you can wear this winter, then look no further. Chelsea boots are a wardrobe staple for every fashionista and a great addition to any outfit. Like any other ankle boot, Chelsea boots come in many toe shapes designs, and you can find them with cool prints, all kinds of materials and colours. Classic or edgy, Chelsea boots are super adaptive and go with every style. Here are 12 ideas to look absolutely stylish wearing Chelsea boots.

What are Chelsea boots? The history of the innovative shoe

All boots are created equal, but some are more equal than others. The Chelsea boot is the epitome of the ankle boot and has a long history. It all began in the Victorian era when Queen Victoria’s shoemaker designed them for men in Chelsea, London. The pull tabs on the back of the boot made them a huge success. Compared to traditional boots, people could put on and take off the shoes with ease thanks to the elastic sides. The elasticised boots were an invention, and the word says that Queen Victoria walked in them daily.  

In the 1960s, the Chelsea boots rose to fame again when the Beatles wore them as part of their outfits. Many more famous musicians started wearing them, and soon people from all walks of life wanted a pair of the super stylish and versatile boots for themselves. They haven’t gone out of style ever since.

-17%

Dr. Martens Women's Rometty Chelsea Boots

£115.76 £140.00
Amazon
-43%

Fly London Women's BAGU233FLY Chelsea Boot

£66.08 £115.00
Amazon
-45%

Michael Kors MICHAEL ROWAN BOOTIE women's Mid Boots in Black

£138.60 £252.00
Available at 6 webshops
-28%

Fly London Women's RIKA894FLY Chelsea Boot

£83.10 £115.00
Amazon
-69%

Fly London Women's BYRO395FLY Chelsea Boot

£36.98 £120.00
Available at 2 webshops
Great value

Dr. Martens Women's Spence Fashion Boot

£126.00
Available at 6 webshops
-24%

Dr. Martens 2976 Bex Smooth Leather Chelsea Boots ,Black female, Sizes:

£149.00 £195.00
Available at 5 webshops
-25%

Fly London Women's HAMA238FLY Chelsea Boot

£97.44 £130.00
Amazon
-28%

Tommy Hilfiger Elevated Essent Thermo Bootie - Black

£115.00 £160.00
Available at 3 webshops
-33%

Rieker Women's 52553 Chelsea Boot

£41.36 £62.00
Amazon
-80%

Steve Madden Vivianne Leather Chelsea Boots

£32.00 £160.00
Available at 3 webshops
-17%

Ecco Women's Modtray W Chelsea Boots

£123.82 £150.00
Amazon
-21%

Fly London Women's RANA005FLY Chelsea Boot

£27.40 £34.53
Amazon
-24%

Fly London Women's Salv Chelsea Boots

£83.95 £110.00
Amazon
-38%

Fly London Women's Salv Chelsea Boots

£68.14 £110.00
Amazon
-34%

Fly London Women's BAGU233FLY Chelsea Boot

£73.11 £110.00
Amazon

How to wear Chelsea boots: 12 stylish Chelsea boot outfits

#1 Chelsea boots with an overcoat

A long winter coat keeps you warm when the weather turns chilly. Chelsea boots effortlessly lift up any outfit.

#2 Chelsea boots with cropped jeans and a knitted jumper

Chelsea boots and cropped jeans are a match made in heaven. Pair them with a casual knitted jumper for an effortless yet stylish look. 

#3 Chelsea boots with black skinny jeans and an oversized jumper

Simple, but oh so cool and stylish. You don’t need much to look effortlessly amazing. Combine a black skinny jean with a grey knitted jumper. Finish your outfit with Chelsea boots to get that model off-duty look.

#4 Chelsea boots with leggings and a shacket

One plus one equals trendy and edgy! For an edgy yet classy wintery outfit, simply grab your leggings, throw on a shacket and finish with Chelsea boots. 

#5 Chelsea boots with a blazer

Kate Middleton is rapidly becoming a fashion icon. To get her look, all you have to do is put on your black skinny jeans, a turtleneck, and a contrasting blazer. Chelsea boots add that je-ne-sais-quoi that Kate is famous for. 

#6 Chelsea boots with a dress

Any casual dress can be paired with Chelsea boots to create an amazing balance between ladylike (the dress) and a touch of masculinity. (the Chelsea boot)

#7 Chelsea boots with a puffer coat

A classic look with a twist! Chunky Chelsea boots look super trendy when paired with a puffer coat. Skinny jeans balance the chunkiness of your look. 

#8 Chelsea boots with a pleated midi skirt

Wearing a pleated midi skirt is the perfect way to look polished. You don’t show a lot of skin, but you do allow a peak of it to show. Chelsea boots add unexpected edginess to your polished, feminine look. 

#9 Chelsea boots with leather bottoms

Leather trousers are a great way of putting focus on your legs. To keep things timeless and balanced, pair your leather bottoms with a knitted top and Chelsea boots.

#10 Chelsea boots with a high-waist jeans and a button-down

Life can be so simple! For a head-turning outfit, you simply throw on some basics. High-waist jeans, a white button-down and Chelsea boots are staples that never go out of style.

#11 Chelsea boots with a jumpsuit

A classy, trendy and stylish outfit. To get this perfect winter outfit, pair a black jumpsuit with contrasting Chelsea boots. 

#12 Chelsea boots with cargo bottoms

Cargo trousers and Chelsea boots create that military look that boosts your confidence. A chunky knitted jumper balances the ‘ready to take over the world’ outfit.