How to Wear Chelsea Boots for Women: Best Style Guide

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When someone like Queen Victoria wears chelsea boots, then you know it is really worthy to have them in your closet. The story 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 various types, such as flat, block or medium heel. They don’t come with high heels, though. Why? Because when you are wearing chelsea you want comfort in the first place.

You can pair them with jeans, pants, skirts or dresses. Long story short: they go with everything. The jeans rule is that they have to be cropped or with short hem. Don’t tuck your jeans in, if you don’t have to.

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

Midi Skirt is For Everyone

Get similar shiny leather chelsea boots here
Chelsea boots are going great with midi skirts. And what’s more important, It is a perfect length that you can wear for everyday events. Pair your beige midi skirt with the color striped shirt and patent leather jacket for super modern look. It is easy to achieve and comfortable to wear.

Leopard is Making a Statement

chelsea boots leopard print
Get similar leopard print chelsea boots here
Even if you are thinking: there is too much patterns in this outfit combination, it still looks marvelous. It is a great way to style different patterns: animal print chelsea boots, floral scarf and checked sweater. This outfit is anything but boring.

All Black Everything

chelsea boots all black everything
Get a similar long black wool coat here
I don’t like when people say that black outfits are boring or they inspire sadness. It is just not true, or it doesn’t have to be. The key is in details. Pair your good chelsea boots with the black wrap coat and leather leggings. Finish this outfit off with the small black bag.

Fluffy Sweater

chelsea boots fluffy sweater
Get a similar white fuzzy sweater here
This is amazing and bright outfit that you can wear in spring or early fall. The fluffy sweater seems very warm. The jeans are straight cut, and they look pretty comfortable.
The beige chelsea boots are making a great combination with the rest of the staples.

Hunter Chelsea Boots

hunter chelsea boots
Get similar checkered pants here
This is definitely one of the most practical things that you can wear in these rainy fall days! The hunter chelsea boots will keep your feet dry and warm. You can now walk freely without worrying of stepping into some puddle of water. Wear them with the checked pants, white button-down, and black leather jacket.

Faux Fur Coat for Cold Winter Days

faux fur coat chelsea boots
Get a similar brown faux fur coat here
When you pair your faux fur coat and chelsea boots, you know that you will have a winner combo. Besides being very warm and sweet, it looks very chic and Parisian-lookalike. The chelsea patent leather boots with heels are just awesome and you can wear them every day. You can also add a fedora hat.

Bomber Jacket for Sporty Look

bomber jacket chelsea boots
Get a similar brown bomber jacket here
The great feature of chelsea boots is that they are easy to incorporate into elegant but also super casual outfit combinations. It is just amazing fact that you can wear them with everything.
Pair your black chelsea boots with the classy tee, black jeans, and olive bomber jacket.

Leather Mini Skirt plus Leopard Coat

leopard coat chelsea boots
Get a similar leopard print coat here
This combination looks very chic. The leopard print coat and leather mini skirt look super cool when paired together. That is why, you should definitely try this outfit combination. If you are not sure about the coat, you can easily switch it for the classic black or grey one.

Ripped Jeans for Edgy Look

chelsea boots ripped jeans
Get a similar long grey blazer here
If you need a perfect casual and yet-very-edgy outfit, here you have a great example how to achieve that. Pair your patent leather chelsea boots with the camel coat, black ripped jeans and grey knit sweater. It’s great every day look. For cold and windy days, add a fedora or simple hat.

White Men-Inspired Chelsea Boots

white chelsea boots
Get a similar cross body shoulder bag here
If you like monochrome style and you love to dress two-colored outfits, then you should try wearing white chelsea boots. They have a men-look and they are also a little bit of eccentric. But it is easy to waterdown this appearance with the midi black skirt and blazer. Round everything off with the small over the shoulder bag.

Mom Jeans is Must Have!

knit chelsea boots
Get similar mom jeans here
Mom jeans or boyfriend jeans are the most comfortable denim staple that you can find. They have high waist, they are not skinny and they are paired perfectly with the chelsea boots. You can wear it with oversized sweater even at home when you are chilling in front of a tv.

Grey Suede

suede chelsea boots
Get similar grey suede chelsea boots here
These grey suede chelsea boots look really pretty. They are wearable with pretty much everything. They just look amazing when paired with the midi black skirt. Choose a good grey turtleneck and you can have an amazing workwear outfit.

Belted Blazer for Highlighting Figure

belted blazer chelsea boots
Get a similar black skater skirt here
A great way to achieve this classy and elegant look is to pair you belted coat with black turtleneck and black knee length skirt. It looks very chic and ladylike. This can be a great outfit for business meetings or after work drink with friends.

Slitted Skirt and Chelsea Boots

slitted skirt chelsea boots
Get a similar turtleneck top here
If you want to have an outfit that can be worn equally during the day and night, this one is a great option for you. The slitted black skirt will give you a dose of provocative and sexy look. On the other hand, the turtleneck will soothe it to look like a completely casual outfit combination.

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

If you like these chelsea boots outfit ideas, make sure to read also the articles on how to wear booties with jeans and how to combine and wear short boots.