How To Wear Knee High Boots: 10 Outfit Ideas Included!

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Knee high boots are a classic closet staple. They pair well with a wide variety of outfits and they never go out of style.


Whether you’re heading to the office or out for date night, this guide will teach you how to wear knee high boots with almost any outfit.  Jeans and a sweater? Check. Miniskirt? Check. Leggings? Check!


How To Wear Knee High Boots

woman in sweater and knee high boots

Similar Sweater | Similar Boots


What do you wear with a knee high boot?

As mentioned above, knee high boots can be worn MANY different ways. If you prefer pants over skirts and dresses you could wear your boots with skinny jeans or leggings. Prefer a flirtier vibe? Knee high boots look great with flounce skirts, bodycon dresses, and maxi dresses, just to name a few.


woman wearing sweater and knee high boots

Sweater | Tank Top


How To Wear Knee High Boots With Jeans

Throwing on a pair of knee high boots over jeans is one of my favorite ways to dress up an otherwise super casual outfit. A sweater or tucked-in top looks great with knee high boots and jeans for an effortless yet put-together look.


Looking for something a bit more dressed up yet not “dressy”? Throw on a nice bell sleeve blouse in a satin or silk material to add a little elegance. Pairing knee high boots with jeans is the ultimate chic yet comfy outfit.


Knee High Boots & Jeans Styling Tip: Opt for fitted jeans over loose jeans to create a balanced look.


woman wearing romper with knee high boots



What To Wear With Knee High Boots For Going Out

It might sound like an odd combination, but pairing your knee high boots with a romper can sometimes work! This may look like a sweater dress but it’s actually a long sleeve romper. Since I wanted to wear this outfit in the winter I paired it with my favorite pair of knee high boots to balance it out and it was a perfect choice.


This is a great outfit idea for going out in the winter if you live in a cooler climate. It’s still dressed up but not overly dressy and it would be a great option for a date night or girls’ night out.


woman wearing knee high boots and leggings

Coat | Leggings


How To Wear Knee High Boots In The Office

Wearing knee high boots in the office shouldn’t give you anxiety. It’s just as easy to style them in an appropriate way for the workplace as it is for a night out. Here are a few  styling ideas for the office:


  • Pair your boots with a long ribbed knit dress dress 
  • Layer over leggings with a tunic top 
  • With a midi skirt and nice blouse
  • With skinny ankle pants and a chambray top
  • With a pencil skirt and blouse
  • With leggings, a tunic tank, and a blazer


Adding layers always helps to create a more conservative/modest outfit. If you’re worried about showing too much skin or drawing too much attention to yourself, layering can definitely help with that.


what to wear with leggings

Similar Sweater |Leggings | Similar Boots

How To Choose The Best Knee High Boots

Coming up with outfit ideas for knee high boots is only part of the process. Before you can begin to put outfits together you want to make sure that you have the right boots for your body.


Not to worry – there are plenty of knee high boots out there no matter what size or shape you are! From slouchy, boho styles to wide-leg riding boots, the options are almost endless.


Some of the different styles of knee high boots include :

  • Riding Boots
  • Stiletto Boots
  • Slouchy Boots
  • Motorcylce Boots
  • Corset Boots


Many of these boots also come in wide-calf varieties, so if you have wide calves don’t fret. There are plenty of styles that offer this size option.


Knee high boots also come in several styles and colors like black, tan, white, and many snakeskin varieties.


Knee High Boots Fit Tip: For the best fit, aim to have between 1″-1.5″ between the top of your boot and your kneecap!


amazon winter fashion haul - woman in leggings and oversized sweater

Sweater | Leggings | Similar Boots 

How To Wear Knee High Boots In The Winter

One of the easiest ways to style knee high boots in winter is with a good pair of leggings. Find a quality pair you love and the rest is history!


If you’re on the hunt for a killer pair of leggings, I can’t recommend THESE enough. These leggings have taken the world by storm recently and I can vouch that they are all that they’re hyped up to be (full review here).


Grab a great oversized sweater or tunic to pair with your leggings and boots and you have an easy yet chic and comfortable outfit idea.


Another great way to wear knee high boots in the winter is by pairing with a sweater dress. There are so many great dress options out there these days, you’re bound to find one that suits your personal style. Check below for some inspo!


Additional ways to style knee high boots in winter:

  • With a bodycon dress and moto jacket
  • With a midi dress
  • With jeans and a blazer


Here are a few more knee high boots outfits ideas!


Sweater Dress                                                             Mini Skirt | Sweater


Can I wear knee high boots in summer? 

Sure! Throw on a cute pair of knee high boots with your favorite denim shorts and a chic blazer for a sexy date night outfit, or pair with a dress/jeans for a cool summer night.


Can you wear knee high boots without tights?

Totally! I almost never wear tights with my knee high boots. There are some exceptions of course depending on the occasion, but in general, there is no rule that you must wear tights with knee high boots.


More knee high boots outfits ideas

 Bodycon Dress | Boots                                       Similar Dress | Boots


Hopefully, the tips and style inspiration above have helped make it easier for you to style your boots!


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Lauren is a wife, mom of 3, and personal trainer with a passion for fitness, fashion, and blogging. She shares affordable fashion finds, fitness tips, and helps you learn how to make money with YOUR blog!

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