The 13 best shoes to wear with bootcut jeans that you’ll be obsessing over

Looking for the best shoes to wear with bootcut jeans now that this style is totally on trend? Here are 13 styles of shoes you’ll be obsessing over!

Best shoes to wear with bootcut jeans

One of my favorite things about fall is wearing denim! And, now that bootcut jeans are totally on-trend, you might be wondering what the best shoes to pair with this style would be.

Let me tell you; shoes are seriously one of my biggest weaknesses. And, just because you are wearing denim, doesn’t mean you can’t wear heels (or tennis shoes for that matter). Lucky for y’all I have been keeping track of all the cutest, trendiest and best shoes to wear with your bootcut jeans (well any style really)!

Whether you are looking for how to pair heels with your denim or boots for fall, there are lots of options here for everyone! I even included a couple of sandal styles that will work as you transition from summer to fall!

This post is all about the best shoes to wear with bootcut jeans.

What are bootcut jeans?

Boot-cut jeans are the ultimate cut for when you’re in between styles or want an all-around good pair of jeans that will flatter your figure because they truly work on all body types. These jeans have a slightly tapered thigh area, so they hug the hips and thighs.

Bootcut styles are fitted but not snug like skinny jeans. Then they widen from the knee to the hem, giving a balanced look which is very different from straight-leg jeans or even skinny jeans.

You might assume they only look good with a boot, but there are really so many kinds of shoes you can pair with classic boot-cut jeans. And depending on your personal preference you have options! You can wear flats, heels, boots, sandals, and more! I have 13 of the best shoes to wear with bootcut jeans so you can wear them confidently!

Affiliate Disclaimer: This post may contain affiliate links, meaning I receive a small commission if you decide to make a purchase through my links at no cost to you.  

What are the best shoes to wear with bootcut jeans?

1. Chunky Heels

Chunky heels are back (but seriously, were they ever gone)? and this 70s-style shoe gives such fun, funky vibes. Add a flowy white top and you’ve got the cutest boho look for late summer, fall, and even spring.

2. High Heels 

I love a metallic pair of high heels with a dark wash pair of jeans for its slimming effect and for the dressy look that always makes me feel taller and more elegant. You can wear any style of high heels with your bootcut jeans, from pointy-toe pumps to strappy sandals. We are obsessed with these metallic “nude” high heels. Obsessed.

3. Ankle Boots 

Ankle boots are a great choice because they go with everything and every season. Sometimes they have a slight heel that will give you a little lift, and sometimes they’re flat like a Chelsea boot, but either way, they will add a city-ready look to your bootcut jeans without distracting from the style. If you are wondering what shoes to wear with bootcut jeans, I could not recommend these adorable snake print ankle boots more!

4. Cowboy boots

While I can’t definitively say that cowboy boots are the best shoes to wear with bootcut jeans, they certainly have a soft spot in my heart. Ever since I lived in Texas, I love this classic pairing! Whether you have a traditional cowboy boot or one that’s studded to the 9s full of glam, you can wear them with your favorite bootcut jeans for a winner of an outfit. You don’t have to live in Texas or even the South to do so, either!

5. Chelsea Boots

Talk about a trend! Chelsea Boots have really been having a moment lately! You can pair your jeans with Chelsea boots and a black leather jacket and you’ll be ready for anything. I love this look because it’s the perfect look for day wear to transition to night activities. So, grab your favorite boots (mine are these leopard print) and get going!

6. Chukka Boots

The Chukka boot is a classic for fall and winter, making it one of the best shoes to wear with your favorite pair or jeans. Typically they have a snug fit that will keep them from getting too loose as you can wear them for hours on end! They also add some extra texture (typically they are suede fabric) that’ll be sure not to go unnoticed this season! Great for a crisp fall day and one of the best shoes to wear with bootcut jeans in the cooler months.

