Wearing Boots with Jeans: 8 Style Tips to Keep in Mind

Boots and jeans are a match made in fashion heaven! When the temperatures start to drop and you’re looking for a way to extend the life of your jeans into the cold weather months, there are so many ways you can create stylish looks out of this relatively simple pairing.

From balancing out flares with a pair of cute booties to tucking your skinnies into a trendy pair of over the knee boots, here are eight style tips to keep in mind when wearing boots with jeans.

Styling Boots and Flares

If you’ve been wondering what shoes to wear with flare jeans, our favorite choice has to be a pair of boots! There are many ways to keep this ’70s-inspired combo feeling fresh and fabulous for today.

1. Pointed-toe booties create an elevated look that’s perfect for special occasions.

If you have somewhere special to go, pointed-toe booties are a great upgrade that make an outfit feel just a little bit fancier. Pick pairs with just a bit of height to them so that your jeans don’t slouch around your ankles.

2. Heeled booties help elongate your legs and give you some extra height.

Give yourself a little extra height, lengthen your legs and walk with intention by picking a pair of heeled booties to wear with your flare jeans. You might find that you have a little extra spring in your step!

Styling Boots and Skinnies

Skinny jeans have really become a new classic, and there are tons of styles out there that are made with stretch to hug your curves in all the right places.

3. Tuck your skinnies into a pair of over the knee boots for a celebrity-inspired combo.

Over the knee boots are majorly on-trend, and are a worthwhile staple to have in your closet. Pull them up over a pair of skinny jeans for a seamless–and super flattering–outfit.

4. Give your look a bit of an ’80s edge by layering scrunched socks and combat boots.

As the late ’80s shifted into the grunge scene of the early ’90s, you often saw the combination of jeans and combat boots. To bring the look into 2020, stick to styling edgy boots with some skinnies instead. If you want to go more of a sweet snow bunny route, put on a pair of winter boots instead.

Styling Boots with Crops

Cropped pants are really versatile staples that can be dressed up just as easily as they can be used to create casual looks.

5. Dress up your crops with a pair of sock booties that hug your ankles.

Some people call boots that fit snugly around your ankles “sock booties” because of how smoothly they fit. This type of boot makes the most perfect complement to cropped jeans, and to cropped pants of any kind.

6. Create your own crops by rolling the legs of your boyfriend jeans up a bit.

A really trendy look nowadays is to scrunch up an otherwise loose-fitting pair of jeans and styling them with a solid pair of ankle boots. Let a little bit of your ankle peek out if the weather’s warm enough!

General Tips

When you’re styling your boots with jeans, the silhouette of your shoes and the colors that you choose can make a world of difference.

7. Choose colors and washes wisely.

Contrast is a good thing when it comes to styling your boots with jeans. You really don’t have to be too matchy-matchy with your colors and fabrics. Black booties and blue jeans (in any wash) are go-to options, and animal prints are attention-grabbing pieces that are still as approachable as your favorite neutrals.

8. Pick pairings that make you feel comfortable and confident.

When you’re putting your outfits together and trying to come up with the perfect pairing of boots and jeans, the best piece of advice we can give is for you to follow your heart! So long as your boots feel nice and your jeans fit well, you’ll carry yourself more confidently if you’re comfortable in what you’re wearing.

Step in Style

One of our most favorite fashion pairings is the combination of boots and boutique jeans, but it does take just a little bit of creativity to make sure you’re putting together outfits that not only feel great, but also look super flattering, too. Whether you’re lengthening your legs with cute boots and flares or keeping cozy vibes with skinnies and snow boots, keep these tips in mind as you get ready to step out in style.