Are you wondering what shoes to wear with jeans? This ultimate style guide for women covers everything you need to know on which perfect shoes to wear with any type of jeans.
Table of Contents
1. What shoes to wear with flare jeans
In order to identify the best shoes to wear with flare jeans, you must first see how long your jeans are. If they´re too long that they´re going to drag on the ground, wear them with high heels or take them to a tailor and have them cut.
If, however, your jeans are just long enough to reach the top of your feet with a little bit of extra fabric, or if your jeans are cut short that they´re almost cropped, if not actually cropped, then you can be more versatile in choosing for the best shoes.
Of course you also have to consider the weather. I know it´s a no-brainer but I still decided to mention it anyway.
A. Wear your long flare jeans with high heel sandals
For a weekend look, wear your flare jeans with a pair of high heeled strap sandals. If the waist of your jeans are high-rise, and they have slim legs that flare past the knees, wearing them with stiletto heels will make your legs appear really long and slim.
B. Relaxed flared leg jeans with high heels
Depending on how long your legs are, this pair of relaxed fit flare jeans will either look cropped on you or it will hit just above your feet. It´s a gorgeous piece of transeasonal clothing which can be worn with high heel sandals with a t-shirt, or with ankle boots and knits for fall.
C. High-rise flared jeans with high heeled pumps
For a more formal look, choose a pair of high rise flare jeans in dark hue and wear it with some high heeled pumps. Complete the look with a sleveless top or a silk spaghetti strap top, and a bright blazer. This look can be worn to work, to a business meeting, or even a coctail party.
D. What Shoes to wear with cropped flare jeans
1. Cropped flare jeans and loafers
Just like any cropped jeans, cropped flare jeans can be worn with any type of shoes depending on what look you are trying to create. From high heels to flats, this style of jeans can be worn with anything! However, cropped flare jeans are most often worn casually. This is especially true if the jeans are ligh washed in color. So you have all sorts of open-toe flats to choose from, as well sneakers and other styles of close toe flats.
But if you want to look chic while wearing your cropped flare jeans casually, wear them with some loafers and a leather jacket.
2. Cropped Printed Flare jeans and booties

As a nod to the ’70s fashion, pick a pair of stretchy and slightly cropped leopard print flare jeans, team it with a 90s ribbed cotton-jersey T-shirt in white, and a pair of black leather ankle boots.
3. Cropped flare jeans and rodeo ankle boots
Gorgeous boots such as a pair of white Rodeos are meanth to be seen, which make them perfec to be worn with some cropped flare jeans. The color of your ankle boots may depend on how dark or light washed your jeans are, and on what type of look you´re trying to create. Pairing some light colored shoes with some light washed jeans exudes a more daytime look.
4. Cropped flare jeans with sexy leather sandals
Laced up, tied up, or gladiator sandals are great to wear with a pair of cropped flare jeans. This is what´s really great about cropped jeans, the sexier the shoes you wear with them, the better.
5. Cropped flare jeans with high top sneakers
For a casual day look or an outfit you´d like to wear to run errands, wear your cropped flare jeans with a pair of sneakers for total comfort and ease of movement.
F. Light Denim Flare Jeans with sneakers
For another ’70s-inspired look with flare jeans, opt for a pair of Bell shape jeans in light wash and something with a high-rise waist, to wear with a pastel color shirt and a pair of white sneakers.
G. What shoes to wear with flare jeans in the winter
Flare jeans are a bit limiting to wear in winter and that´s because when it´s freezing, we prefer to wear tall winter boots. If you´ve ever tried stuffing those flare hems in a knee-high boot, you know the struggle. However, there are many ways that you can transition your flare jeans from summer to winter. With a bit of creativity and some layering, you can look stylish in a pair of flare jeans even if the trees are frozen.
1. Flare jeans with pointed-toe ankle boots
Depending on how cold the weather is, you can decide to either layer your flare jeans with warm leggings. Otherwise go for some really warm socks to wear with a pair of pointed-toe ankle boots. Then add a long, warm coat.
2. cropped flare jeans with animal print boots
It´s exciting to know that even cropped flare jeans can be worn in winter. Try teaming them with a pair of animal print tall boots (that are fitting), or mid-shin boots. But really, it doesn´t have to be animal print. As long as the boots cover your legs, you´re good to go.
3. flare jeans with cowboy boots for winter
Whether or not your flare jeans are cropped, you can always wear some cowboy boots with flare jeans even in winter. Complete the look with some cozy sweater and a really warm outer wear.
2. What shoes to wear with mom jeans
Mom jeans may not be super stylish but they´re undoubtedly comfortable. So if you´re prioritizing comfort like I do, the task is to find ways to add chicness to your favorite mom jeans. There´s no other way to quickly elevate the look of your jeans than choosing the right pair of shoes.
A. Mom jeans with ankle boots
If you´re rocking the vintage light washed mom jeans, keep thing put together by wearing them with a white belt and a pair of white ankle boots.
