27 Cute Outfits With Knee-High Boots

Knee-high boots have become quite the all-rounders, complementing ensembles for all seasons of the year. These closet must-haves, however, come out in their numbers for fall and winter—when warm clothing and ultra-chic fashion becomes paramount.

Nonetheless, with such versatility, knee-high boots are being styled with as many mini and midi dresses as they are skinny jeans and knee-length skirts, and I’ve been seeing some of the most stylish looks created as a result. So much so, it’s worth talking about.

For the comfort and contemporary feel they bring, knee-high boots deserve a space in your closet, and I’m about to show you a list of ways you can wear them. Here are cute outfits with knee-high boots that you’ll love.

1. Brown Knee-High Boots With Green Rib-Knit Sweater Dress

I never knew I could love a green and brown outfit combination as much as I love this one. 

2. Black Long-Sleeve Turtle-Neck Blouse and Black Knee-High Boots With Light Gray Corduroy Mini Skirt

Black is one of my favorite colors because it makes achieving a super chic look so effortless! The slim fit of this long-sleeve top is also flattering, perfectly paired with a light gray corduroy mini skirt.

3. White Knee-High Boots With Pastel Purple Turtle-Neck Sweater Dress

For a snug sweater dress like this one, a pair of knee-high boots is most fitting. The boots are white so they easily complement the subtle pastel hue of the dress. Buy this dress at Pink Lily.

4. Black Knee-High Boots With Mauve Purple Skater Dress

Mix it up by styling a fun flare-hem dress with knee-high boots. The color combo is so chic as a mauve purple dress transitions to black boots. It’s one of those looks that you'll adore for its versatility. Buy this dress at Lulus.

5. Black Knee-High Boots With Red Rib-Knit Sweater Mini Dress

In this look, classy meets edgy as a daring red rib-knit dress is paired with black knee-high boots. The turtle neck design of this dress also adds to the chic flair. To complete this look, just rock a small black purse. Buy this dress at Lulus.

6. White Knee-High Boots With Mauve Pink Sweater Dress

When I want to look adorable, the first two colors that come to my mind are pink and white. They make one of the best combinations as seen with this mauve pink sweater dress and white knee-high boots. Buy this dress at Lulus.

7. Brown Knee-High Boots With Steel Gray Smocked Shoulder Puff-Sleeve Dress

Steel gray and brown—what a match! This dress is so easy to wear thanks to its lightweight flowy fit and that smocked shoulder, the puff-sleeve design doesn’t go unnoticed either. Buy this dress at Pink Lily.

8. Nude Knee-High Boots With White Sleeveless Tiered Dress

For a girly finish, style your knee-high boots with a flowy white-tiered dress.

Transition from this cute dress to a pair of nude boots with a matching belt. A white crossbody bag would look perfect with this outfit. Buy this dress at Pink Lily.

9. Brown Pants and Black Knee-High Boots With Black Bishop-Sleeve Sweater Dress

I’m loving the versatility of this black sweater dress. It could be worn by itself but it still looks chic paired with these brown pants and then it’s back to black with these chic knee-high boots. Buy this sweater dress at Pink Lily.

10. Brown Knee-High Boots With Cream Turtle-Neck Sweater Dress

If you weren’t in the mood for fall before then you definitely are now. This cream sweater dress, dark brown knee-high boots, and multi-shade brown scarf will have you feeling warm and looking stylish. Buy this dress at Pink Lily.

11. Black Turtle-Neck Cropped Sweater Blouse and Black Knee-High Boots With Brown Button-Front Corduroy Mini Skirt

A corduroy skirt looks right at home styled with a cozy black sweater blouse and matching knee-high boots. 

12. Black Long-Sleeve Blouse and Brown Snakeskin Knee-High Boots With Rust-Orange Midi Skirt

Move over mini! Even a midi skirt looks fab with knee-high boots and this look doesn;t hold back in showing that off. 

13. Gray Blazer, Nude Turtle-Neck Blouse, and Nude Knee-High Boots With Brown Leather Shorts

Skirts and dresses have been taking over but these brown leather shorts didn’t come to play around. 

14. Medium-Wash Blue Jeans and Nude Knee-High Boots With Lime Green Sweater Blouse

Looking sophisticated doesn’t require a lot. All you need is a classic pair of blue jeans and a comfy vibrant lime green sweater blouse, styled with some chic nude knee-high boots to top it all off. Buy this sweater blouse at Pink Lily.

