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How To Wear Chelsea Boots

When someone like Queen Victoria wears Chelsea boots, you know they are really worth having in your closet. History tells us that Chelsea boots were originally designed just for Queen Victoria by her shoemaker J.Spakes-Hall. And then they found their way into the fashion world.

Chelsea boots are very comfortable. You can choose between different types, e.g. B. Flat, block or middle paragraph. They don’t come with high heels, however. Why? Because when you wear Chelsea, you want comfort first and foremost.

You can combine them with jeans, pants, skirts or dresses. Long story short: They go with everything. The rule of jeans is that they must be short or with a short hem. Don’t put your jeans in if you don’t have to.

Anyway, you will see how easy it is to wear Chelsea boots when you see these pretty outfits I have prepared for you.

Midi skirt is for everyone

Chelsea boots midi skirt
Get similar shiny leather Chelsea boots here
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Chelsea boots go great with midi skirts. And more importantly, it’s a perfect length to wear for everyday events. Combine your beige midi skirt with the colored striped shirt and the patent leather jacket for a super modern look. It’s easy to get to and comfortable to wear.

Leopard makes a statement

Chelsea boots leopard print
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Even if you think: this outfit combination contains too many patterns, but still looks wonderful. It’s a great way to style different patterns: animal-themed chelsea boots, floral scarf, and plaid sweater. This outfit is anything but boring.

All Black

Chelsea boots everything black everything
Get a similar length black wool coat here
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I don’t like it when people say that black outfits are boring or cause sadness. It just isn’t true, or it doesn’t have to be. The key is in the details. Combine your good Chelsea boots with the black wrap coat and leather gaiters. Complete your outfit with the small black bag.

Fluffy sweater

Chelsea boots fluffy sweater
Get a similar white fuzzy sweater here
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This is a great and bright outfit to wear in spring or early fall. The fluffy sweater looks very warm. The jeans are straight cut and look pretty comfortable.
The beige Chelsea boots make a great combination with the rest of the staples.

Hunter Chelsea boots

Hunter Chelsea boots
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This is definitely one of the most practical things to wear on those rainy autumn days! The Hunter Chelsea boots keep your feet dry and warm. You can now walk freely without worrying about stepping into a puddle of water. Wear it with the checkered pants, the white button-down and the black leather jacket.

Faux fur coat for cold winter days

Faux fur coat chelsea boots
Get a similar brown faux fur coat here
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When you pair your faux fur coat and Chelsea boots, you know you will have a winning combo. Besides being very warm and cute, it looks very chic and Parisian. The Chelsea patent leather boots with heels are just fantastic and can be worn every day. You can also add a fedora hat.

Bomber jacket for a sporty look

Bomber jacket Chelsea boots
Get a similar brown bomber jacket here
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The great thing about Chelsea boots is that they can be easily integrated into elegant, but also super casual outfit combinations. It’s just amazing that you can wear them with anything.
Combine your black Chelsea boots with the classy T-shirt, black jeans and olive green bomber jacket.

Leather mini skirt plus leopard coat

Chelsea boots with leopard coat
Get a similar leopard print coat here
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This combination looks very chic. The leopard print coat and leather mini skirt look super cool in combination. Therefore, you should definitely try this outfit combination. If you’re not sure about the coat, you can simply swap it out for the classic black or gray one.

Ripped jeans for an edgy look

Chelsea boots ripped jeans
Get a similar length gray blazer here
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If you need a perfect casual yet very edgy outfit, here is a great example of how you can achieve it. Combine your patent leather Chelsea boots with the camel coat, black jeans and gray knitted sweater. It looks great every day. Add a fedora or simple hat for cold and windy days.

White men’s-inspired Chelsea boots

white chelsea boots
Get a similar shoulder bag here
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If you like a monochrome style and love to wear two-tone outfits, then you should try wearing white chelsea boots. They look like men and are a little bit eccentric too. With the black midi skirt and blazer, however, this appearance can be easily watered down. Round it all off with the small shoulder bag.

Mom jeans are a must!

Knit Chelsea boots
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Mom jeans or boyfriend jeans are the most comfortable jeans you can find. They have a high waist, they are not thin and they go perfectly with the Chelsea boots. You can also wear it at home with an oversized sweater when chilling in front of a TV.

Gray suede

Suede Chelsea boots
Get similar gray suede chelsea boots here
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These gray suede chelsea boots look really pretty. They’re wearable with pretty much anything. In combination with the black midi skirt, they look simply fantastic. Go for a good gray turtleneck and you can have a great workwear outfit.

Blazer with belt to highlight the figure

Belt Blazer Chelsea Boots
Get a similar black skater skirt here
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A great way to achieve this classy and elegant look is to pair your belt coat with a black turtleneck and black knee length skirt. It looks very chic and ladylike. This can be a great outfit for a business meeting or an after work drink with friends.

Slit skirt and Chelsea boots

slit skirt chelsea boots
Get a similar turtleneck here
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If you want an outfit that can be worn day and night alike, this is a great option for you. The slit black skirt gives you a serving of provocative and sexy look. On the other hand, the turtleneck soothes him like a completely casual outfit combination.

I hope you enjoyed this post. Be creative and incorporate your own Chelsea boots into your wardrobe.

If you like these chelsea boot outfit ideas, check out the articles on how to wear ankle boots with jeans and how to pair and wear short boots.

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