What Shoes to Wear with Bootcut Jeans?

Published by


What Shoes to wear with bootcut jeans

Bootcut jeans are a classic denim style that never goes out of fashion. With a slim fit through the thigh that flares out slightly at the ankle, bootcut jeans create an elongating, leg-lengthening look that flatters most body types. 

But what shoes should you wear with your trusty bootcuts to complete the outfit? I’m here to break down the best footwear options, from casual sneakers to dressier heels and boots.

9 Best Shoes to Wear with Bootcut Jeans

Ankle Boots

Ankle boots are my go-to shoe for wearing with bootcut jeans, especially in the fall and winter months. The key is to choose a pair with a slim profile that will fit neatly under the flare of the jeans without bunching up. Opt for a heeled style to really maximize the leg-lengthening effect of the bootcut silhouette. 

Classic black leather ankle boots are always chic, but don’t be afraid to experiment with different colors and textures like suede.

Ankle Boots with Bootcut Jeans


For a laid-back, everyday look, you can’t go wrong with pairing bootcut jeans with sneakers. I love crisp white lace-up sneakers or sleek slip-on styles for an effortlessly cool vibe. 

To avoid looking sloppy, make sure your jeans are the right length – you want them to graze the top of your sneakers without dragging on the ground. Cuff the hems if needed for a cleaner look.

Sneakers with Bootcut Jeans

Ballet Flats

Ballet flats are a comfortable, feminine option that dress up bootcut jeans just enough for the office or dinner out. A pointed-toe style in a rich leather or suede will instantly elevate your jeans. 

In the summer months, try ballet flats in a fun print or bright color to add a pop of personality to your outfit. Just steer clear of rounded-toe styles which can look a bit dowdy with bootcuts.

Ballet Flats with Bootcut Jeans


Loafers strike the perfect balance between casual and polished, making them ideal for wearing with bootcut jeans to work or on the weekends. I reach for classic penny loafers in a glossy leather for a preppy vibe, or tasseled or kiltie styles to channel some vintage charm. 

For a modern twist, try backless loafer mules or platform loafers. The chunkier sole provides a cool contrast to the slim bootcut silhouette.

Loafers with Bootcut Jeans

Heeled Sandals

Bootcut jeans can absolutely be dressed up for a night out or special occasion – it’s all in the shoes you choose. Strappy heeled sandals instantly make bootcuts feel more glamorous and intentional. I opt for sandals with a stiletto heel in the 3-4 inch range to really elongate the leg line. 

Metallic finishes like gold or silver add some eye-catching shine. In the summer, reach for heeled espadrille sandals to give your bootcuts some boho flair.

Heeled Sandals with Bootcut Jeans

Wedge Sandals

If you love the height of heels but need a little more stability and comfort, wedge sandals are the way to go. A pair of neutral leather or cork wedges is so versatile and will go with all your favorite bootcut jeans. 

I especially love an ankle-strap style which really highlights and flatters the narrowest part of the leg at the ankle. Wedges also transition seamlessly from day to night.

Wedge Sandals with Bootcut Jeans


Clogs have made a major comeback recently and I am fully on board. The chunky wooden sole gives some funky ’70s style to bootcut jeans. For a casual look, try flat-soled clogs or mules with a rounded toe. 

The No.6 brand makes some of my favorites. If you want some height, reach for a heeled clog sandal or clog boot. The higher vamp on clogs works well with the flare of bootcut jeans.

Clogs with Bootcut Jeans

Kitten Heels

Kitten heels are another great option if you want a bit of dressy height but don’t want to teeter around in stilettos. Slingback kitten heels look so chic and gamine with bootcut jeans, especially in the spring and summer. 

I like them in a pop of color like red or pink. Pointed-toe kitten heel mules are also very in right now and would pair nicely with bootcuts for a polished work look.

Kitten Heels, shoes to wear with Bootcut Jeans

Knee-High Boots

When the weather gets chilly, knee-high boots are a practical and stylish choice to wear with your bootcut jeans. Opt for a pair with a fitted shaft that will hug your calves and tuck smoothly under the hem of your jeans. 

Heeled styles will give you some extra height, but flat riding boots also look classic and chic with bootcuts. Experiment with different colors and materials, from sleek black leather to rich brown suede.

Knee-High Boots with Bootcut Jeans

Now You Got Your Answer to What Shoes Go with Bootcut Jeans

As you can see, the shoe possibilities are endless when it comes to what to wear with your trusty bootcut jeans. From casual everyday sneakers and loafers to dressier heels and boots, there is a shoe for every occasion and personal style.

The most important things to keep in mind are proportion and length. Choose shoes with a streamlined profile that won’t compete with the flare at the hem of the jeans. 

Ankle boots, pointed-toe flats, and slim sneakers are all great options. Also make sure your jeans are the correct length – you want them to graze the top of your foot for the most polished look. Don’t be afraid to cuff or hem if needed.

I hope this guide has given you some fresh ideas and inspiration for how to style your bootcut jeans. Have fun mixing and matching different shoes to change up the vibe of your go-to denim. With the right footwear, your bootcuts can take you anywhere!


Can I wear shoes with bootcut jeans?

Absolutely! While bootcut jeans were originally designed to be worn over boots, hence the name, they look great with all kinds of shoes from sneakers to sandals to loafers. The key is to choose streamlined styles that won’t compete with the flare at the hem.

Are bootcut jeans still in style?

Yes, bootcut jeans are a classic denim silhouette that never really goes out of style. They are universally flattering and create a long, lean line on the body. Bootcuts are a great alternative to skinny jeans when you want a more relaxed, elongating look.

What kind of shoes should I avoid wearing with bootcut jeans?

In general, you want to avoid shoes with a very chunky or bulky profile, as they can compete with the flare at the hem and look unbalanced. Shoes with rounded toes can also sometimes look a bit frumpy with the bootcut silhouette. Stick with more streamlined, pointed toe styles for the most flattering effect.

Do I need to wear heels with bootcut jeans?

Not at all! You can absolutely wear flat shoes like sneakers, loafers, and ballet flats with bootcut jeans. Heels and wedges will give you some extra height and elongate the leg line, but they are by no means required. Choose the shoes that feel most comfortable and authentic to your personal style.