B. Button Fly Cropped Mom Jeans with high top sneakers

Yet another jeans perfect for running errands, create a street-ready look with some button-down high waist cropped mom jeans and some white sneakers.
C. High rise mom jeans with flat shoes

I literally have this style of mom jeans and I found it to be super versatile when it comes to choosing which shoes to wear with them. I mostly wear them in summer though, so as you can guess, I like wearing them with flats.
D. mom jeans with transparent high heels
With this style of mom jeans, you aren´t showing off any shape or curves. Offset that lack of shape by bringing the eye to your toes. Wear your mom jeans with some sexy transparent high heel shoes.
E. mom jeans with birkenstock
Here in Germany birkenstock is the signature summer footwear for most women. I don´t own birkenstock sandals but that´s mostly due to my hyper hidrosis. The texture of the bikenstock triggers sweating on my feet. Otherwise these sandals seem to be great to partner with a pair of mom jeans.
3. What shoes to wear with wide leg jeans
We´ve already discussed what shoes to wear with flare jeans, and to be honest, most shoes that you can wear with flare jeans can be worn with wide leg jeans too.
However, for the purposes of writing an ultimate style guide on shoes and jeans, here are the shoes that I recommend you wear with wide leg jeans.
A. Wide leg jeans and leather boots
The kick-ass black leather ankle boots. As I mentioned earlier, if you want to create a daytime look, wear your light washed jeans with light colored shoes. However, you can also quickly toughen up your light washed wide leg jeans by wearing them with dark pieces.
As we can see in this look, these are cropped wide leg jeans that are teamed with some shiny black leather abkle boots and a black oversized blazer.
B. With high heel pumps
I really like this look. The jeans are wide leg but they don´t follow the typical shape of wide-leg jeans which are fitting around the thighs. This is more like wide-leg, straigh-cut. And they look great with a pair of classic pointed-toe pumps. The slimness of the pumps provides a gorgeous oxymoron to the wide leg jeans silhouette.
C. With platform sandals
Women who love wearing platform shoes such as platform sandals should always have a pair of wide leg jeans because they look great together.
D. Nude ankle boots with nude wide leg jeans
Going nude on nude for your wide leg jeans and shoes can really elongate your legs. And when you do match a pair of nude jeans with nude shoes, you can complete the look with any colors. Yet opting for a bright color pop top or sweater seems like a good idea.
E. Wide leg jeans with thong sandals
If your wide leg jeans hit just around your heels, they can look really cute with a pair of thong sandals. For an added height, opt for thong platform sandals.
4. Shoes to wear with skinny jeans
I`m almost convinced that skinny jeans will never go out of style. Other than they always come back as a it-style, they´re also very practical come winter. So your skinny jeans can be worn all year round.
A. Skinny jeans with loafers
Wearing chunky platform loafers with skinny jeans creates a fabulous contrast from your legs down to your shoes. But in oder to create a cohesive look, team a fitting top with your skinny jeans, and add a bulky jacket or coat to match your chunky loafers.
B. Skinny jeans with sneakers
You can always wear sneakers with skinny jeans for a casual look. But to keep things chic, add an oversized jacket.
C. Skinny jeans with ankle boots
This seems to be the year for chunky shoes. Update your skinny jeans with 90s inspired chunky leather ankle boots.
D. skinny jeans with ballet flats
To quickly add a feminine touch to an otherwise boyfriend inspired look (think shapeless white tee and oversized jacket), wear a pair of ballet flats with your skinny jeans. I love how minimalistic this look is, yet very chic. Keep things black and white, simple yet stylish.
E. Skinny jeans with flat sandals
For a freeing summer look, wear skinny jeans with flat strap sandals. Weather it´s a button-down shirt, a loose top, or a tank top, you will never go wrong with flats and skinnies.
F. skinny jeans with Birkenstock
Apparently, birkenstock can be worn with anything including skinny jeans. This look is perfect for when the weather is warm. Show off your shoulders with a sleeveless top, skinny jeans and birkenstocks.
G. Skinny jeans with peep-toe heels
You can create a really smart look with skinny jeans too. This outfit can be worn to work, business meeting, date, or evening parties. Keep things lean and classy by opting for dark colors and a high-waist style. A pair of peep-toe high heels will add a good dose of style to your black skinny jeans.
H. Skinny jeans with pumps
Level up your skinny jeans with leopard print and preferably high-waisted. Wear them with a button-down shirt, tucked in, and a pair of pointed-toe stilettos.
I. skinny jeans with running shoes
You can also wear running shoes with skinny jeans. Although low key and totally casual, you can amp up the look by adding a show-stopping top.
J. Skinny jeans with chelsea boots
Adding a good dose of leather to your skinny jeans outfit is a great way to create an edgy streetwear. If you have a pair of black skinny jeans, team it up with some leather cheasea boots or black studded leather ankle boots, a simple black t-shirt, and a leather jacket.