7. Knee-high boots

If you want to wear your favorite pair of knee-high boots with your bootcut jeans, this is the perfect solution. The slight flair of this style of jean allows for the right fit to wear your boots under the jean! The boot will peek out under your jeans and you have a layered classic look. This is a great thing if you live somewhere with colder falls and snowy winters.

8. Flat Sandals

Most of us have and love flat shoes and flat sandals because we can wear them everywhere without our feet hurting! There are so many flat sandal styles and I love slides and find myself reaching for these Vince Olina slides over and over. Probably because they are so simple to put on, and TBH I am all about ease and convenience! 🙂 Any style works when it comes to flat sandals and bootcut jeans. If you want to jazz up your look, add a cute pair of studded sandals!

9. Platform Sandals

Platform sandals have come back around with their popularity rising! They are totally a throw-back to the 90s when there were oh so many cute outfits. Remember casual fitted tees with flare jeans and platform sandals? Such a trend, and it’s easy to pull together today, now that 90s fashion has made a comeback. You can replicate this look with your bootcut jeans, and add an oversized flannel or striped button-down for an extra layer of comfort.

10. Gladiator Sandals

The edgy and comfortable look of Gladiator Sandals is a great option if you want to add some flair to your outfit without sacrificing comfort. They’re also super cute when paired up against those boot-cut jeans! The variety in styles means that there’s something for everyone, whether it be flat or heel driven – so go ahead and take charge of your outfit this fall by rocking these cool kicks. They are the perfect types of shoes to wear to work all the way through date night or a girls night out!

11. Wedge Sandals

Wedge sandals are a  popular choice for summer shoes, and they can really elevate your jeans to a fun and flirty look; they are a great comfortable pick. Espadrille wedge sandals have a beautiful natural look with the woven jute fabric that makes them great for outdoor and backyard parties! We love these ankle strap open-toe sandals. Wedges are an ideal addition to your jeans when you need a dressy look but don’t want to wear high heels or pumps.

12. Wedge Heels

You might be wondering what is the difference between wedge heels and wedge sandals? Well, I have the answer my friends. Yes, these shoes are in the same family as wedge sandals, but there are no straps. Think, of a traditional shoe design with peep toe or patent leather, but with a wedge heel instead of a stacked, stiletto, or kitten heel. We are IN LOVE with these clear wedge open toe slip on mules. They match EVERYTHING! These are great to dress up an outfit but keep your stable because they’re easier to walk in! Plus waaayyy more comfortable. IYKYK.

13. Toe Flats

With so many styles, toe flats give you great options for your wardrobe. J-Lo just made fashion news for wearing ballet flats with jeans last weekend. If JLo is wearing them, so will I! But for reals, a pointed-toe flat is sleek and professional, super white ballet flats give you a demure yet modern look. Add these to super-light or super-dark wash bootcut jeans for a timeless look.


What shoes do you wear with bootcut jeans?

Good news, this post helps by sharing 13 different styles of shoes to wear with your bootcut jeans. I bet you have several of these options in your closet! Truly the answer to this question is going to depend on a few things like personal preference, personal style, the weather conditions, and what type of event you are heading out the door to attend!

What shoes do you wear with bootcut jeans in the summer?

 High Heels, gladiator sandals, pointed-toe flats, and wedge sandals are a few choices you can’t go wrong with!

Can you wear flat shoes with bootcut jeans?

1000% yes. You can wear flat mules, sandals, ballet flats, and loafers. There are so many options!

Whether you’re dressing for a casual day at the office or a night out on the town, bootcut jeans are a versatile choice that can be dressed up or down.

Boot-cut Jeans are a trendy look that’s here to stay!  When you figure out the best shoes to wear with bootcut jeans you can style your jeans effortlessly! There’s a good reason boot-cut jeans are among the best blue jeans: most shoe styles look great with these form-flattering jeans and you can easily mix up your style with what you already have in your closet!

This post was all about the best shoes to wear with bootcut jeans.

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