How to Wear Mid-Calf Boots: 14 Best Outfit Ideas

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Midi-calf boots, also known as midi boots, is a kind of footwear that you choose when the weather is neither here nor there. If it’s spring, it is too early for sandals but too hot for long and warm winter boots. And in fall, you can’t wear sneakers when it is raining, but you still don’t want to wear your winter Canadian boots.

Mid-calf boots are usually hugging the mid-calf of your leg and because of that, they are also known as sock boots. The main flaw of this type of boots is that they can make your legs appear shorter than they actually are. That can happen even to the tallest of supermodels.
But if you choose a good pair of boots, that are both flattering to your legs and matching your body shape, you will get some killer outfit combinations.

Let’s see how to rock mid-calf boots without looking awkward. Here are the 14 best outfit ideas, just for you!

Long Knit for Winter Days

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Here is an idea for warm and beautiful outfit that you will appreciate when those cold winter days arrive. Pair your long knit sweater with a super comfy pair of jeans and a white T-shirt. For an extra trendy look, try wearing your mid-calf boots made of brown leather and burgundy bag.

Floral Dress and Velvet

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This floral dress is ideal for everyday casual strolls, but it can also help you when you are heading to formal occasions. If you pair it with these velvet mid-calf boots, you will get a super trendy and casual outfit combination.
Mix the styles by adding a bomber jacket or long coat.

Wrap Skirt and Mid Calf Boots

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This is great workwear inspo! Pair your mini wrap skirt with an elegant black shirt for a great office look.
This great outfit combination looks equally chic and very appropriate. Pair it with the pointed-toe mid-calf boots.

Casual Look with Booties

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If you are looking for a way to style your mid-calf boots for every day here is a great example!
Wear them with the green sweater with the button down under, and skinny jeans. It is really great and comfortable every day look.

Sweater and Pleated Skirt

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One of the biggest fall trends is the midi and A-line skirts. That is why you should consider wearing this cozy and loose outfit combination for cold fall days. Pair your beige pleated skirt with an oversized cozy sweater and black boots. It is a great option for casual evenings spent with your friends.

Velvet Patterned Jacket


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The best type of jeans that you can choose to wear with midi boots are the straight cut jeans. The hem should be cuffed and just above the rub of the boots. That way, your leg will look great and you will appear very modern. Add this animal printed velvet blazer for a great chic look.

Lace and Knit

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If you like to mix materials and to feel good in your combination, my suggestion is to follow this girl’s instructions. She does it perfectly. Pair the long camel sweater and under it wear your lace silk dress. It will look like you are wearing a skirt, and that is the great fashion trick! Wear mid-calf boots with this cozy combination.

Leather Mini Skirt and White Tee

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This is one of those outfits that are equally comfortable but also have that dose of sexiness. It is great for going out or for a casual drink in some bar. It looks really modern and chic when paired with the mid-calf boots.

Blue Wrap Coat

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If you are in search for a good coat that will keep you warm during the snowy winter days, I have already found one for you! This blue wrap coat is long and looks very nice. Pair it with the chic white boots, and you will get the unique and very trendy outfit look that everybody will notice.

White Fringe Skirt

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Block heel boots are very “in” this fall. That is why you should definitely consider buying a pair. Wear them with this monochrome black and white combination for great modern and minimalistic look.
The black leather jacket gives this outfit a cool edgy vibe.

Two Colored Mid Calf Boots

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Fashion bloggers lost their mind about these two colored boots. They were their main obsession for the last fashion season. If you like to follow fashion trends, you can easily style these mid-calf boots with the patent leather mini skirt, black tee and a lot of jewelry. Round it off with the beret made of nylon.

Plaid Pants

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The plaid and checked pattern is the main trend of the fall season. You can see the girls from fashion world wearing these kinds of pants all the time. Pair it with the black boots and you will get a killer combination for winter.

Pink is the Color of the Fall

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Maybe you will say that I am crazy, but you should know that pink is the most worn color this fall season! It is very trendy to wear pink coats, dresses, but most of all to wear pink boots. If you also want to look modern and very eccentric, try this combination for going out.

Tulle and Sequins

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If you like to sparkle and to be unique in every possible situation, wear this short dress and black mid-calf boots. It is a great looking outfit that will make all the heads to turn into your direction.
Do a little trick and wear modern fishnet short tights that will just peek out of boots.

Mid-calf or socks boots can be your new favorite footwear. It is paired perfectly with both casual and elegant staples. It is a great time for you to wear them with the jeans – cuffed or cut, or with the miniskirts and long dresses. You will definitely look modern and chic. Besides, these boots will give you a great dose of comfort.
If you like these outfit ideas, make sure to read the other style guides that I have prepared for you!
I hope that you enjoyed reading this post!