5. What shoes to wear with straight leg jeans
when it comes to straight leg jeans, choosing the shoes to wear with them mostly depend on how long the jeans are. Personally, I don´t find straight jeans very flattering.
A. Straight leg jeans with kitten heels
If your straight leg jeans hit just above your heels, they´ll look great with kitten heels. It oozes off a bit of a vintage look but depending on the style of your kitten heels, it can also be modern.
B. Straight leg jeans with square foot leather ankle boots
This is the classic straight leg jeans. Not too long and not cropped. They look great with square foot leather ankle boots.
C. Straight leg jeans with flip flops
To give your straight leg jeans a causal yet sexy look, wear them with thin flat sansals with slim straps. Especially if your straight leg jeans are a bit roomy, the contrast between your jeans and flats is totally alluring.
D. Straight leg jeans with chunky leather ankle boots
Another option for shoes if your straight leg jeans are cropped are chunky leather ankle boots. This coming fall and winter 2021-22 the chunky ankle boots are especially on trend, so this gives you a perfect opportunity to strut to the street your vintage straight leg jeans.
E. Straight leg jeans with leather pumps
Any jeans can be worn with the classic leather pumps, and that includes the straight leg jeans. Worn with a fashion-forward button-down top, your jeans and pumps tantem will surely stand-out.
F. Straight leg jeans with loafers
For a quick dress down of your straight leg jeans, wear them with loafers. You can also create a denim on denim look with adding a denim jacket to complete the outfit.
6. Shoes to wear with bootcut jeans
Bootcut jeans are meant to be worn with shoes with heels, whether that´s a pair of high heeled ankle boots or high heeled pumps. These jeans are made to make you look taller than you really are, covertly. This works really well if the hems of your pants cover most of your shoes heels without touching the ground.
A. Bootcut jeans with pointed-toe high-heeled boots
This coming fall, wear your black bootcut jeans with pointed-toe leather ankle boots and a shoulder drop knitted sweater for a really chic cozy look.
B. Bootcut jeans with cowboy inspired pointed-toe ankle boots
Look for a modern version of cowboy boots to wear with your bootcut jeans. Pay attention on leather ankle boots with pointed toe and and a pull-tab at the heel; they´re always perfect for the bootcut jeans,
C. Bootcut jeans with square toe boots
For a more classic look, wear square toe ankle boots with bootcut jeans. I remember in the early 2000s, my jeans were mostly bootcut and I always wore them with leather ankle boots that were squared toed.
D. Bootcut jeans with leather mules
If it´s not cold, you can swap the ankle boots for high heeled platform sandals instead. Keep the look clean and charming by creating an all-beige look.
E. Dark washed bootcut jeans with snake print boots
As I´ve said earlier, you can always wear pointed toe pumps with any jeans. But for a change, opt for a pair of snake print pointed toe high heeled pumps to go with your dark blue washed bootcut jeans. The peek of animal print beneath the hems is going to be irresistible.
7. What shoes to wear with baggy jeans
Although not super stylish, the baggy jeans are adored by many due to the utmost comfort that they offer. They allow you to move freely, and they allow good blood circulation on your bottom half. Plus they could also be styled up with just a few tricks. So what´s not to love?
A. Baggy jeans with leather square toe boots
If your baggy jeans have a straight leg silhouette, wear them with a pair of square toe ankle boots. And if your jeans are black, they´d look perfect with the ever versatile black ankle boots.
B. Elongated baggy jeans with pointed-toe ankle boots
Some baggy jeans have straight leg silhouette but they´re unique in that they are elongated with a high waist and drop crotch. This style of jeans can be tricky to wear and can easily make you look like a slob (pun intended), so to avoid that, wear them with some stylish pointed ankle boots or heels.
C. Baggy-cut jeans with converse shoes
This pair of baggy cut jeans has balloon legs, think of baloon sleeves, and since the balloon is gathered around the hem, they will look cool with a pair of high top converse sneakers.
D. Baggy jeans with sculptural heel ankle boots
If your baggy jeans hit just around your heels, wear them with some edgy square toe ankle boots. In the picture above, the model is wearing some square toe ankle boots with structural heels. This is a really great way to add interest to an otherwise shapeless look. Also, by completing the outfit with an interesting sweater, the result is quite stylish.
E. Baggy wide leg jeans with platform slip-on
We´ve discussed above all the types of shoes that you can wear with wide leg jeans. However, some wide leg jeans are made baggy. They´re often made out of thin, soft and drapey denim. This style of baggy jeans are perfect to be worn with some platform sandals and a loose top that´s tucked in front.
Feel the softness and comfort of your oufit as you strut in the street against the wind. Ah, this is such a cozy outfit to wear on a nice summer day.
So these are all the tips that you can use when choosing what shoes to wear with jeans – from flare jeans, mom jeans, wide leg jeans, skinny jeans, straight leg jeans, bootcut jeans, and baggy jeans. Let me know which shoes you like to wear the most with your favorite jeans.