12 Knee High Boots Outfits for Fall and Winter
Real knee high boots outfits to copy, from mini skirts and sweaters to dresses, shorts and leather pants, with styling tips for black, brown and slouchy boots.
Knee high boots are the easiest way to make a fall or winter outfit look put together. They keep your legs warm, they look polished, and they turn skirts and dresses into cold weather outfits.
The rule that makes them work is simple: show a little leg or tuck something in. A mini skirt, a short dress or shorts lets the boot shine. Skinny pants or leggings tucked into the boot look sleek. Add an oversized sweater or a long coat on top for balance.
Below are 12 real knee high boots outfits from women on Instagram. For each one I explain the look, why it works and how to copy it. There is also a boot color guide, a sleek vs slouchy comparison and tips on tights and socks.
🎨 Knee high boot colors
1. White Jacket, Mini Shorts and Cognac Boots
View this post on InstagramA post shared by @indiaamoon (@indiaamoon)
📸 Look by @indiaamoon
A white jacket with black mini shorts, cognac brown knee high boots and a brown bag.
Brown boots with a white jacket look warm and fresh. Short hems let the tall boots stand out.
👗 How to style it
- Wear black mini shorts or a mini skirt.
- Add a white or cream jacket.
- Finish with cognac knee boots and a brown bag.
2. Oversized Jumper, Mini Skirt and Burgundy Boots
View this post on InstagramA post shared by @gemmatalbot (@gemmatalbot)
📸 Look by @gemmatalbot
An oversized jumper with a brown mini skirt, burgundy knee high boots and a burgundy bag.
The oversized jumper, mini skirt and tall boots formula always works. Burgundy boots make it feel fresh for the season.
👗 How to style it
- Pick an oversized jumper.
- Add a brown mini skirt.
- Finish with burgundy knee boots and a matching bag.
3. Pleated Skirt With Black Knee Boots
View this post on InstagramA post shared by @gemmatalbot (@gemmatalbot)
📸 Look by @gemmatalbot
A navy jacket with a beige pleated mini skirt and black knee high boots.
A pleated skirt looks preppy and cute with tall boots. The dark jacket keeps it grown up.
👗 How to style it
- Wear a beige pleated mini skirt.
- Add a navy or black jacket.
- Finish with black knee boots.
4. Black Mini Dress and Black Knee Boots
View this post on InstagramA post shared by @brit_fits (@brit_fits)
📸 Look by @brit_fits
A black sleeveless mini dress with black knee high boots and a red bag.
All black is sleek, and the red bag adds a pop of color. This is a perfect date night look.
👗 How to style it
- Pick a fitted black mini dress.
- Add black knee high boots.
- Carry a red bag.
5. Grey Mini Skirt With Slouchy Boots
View this post on InstagramA post shared by @ta.shiya (@ta.shiya)
📸 Look by @ta.shiya
A black sleeveless top with a grey mini skirt and grey slouchy knee boots.
Slouchy boots look relaxed and very on trend. Grey on grey keeps the outfit soft.
👗 How to style it
- Wear a black fitted top.
- Add a grey mini skirt.
- Finish with grey slouchy knee boots.
6. Denim Shirt Dress, Tights and Black Boots
View this post on InstagramA post shared by @samsstyle__ (@samsstyle__)
📸 Look by @samsstyle__
A belted denim shirt dress with black tights and black knee high boots.
A denim dress with tall boots is casual but put together. Black tights make it cold weather friendly.
👗 How to style it
- Pick a belted denim shirt dress.
- Add black opaque tights.
- Finish with black knee boots.
7. Cream Sweater, Black Shorts and Tall Boots
View this post on InstagramA post shared by @tarajade_style (@tarajade_style)
📸 Look by @tarajade_style
A cream sweater with black shorts, black knee high boots and a cream bag.
Cream on top and black below is a clean, easy contrast. Shorts with tall boots look modern.
👗 How to style it
- Wear a cream knit sweater.
- Add black tailored shorts.
- Finish with black knee boots and a cream bag.
8. Oversized Coat, Shorts and Knee Boots
View this post on InstagramA post shared by @unchicleenmitacon (@unchicleenmitacon)
📸 Look by @unchicleenmitacon
A black oversized coat over a cream top with black shorts and black knee boots.
A big coat with shorts and boots is a chic Parisian look. It keeps your top half warm and shows off the boots.
