What To Wear With Knee-High Boots: 20 Outfit Ideas

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Did you know that knee-high boots are one of the most versatile pieces of footwear? Here’s a style guide on what to wear with knee-high boots for all seasons, but especially fall and winter.

Winter is right around the corner, and what better way to get ready than by getting our winter wardrobe in check? Knee-high boots are a great choice for cold weather because they keep your feet warm. But what should you wear with them?

Not only are knee-high boots a winter staple, but they can be worn for all seasons too, which makes them super versatile! In today’s article, we will touch on different outfits to wear with knee boots, as well as how each outfit is appropriate for which season.

Ready to build your knee high boot outfits? Let’s get started!

What To Wear With Knee High Boots

1. Mini Dresses

Checkered mini dress
Get this dress on Lulus

A mini dress is a great way to show off your knee high boots. Plus, they can be worn during any season! For fall, wear your dress with a long cardigan or a wool coat for winter.

Try wearing a black mini dress with brown knee high boots for an elegant look, or go for a more casual style by wearing a mini denim skirt with a pair of knee-high boots in tan suede!

2. Skinny Jeans

Get these boots on Anthropologie

Skinny jeans are another staple for any winter wardrobe. They’re a good choice if you want to keep your look casual and comfortable, but still stylish enough so that people won’t think what you’re wearing is sloppy or unprofessional.

Skinny jeans are great to wear with this type of boot style because they’re not bulky, and they’re easier to wear with tall boots. No matter how “normal” your outfit is, knee high boots can really elevate the rest of your look in a cute way!

3. Rompers

Floral romper and white knee high boots
Image via @shopadorabelles

Rompers are a great way to show off your boots in the spring or the summertime. They’re also perfect for when you want to be comfortable but still look stylish.

Try pairing a denim romper with some brown suede knee high boots, or go for a more feminine look by wearing a floral romper with some black patent leather boots.

4. Sweater Dresses

Black wrap sweater dress with beige knee high boots
Get this sweater dress on Pink Lily

Winter is all about staying warm. So what better way to show off your boots than by wearing some cute sweater dresses?

Sweater dresses are perfect for when you want to look stylish while also staying comfortable and warm on those cold days. Try pairing a cream cable knit dress with some tan knee high boots, or go for different colors like burgundy if you’re feeling adventurous.

5. Pleated skirts

Light academia aesthetic, anyone? Pleated skirts with a chunky knit sweater or turtlenecks are another great option to pair with knee high boots.

They’re a good choice if you want something that is both preppy and stylish for the cooler months; just make sure to wear some black tights underneath to keep you warm!

6. Mini Skirts

Green mini skirt and top combo
Get this look on Princess Polly

Whether it’s plaid, leather, cotton, or whatever… mini skirts are another great way to show off your knee high boots especially for summer.

They’re also a good choice for a casual look, or even for a date night. Try wearing a black pencil skirt with some taupe knee high boots, or go for a more colorful look by pairing a red pencil skirt with some black boots.

7. Shorts

Denim shorts
Get these shorts on Princess Polly

Shorts are a great option for when you want to be comfortable during the warmer months. But if you want to wear shorts during colder months, at least make sure to wear some heat tech tights underneath or a denim jacket for your upper body!

Pair your knee high boots with some semi-casual shorts, like leather shorts or corduroys, if comfort is what you’re looking for.

8. Leggings

Leggings are a must-have for any fall, winter, and even spring wardrobe. They’re perfect for everyday wear, and also for keeping your legs warm on those cold days.

And what’s better than wearing leggings with some stylish knee high boots? Try pairing black leggings with some cream boots. For a stylish look, add in a scarf.

More Outfit Ideas Below


Cream sweater dress with suede knee high boots

Get this dress on Pink Lily


Burnt orange wrap sweater dress with beige knee high boots

Get this dress on Pink Lily


Beige sweater dress with snake print knee high boots

Get this dress on Princess Polly







Patterned mini skirt with tank top and black croc knee high boots

Get this mini skirt on Princess Polly




We hope you found your next outfit idea from this post! If you’re still looking for more fashion tips and inspiration, check the posts down below.

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