High boots are amazing for adding a little bit of glamour to a look, and the ones with a chunky platform are also a total win for comfort.
Today’s super chic high boots are practical enough to wear all year and they go with so many things you probably already have in your closet. The key is to find a pair that makes you feel confident and comfortable.
Here are 10 of my favorite outfit ideas to get you started.
1. Regular Chic with Skinny Jeans and Lyssa High Boots
Image: Pinterest @britt
For a tried-and-true outfit that always works, you just can’t go wrong with skinny jeans and high boots. It’s the perfect girl-next-door look.
When you’re picking your boots, you can go with a heel or a flatform style—whatever feels most comfortable for you. I love pairing this combo with a cute crop top or even an off-the-shoulder top for a look that’s a little more fun.
You could also style them with a shirt for an elegant vibe. If you need an extra layer for warmth or just want a more put-together feel, throwing on a coat or jacket is a total no-brainer.
2. Slay in a Shirt Dress and New Kole High Boots
Image: Pinterest @lulus.com
A shirt dress paired with high boots gives off such a sensual vibe any day of the week. I’d suggest picking a dress that hits just above your knee or even mid-thigh. This lets the boots shine while still providing enough coverage.
For a little more structure, adding a belt around the waistline is a great idea. You can also bring some dimension to the look by layering with a denim jacket, a leather jacket, or a cozy sweater.
This is also a great way to balance things out if your dress is on the shorter side.
3. Get the Winter Vibes with a Sweater Dress and New Kole High Boots
Image: Pinterest
Image: Pinterest @sarahstylesseattle.com
It’s time to get ready for winter with these super chic high boots from Bronx Shoes. There’s nothing better than a cute and comfortable outfit that requires minimal effort, which is why I love a good sweater dress.
Try pairing your boots with a sweater dress that ends right above the knee. Another option I love is a longer dress that has a side slit. To pull everything together, you can accessorize with a belt.
If you want another layer, a jacket worn over the shoulders is a perfect finishing touch.
4. Flow with a Midi Skirt and Groovy Stretch High Boots
Image: Pinterest @iamstyle-ish.com
Image: Pinterest @sydnestyle.com
Pairing a midi skirt with high boots is such a trendy and elegant look. I think this combo is so fashionable and bold. You can totally style this for a casual day out, or even for a more casual day at the office.
The top you choose is what really changes the feel. For a laid-back vibe, go for a turtleneck, a top with ruffles, or an off-the-shoulder style. If you’re aiming for a casual-formal look, a shirt or a cardigan is your best bet.
A pencil midi skirt is great for a formal setting, while a flowy one is perfect for your weekend plans.
5. Summer Fun with a Maxi Dress and Tizzy High Boots
Image: Pinterest @sarahstylesseattle.com
Image: Pinterest @sydnestyle.com
I’m seriously crushing hard on this look. Maxi dresses give off such a beautiful and sophisticated feel, and the high boots add a touch of boldness and confidence.
Putting these two together creates an outfit that is so elegant and chic. Just wear your favorite flowy maxi dress with some high boots and you’ve got an instantly stylish and trendy look.
You can also add a statement belt to accessorize. A dress with a slit is also an amazing choice for this combination.
6. Stay Classy in a Short Bodycon Dress and New Kole High Boots
Image: Pinterest @shopstyle.com
Image: Pinterest @boots4boots.tumblr.com
This has to be one of the sexiest and most challenging pairings, but when you get it right, it’s so good. I think the key is to pick a bodycon dress that really flatters your body type and feels super comfortable.
You can choose a printed or a solid pattern. If you’re going to a more formal event, I’d suggest a solid-colored dress. When the weather is a little cooler, you can easily layer a coat over the top to complete the look.
7. Rock the Street Style with an Oversized Sweater, Tights, and Lyssa High Boots
Image: Pinterest @southerncurlsandpearls.com
For a dramatic and fashionable street-style look, an oversized sweater with tights and high boots is always a good idea. Not only does this outfit look amazing, but it’s also incredibly functional for chilly weather.
Tights or leggings are a great way to add some warmth while also elevating the outfit. I’d pick a pair that complements your sweater and boots. You can’t go wrong with black or opaque tights, but you could also have some fun with patterned or colored ones.
With an oversized sweater, I always think chunky heels with a chunky platform look best. If you want to add a little more depth, consider layering with a scarf, jacket, or a vest.
8. Summer Fun with a Midi Dress and New Cole High Boots
Image: Pinterest @gingeraardbei.nl
To accessorize, you can add a statement belt over the dress for a well-rounded look.
9. Get Playful with a Short Skirt and New Americana High Boots
Image: Pinterest @beauty-issue.com
Who says you can’t be sexy and bold? Styling high boots with a short skirt is the perfect way to do it. You can build this look with a shirt or another top.
It’s a good idea to think about the length of your skirt when deciding on the boots to make sure there’s a good balance between them. For a little more depth, layering with stockings or tights is a great choice.
This helps balance the shorter skirt and can add some warmth if you need it. You can also layer a jacket over your shirt or top. And don’t forget to grab a chic handbag to really pull it all together.
10. Keep it Elegant with a Coat, Jeans, and Groovy High Boots
Image: Pinterest @robustcreative.com
This elegant and chic look is one of my favorites. Just pair high-waist skinny jeans with a turtleneck top and your go-to high boots. Then, layer with a structured coat that hits below the buttocks.
I think this outfit is perfect for casual Fridays at the office or for any casual day. You could also swap the top for a sweater or choose a longer coat to make the outfit feel a bit more on-trend.