👗 How to style it
- Wear a cream top and black shorts.
- Add a black oversized coat.
- Finish with black knee boots and a small bag.
9. Burgundy Two Piece Set With Brown Boots
View this post on InstagramA post shared by @fashinny (@fashinny)
📸 Look by @fashinny
A burgundy knit two piece set with cognac knee high boots.
A matching set looks put together with zero effort. Brown boots warm up the burgundy.
👗 How to style it
- Pick a burgundy knit sweater and skirt set.
- Add cognac brown knee boots.
- Keep jewelry simple.
10. Fair Isle Sweater, Skirt and Tan Suede Boots
View this post on InstagramA post shared by @stylishwitht (@stylishwitht)
📸 Look by @stylishwitht
A fair isle sweater with a black skirt and tan suede knee high boots.
A cozy patterned sweater with suede boots is a perfect fall to winter outfit.
👗 How to style it
- Pick a fair isle or patterned sweater.
- Add a black mini skirt.
- Finish with tan suede knee boots.
11. Cream Sweater and Denim Mini Skirt
View this post on InstagramA post shared by @marissawearsanoutfit (@marissawearsanoutfit)
📸 Look by @marissawearsanoutfit
A cream sweater with a denim mini skirt and tan knee high boots.
Denim skirts get a cozy upgrade with tall boots. This is an easy, mom friendly fall look.
👗 How to style it
- Wear a cream sweater.
- Add a denim mini skirt.
- Finish with tan knee high boots.
12. Suede Shorts and Black Knee Boots
View this post on InstagramA post shared by @snaphappy_mc (@snaphappy_mc)
📸 Look by @snaphappy_mc
A black graphic sweater with brown suede shorts and black knee high boots, plus a small black bag.
Suede shorts with tall black boots look bold and leggy. A cozy sweater keeps the look casual and fun.
👗 How to style it
- Wear brown suede or faux suede shorts.
- Add black knee high boots.
- Finish with a black sweater and a small bag.
Sleek Leather Boots vs Slouchy Boots
Both are popular this season. They give a very different feel.
👢 Sleek leather boots
- Fitted around the calf
- Look polished and dressy
- Great with skirts, dresses and tucked pants
- Best for work and nights out
- Black and cognac go with everything
🧦 Slouchy boots
- Soft and wrinkled around the leg
- Look relaxed and trendy
- Great with mini skirts and shorts
- Best for casual days
- Suede and grey tones look great
Tights or Bare Legs With Knee Boots?
On cold days, tights make tall boots even better.
- Black opaque tights look sleek with black boots.
- Sheer tights look dressy with heels or dresses.
- Skin tone tights look like bare legs but warmer.
- Knee socks peeking out add a cozy touch.
How to Pick the Right Knee Boots
A good pair of tall boots will last for years.
- Check the shaft fits your calf with a little room for tights.
- Pick a block heel for all day comfort.
- Start with black or cognac, then add a trend color.
- Suede needs a protector spray before the first wear.
💡 Style tip
If you feel short in knee high boots, match your tights or skirt to the boots. One color from waist to toe makes your legs look longer.
Quick Guide: Pick Your Knee High Boots Outfit
- Classic: mini skirt, sweater and black boots.
- Cozy: patterned sweater with suede boots.
- Night out: black mini dress with black boots.
- Trendy: slouchy boots with a mini skirt.
- Bold: suede shorts with black knee boots.
Knee High Boots Outfits FAQs
What do you wear with knee high boots?
Mini skirts, dresses, shorts, leggings and skinny pants all work well with knee high boots.
Can you wear knee high boots with jeans?
Yes. Tuck skinny or straight jeans into the boots, or wear wide jeans over them.
Are knee high boots still in style?
Yes. Knee high boots are one of the top fall and winter trends.
What color knee high boots are most versatile?
Black and cognac brown go with the most outfits.
Should I wear tights with knee high boots?
On cold days, yes. Black opaque or sheer tights look great.
Can short women wear knee high boots?
Yes. Pick a slim boot with a small heel and match it to your tights or skirt.
Walk Into Winter in Style
Knee high boots make fall and winter outfits easy. Pick your boot color, add a skirt, dress or shorts, and enjoy looking put together every day.
Want more boot outfit ideas? See these winter boots outfits, these leggings and boots outfits, these winter skirt outfits and these burgundy outfits.