15. Brown Knee-High Boots With Camel Lace Mini Dress

One look at this outfit and autumn comes to mind. The flowy fit of this lace camel mini dress and the warm colors of both the dress and brown knee-high boots match the aesthetic of the season perfectly. Buy this dress at Pink Lily.

16. Blue Jeans and Brown Knee-High Boots With Wine Red and Pink Striped Sweater Blouse

When I want to keep it simple, nothing beats styling my knee-high boots with my favorite pair of jeans. In this case, blue skinny jeans, paired with a gorgeous wine-red and pink striped sweater blouse. Buy this blouse at Pink Lily.

17. Black Leather Knee-High Boots With Black and Silver Sweater Dress

Black plus black equals ultra-chic! This look, however, places a comfy spin on things, thanks to the rib-knit design of this black and silver sweater dress. Buy this dress at Lulus.

18. Black Knee-High Boots With Pink and Black Polka Dot Ruffle Skirt

Of the words I could use to describe this look, classy and adorable come out on top. 

19. White Sweater Blouse and Brown Knee-High Boots With Sage Green Leather Mini Skirt

If there’s one color that looks incredible with light brown, it’s sage green. Slip on a sage green mini skirt to complement the soft brown hue of your boots. Add to the sophistication with a snug white sweater. Buy this skirt at Pink Lily.

20. Black Long-Sleeve Blouse and Black Leather Knee-High Boots With Burgundy Plaid Skater Dress

Here’s another stylish dress for you to gush over. This time, it’s a burgundy plaid skater dress, overlaying a sophisticated turtle-neck blouse in black. 

21. Black Long-Sleeve Blouse and White Knee-High Boots With Gray Plaid Dress

There’s no need to keep your fave plaid tank dress tucked away just because summer is over. 

22. White Sweater, Brown Turtle-Neck Blouse, and Brown Knee-High Boots With Rust Plaid Mini Skirt

If not a plaid dress, how about a cute plaid skirt? This mini skirt is giving attitude and fall flair with its warm undertone. It’s played up by a brown turtle-neck top, snug white sweater, and brown knee-high boots. Buy this skirt at Pink Lily.

23. White Mini Skirt and Black Knee-High Boots With Black Long-Sleeve Bodysuit

Black and white outfits always make an impact on me. It’s the neutral theme that I love, the simplicity and sophistication displayed by this black bodysuit tucked into a white mini skirt with black knee-high boots. Buy this bodysuit at Pink Lily.

24. Black Blazer, White T-Shirt, and Black Knee-High Boots With Black Shiny Mid-Rise Mini Skirt

Show just how sassy you are in a mid-rise mini-skirt. Tucked inside is a basic white t-shirt, amped up by a black blazer with black knee-high boots to complete the look. Buy this skirt at Lulus.

25. Leopard Print Knee-High Boots With Black Off-the-Shoulder Sheer-Sleeve Bodycon Dress

I’m head over heels for this look! The power of a black sheer-sleeve dress styled with leopard print knee-high boots. It’s a show of confidence and a great sense of fashion. Buy this dress at Lulus.

26. Cream Long-Sleeve Blouse and Knee-High Boots With Brown Plaid Mini Dress

Because plaid is the trend that keeps on giving and this brown and cream combo is a flawless mix of simplicity and sophistication. Buy this dress at Lulus.

27. Tan Knee-High Boots With Lilac Cable Knit Sweater Dress

Let’s place this lilac sweater dress in the foreground because it’s the star of this outfit. It’s complemented by a pair of tan knee-high boots. Such an example of how effortless looking cute should be. Buy this dress at Pink Lily.

Summary and Top Picks

Knee-high boots will complete your outfit in an instant. The coverage, comfort, and style they provide place them in a league of their own which is why they’re so essential to your wardrobe. 

This compilation shows how you can style knee-high boots with a variety of clothing items you already own, from dresses to skirts and jeans. I’ve already garnered a few ideas I plan to try myself, and with that said, my favorites from this list are:

• #2 Black Long-Sleeve Turtle-Neck Blouse and Black Knee-High Boots With Light Gray Corduroy Mini Skirt: For a naturally posh look, pairing black with gray won’t disappoint. It’s that chic neutral effect!
• #3 White Knee-High Boots With Pastel Purple Turtle-Neck Sweater Dress: I absolutely love the subtle color combination of purple and white.
• #25 Leopard Print Knee-High Boots With Black Off-the-Shoulder Sheer-Sleeve Bodycon Dress: I couldn't resist including this showstopping animal print look.